Hmdb loader
Survey

Showing metabocard for Coproporphyrinogen I (HMDB0002158)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:39 UTC
Update Date2020-10-09 21:02:30 UTC
HMDB IDHMDB0002158
Secondary Accession Numbers
  • HMDB02158
Metabolite Identification
Common NameCoproporphyrinogen I
DescriptionCoproporphyrinogen I is a porphyrin metabolite arising from heme synthesis. Porphyrins are pigments found in both animal and plant life. Coproporphyrinogen I is a tetrapyrrole dead-end product resulting from the spontaneous oxidation of the methylene bridges of coproporphyrinogen arising from heme synthesis. It is secreted in feces and urine. Coproporphyrinogen I is biosynthesized from the tetrapyrrole hydroxymethylbilane, which is converted by the action of uroporphyrinogen synthase to uroporphyrinogen I. Uroporphyrinogen I is subsequently converted into coproporphyrinogen I through a series of four decarboxylations. Increased levels of coproporphyrinogens can indicate congenital erythropoietic porphyria or sideroblastic anemia, which are inherited disorders. Porphyria is a pathological state characterized by abnormalities of porphyrin metabolism and results in the excretion of large quantities of porphyrins in the urine and in extreme sensitivity to light. A large number of factors are capable of increasing porphyrin excretion, owing to different and multiple causes and etiologies: (1) the main site of the chronic hepatic porphyria disease process concentrates on the liver, (2) a functional and morphologic liver injury is almost regularly associated with this chronic porphyria, and (3) the toxic form due to occupational and environmental exposure takes mainly a subclinical course. Hepatic factors include disturbance in coproporphyrinogen metabolism, which results from inhibition of coproporphyrinogen oxidase as well as from the rapid loss and diminished utilization of coproporphyrinogen in the hepatocytes. This may also explain why coproporphyrin, its autoxidation product, predominates physiologically in the urine. Decreased biliary excretion of coproporphyrin leading to a compensatory urinary excretion. Therefore, the coproporphyrin ring isomer ratio becomes a sensitive index for impaired liver function, intrahepatic cholestasis, and disturbed activity of hepatic uroporphyrinogen decarboxylase. In itself, secondary coproporphyrinuria is not associated with porphyria symptoms of a hepatologic-gastroenterologic, neurologic, or dermatologic order, even though coproporphyrinuria can occur with such symptoms (PMID: 3327428 ). Under certain conditions, coproporphyrinogen I can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, hereditary coproporphyria (HCP), congenital erythropoietic porphyria, and sideroblastic anemia. There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503 ). Coproporphyrinogen I can be found in a number of food items, including cascade huckleberry, hyacinth bean, horseradish tree, and watercress.
Structure
Data?1582752232
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002158 (Coproporphyrinogen I)


  Mrv0541 02231219232D          

 48 52  0  0  0  0            999 V2000
   13.9142   -9.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4985   -8.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8859   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6984   -7.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2181   -8.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0401   -8.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3235   -7.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5598   -8.8130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356   -7.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0987   -7.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852   -8.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1727   -8.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3806   -7.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7570   -9.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9728   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2577   -6.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8908   -5.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7679   -5.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9932   -4.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4010   -4.5424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1727   -9.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852  -10.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854  -10.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9728  -10.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4531  -10.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -10.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477  -11.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1115   -9.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356  -11.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0987  -10.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3806  -11.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2577  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -10.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765  -10.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2906  -11.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8859  -10.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4985   -9.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4323  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7899  -12.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9221  -13.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6969  -13.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2796  -13.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6984  -10.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -8.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442   -7.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2906   -7.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4323   -6.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 14 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 22  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 27  1  0  0  0  0
 15 22  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  2  0  0  0  0
 33 32  1  0  0  0  0
 24 32  1  0  0  0  0
 36 34  2  0  0  0  0
 35 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 38 37  2  0  0  0  0
 44 37  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  2  0  0  0  0
 43 41  1  0  0  0  0
 30 34  1  0  0  0  0
 36 37  1  0  0  0  0
  1 38  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  2  0  0  0  0
 48 47  1  0  0  0  0
  2 45  1  0  0  0  0
  3 47  1  0  0  0  0
  9 46  1  0  0  0  0
 23 31  1  0  0  0  0
M  END
Download

3D MOL for HMDB0002158 (Coproporphyrinogen I)

HMDB0002158
     RDKit          3D
Coproporphyrinogen I
 92 96  0  0  0  0  0  0  0  0999 V2000
    3.1305   -4.0339    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7519   -2.7487    0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -2.4377    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -1.1725    2.1240 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -0.6797    1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824   -1.6444    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160   -1.5593    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7859   -1.3963   -1.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1102   -1.3124   -1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1353   -1.3898   -1.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796   -1.1502   -3.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.7316    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985    1.8046    1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.1041    1.6596 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.0636    0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    3.4042   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648    4.4790   -1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1472    5.8162   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3019    6.3402    0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    6.9823    0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    6.1618    1.8338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    2.6050    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738    2.6287   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287    3.6483    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    2.6259    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9771    1.4953    1.1838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528    0.8520    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169    1.5790   -0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579    1.2954   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7404    1.5846   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7059    1.2895   -2.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3143    0.8667   -3.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0520    1.4778   -2.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5346    2.7100   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5932    3.8042   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5658   -0.4973    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.6234    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286   -1.7789    1.6749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -2.8945    1.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -3.4593    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2251   -4.7053   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -5.9392    0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -6.2650    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2010   -6.8814    1.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9612   -5.9282    2.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -2.6530   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -2.9706   -1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707   -3.4075    1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8480   -4.0083   -0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5959   -4.8559    0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071   -4.1888    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752   -0.6568    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5069   -0.7544    0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3991   -2.5653    0.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -0.4510   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2509   -2.2453   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8096   -1.8965   -3.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4174    0.7957    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7176    0.9891    2.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6944    1.6457    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4349    4.1518   -1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381    4.5496   -1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    5.8190   -0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251    6.5342   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8801    6.2605    2.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    2.4704    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1701    1.9324   -1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    3.6671   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641    4.4194   -0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    4.2645    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202    1.1651    2.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2595    0.2037   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    1.8173   -2.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9522    0.9269   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8862    2.6349   -0.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4424    2.2500   -1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    4.6452   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713    3.4421   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688    4.1943   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.7728   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2245   -0.3730    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -1.1487    2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -4.6024   -1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1137   -4.8542   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8928   -5.7992    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657   -6.8307   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9069   -6.2243    2.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8649   -4.0233   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3643   -2.2932   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -2.9396   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -3.8090    2.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -4.3078    1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
 22 23  1  0
 15 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  1  0
 34 35  1  0
 27 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 40 46  1  0
 46 47  1  0
 39 48  1  0
  6  2  1  0
 22 13  2  0
 34 25  2  0
 46 37  2  0
 48  3  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  7 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 14 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 26 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 33 76  1  0
 35 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  0
 36 81  1  0
 38 82  1  0
 41 83  1  0
 41 84  1  0
 42 85  1  0
 42 86  1  0
 45 87  1  0
 47 88  1  0
 47 89  1  0
 47 90  1  0
 48 91  1  0
 48 92  1  0
M  END
Download

3D SDF for HMDB0002158 (Coproporphyrinogen I)


  Mrv0541 02231219232D          

 48 52  0  0  0  0            999 V2000
   13.9142   -9.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4985   -8.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8859   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6984   -7.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2181   -8.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0401   -8.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3235   -7.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5598   -8.8130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356   -7.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0987   -7.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852   -8.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1727   -8.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3806   -7.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7570   -9.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9728   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2577   -6.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8908   -5.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7679   -5.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9932   -4.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4010   -4.5424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1727   -9.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852  -10.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854  -10.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9728  -10.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4531  -10.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -10.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477  -11.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1115   -9.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356  -11.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0987  -10.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3806  -11.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2577  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -10.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765  -10.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2906  -11.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8859  -10.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4985   -9.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4323  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7899  -12.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9221  -13.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6969  -13.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2796  -13.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6984  -10.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6765   -8.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442   -7.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2906   -7.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4323   -6.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 14 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 22  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 27  1  0  0  0  0
 15 22  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  2  0  0  0  0
 33 32  1  0  0  0  0
 24 32  1  0  0  0  0
 36 34  2  0  0  0  0
 35 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 38 37  2  0  0  0  0
 44 37  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  2  0  0  0  0
 43 41  1  0  0  0  0
 30 34  1  0  0  0  0
 36 37  1  0  0  0  0
  1 38  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  2  0  0  0  0
 48 47  1  0  0  0  0
  2 45  1  0  0  0  0
  3 47  1  0  0  0  0
  9 46  1  0  0  0  0
 23 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002158

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3

> <INCHI_IDENTIFIER>
InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)

> <INCHI_KEY>
WIUGGJKHYQIGNH-UHFFFAOYSA-N

> <FORMULA>
C36H44N4O8

> <MOLECULAR_WEIGHT>
660.7566

> <EXACT_MASS>
660.315914404

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
71.34460230867256

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
4.891239218666666

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
4.27210608452491

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.845633608717185

> <JCHEM_POLAR_SURFACE_AREA>
212.35999999999996

> <JCHEM_REFRACTIVITY>
181.86080000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coproporphyrinogen I

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002158 (Coproporphyrinogen I)

HMDB0002158
     RDKit          3D
Coproporphyrinogen I
 92 96  0  0  0  0  0  0  0  0999 V2000
    3.1305   -4.0339    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7519   -2.7487    0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143   -2.4377    1.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -1.1725    2.1240 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -0.6797    1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824   -1.6444    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160   -1.5593    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7859   -1.3963   -1.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1102   -1.3124   -1.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1353   -1.3898   -1.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796   -1.1502   -3.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.7316    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985    1.8046    1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.1041    1.6596 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.0636    0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    3.4042   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648    4.4790   -1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1472    5.8162   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3019    6.3402    0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    6.9823    0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    6.1618    1.8338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    2.6050    0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738    2.6287   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287    3.6483    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    2.6259    0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9771    1.4953    1.1838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9528    0.8520    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3169    1.5790   -0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579    1.2954   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7404    1.5846   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7059    1.2895   -2.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3143    0.8667   -3.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0520    1.4778   -2.0444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5346    2.7100   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5932    3.8042   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5658   -0.4973    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.6234    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286   -1.7789    1.6749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -2.8945    1.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -3.4593    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2251   -4.7053   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -5.9392    0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -6.2650    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2010   -6.8814    1.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9612   -5.9282    2.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -2.6530   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -2.9706   -1.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707   -3.4075    1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8480   -4.0083   -0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5959   -4.8559    0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071   -4.1888    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752   -0.6568    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5069   -0.7544    0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3991   -2.5653    0.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -0.4510   -1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2509   -2.2453   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8096   -1.8965   -3.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4174    0.7957    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7176    0.9891    2.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6944    1.6457    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4349    4.1518   -1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381    4.5496   -1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    5.8190   -0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251    6.5342   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8801    6.2605    2.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    2.4704    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1701    1.9324   -1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    3.6671   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641    4.4194   -0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    4.2645    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202    1.1651    2.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2595    0.2037   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    1.8173   -2.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9522    0.9269   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8862    2.6349   -0.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4424    2.2500   -1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    4.6452   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713    3.4421   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688    4.1943   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.7728   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2245   -0.3730    1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -1.1487    2.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -4.6024   -1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1137   -4.8542   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8928   -5.7992    0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657   -6.8307   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9069   -6.2243    2.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8649   -4.0233   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3643   -2.2932   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -2.9396   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -3.8090    2.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -4.3078    1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
 22 23  1  0
 15 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  1  0
 34 35  1  0
 27 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 40 46  1  0
 46 47  1  0
 39 48  1  0
  6  2  1  0
 22 13  2  0
 34 25  2  0
 46 37  2  0
 48  3  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  7 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 14 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 26 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 33 76  1  0
 35 77  1  0
 35 78  1  0
 35 79  1  0
 36 80  1  0
 36 81  1  0
 38 82  1  0
 41 83  1  0
 41 84  1  0
 42 85  1  0
 42 86  1  0
 45 87  1  0
 47 88  1  0
 47 89  1  0
 47 90  1  0
 48 91  1  0
 48 92  1  0
M  END
Download

PDB for HMDB0002158 (Coproporphyrinogen I)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      25.973 -17.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.197 -15.957   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.920 -14.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.437 -14.299   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.407 -15.499   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.942 -15.252   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      30.471 -13.805   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      30.912 -16.451   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.093 -13.400   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.718 -14.176   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      20.506 -15.693   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      18.989 -15.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.266 -14.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.377 -13.453   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.213 -17.280   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.749 -14.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.148 -11.936   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.329 -10.983   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.100  -9.467   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.654  -8.903   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      21.282  -8.479   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      18.989 -18.603   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      20.506 -18.867   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      18.266 -19.996   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.749 -20.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.779 -19.061   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.245 -19.308   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.716 -20.754   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.275 -18.109   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      22.093 -21.160   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.718 -20.384   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.377 -21.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.148 -22.624   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      23.416 -20.384   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      23.663 -18.867   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      24.809 -21.107   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.920 -19.996   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.197 -18.603   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      25.074 -22.624   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.874 -23.594   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      24.121 -25.128   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      25.568 -25.657   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      22.922 -26.098   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      27.437 -20.260   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      23.663 -15.693   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      23.416 -14.176   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      24.809 -13.453   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      25.074 -11.936   0.000  0.00  0.00           C+0
CONECT    1    2   38                                                       
CONECT    2    1    3   45                                                  
CONECT    3    2    4   47                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   10   46                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   16                                                  
CONECT   14   10   13   17                                                  
CONECT   15   12   22                                                       
CONECT   16   13                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   23   24   15                                                  
CONECT   23   22   31                                                       
CONECT   24   22   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   31   34                                                       
CONECT   31   30   32   23                                                  
CONECT   32   31   33   24                                                  
CONECT   33   32                                                            
CONECT   34   36   35   30                                                  
CONECT   35   34   38                                                       
CONECT   36   34   39   37                                                  
CONECT   37   38   44   36                                                  
CONECT   38   35   37    1                                                  
CONECT   39   36   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   37                                                            
CONECT   45   46    2                                                       
CONECT   46   45   47    9                                                  
CONECT   47   46   48    3                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END
Download

3D PDB for HMDB0002158 (Coproporphyrinogen I)

COMPND    HMDB0002158
HETATM    1  C1  UNL     1       3.131  -4.034   0.227  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.752  -2.749   0.938  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.614  -2.438   1.662  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.714  -1.172   2.124  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.894  -0.680   1.692  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.582  -1.644   0.943  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.916  -1.559   0.292  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.786  -1.396  -1.221  1.00  0.00           C  
HETATM    9  C8  UNL     1       6.110  -1.312  -1.861  1.00  0.00           C  
HETATM   10  O1  UNL     1       7.135  -1.390  -1.146  1.00  0.00           O  
HETATM   11  O2  UNL     1       6.280  -1.150  -3.231  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.414   0.732   1.887  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.499   1.805   1.297  1.00  0.00           C  
HETATM   14  N2  UNL     1       1.249   2.104   1.660  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.783   3.064   0.851  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.773   3.404  -0.064  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.765   4.479  -1.131  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.147   5.816  -0.574  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.302   6.340   0.500  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.250   6.982   0.199  1.00  0.00           O  
HETATM   21  O4  UNL     1       1.608   6.162   1.834  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.859   2.605   0.217  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.174   2.629  -0.537  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.629   3.648   0.821  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.706   2.626   0.502  1.00  0.00           C  
HETATM   26  N3  UNL     1      -1.977   1.495   1.184  1.00  0.00           N  
HETATM   27  C20 UNL     1      -2.953   0.852   0.509  1.00  0.00           C  
HETATM   28  C21 UNL     1      -3.317   1.579  -0.609  1.00  0.00           C  
HETATM   29  C22 UNL     1      -4.358   1.295  -1.665  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.740   1.585  -1.189  1.00  0.00           C  
HETATM   31  C24 UNL     1      -6.706   1.290  -2.257  1.00  0.00           C  
HETATM   32  O5  UNL     1      -6.314   0.867  -3.364  1.00  0.00           O  
HETATM   33  O6  UNL     1      -8.052   1.478  -2.044  1.00  0.00           O  
HETATM   34  C25 UNL     1      -2.535   2.710  -0.630  1.00  0.00           C  
HETATM   35  C26 UNL     1      -2.593   3.804  -1.663  1.00  0.00           C  
HETATM   36  C27 UNL     1      -3.566  -0.497   0.755  1.00  0.00           C  
HETATM   37  C28 UNL     1      -2.591  -1.623   0.834  1.00  0.00           C  
HETATM   38  N4  UNL     1      -1.529  -1.779   1.675  1.00  0.00           N  
HETATM   39  C29 UNL     1      -0.848  -2.895   1.278  1.00  0.00           C  
HETATM   40  C30 UNL     1      -1.486  -3.459   0.191  1.00  0.00           C  
HETATM   41  C31 UNL     1      -1.225  -4.705  -0.597  1.00  0.00           C  
HETATM   42  C32 UNL     1      -1.781  -5.939   0.033  1.00  0.00           C  
HETATM   43  C33 UNL     1      -1.288  -6.265   1.375  1.00  0.00           C  
HETATM   44  O7  UNL     1      -0.201  -6.881   1.493  1.00  0.00           O  
HETATM   45  O8  UNL     1      -1.961  -5.928   2.547  1.00  0.00           O  
HETATM   46  C34 UNL     1      -2.588  -2.653  -0.091  1.00  0.00           C  
HETATM   47  C35 UNL     1      -3.521  -2.971  -1.233  1.00  0.00           C  
HETATM   48  C36 UNL     1       0.471  -3.407   1.759  1.00  0.00           C  
HETATM   49  H1  UNL     1       2.848  -4.008  -0.827  1.00  0.00           H  
HETATM   50  H2  UNL     1       2.596  -4.856   0.767  1.00  0.00           H  
HETATM   51  H3  UNL     1       4.207  -4.189   0.414  1.00  0.00           H  
HETATM   52  H4  UNL     1       0.975  -0.657   2.775  1.00  0.00           H  
HETATM   53  H5  UNL     1       5.507  -0.754   0.717  1.00  0.00           H  
HETATM   54  H6  UNL     1       5.399  -2.565   0.460  1.00  0.00           H  
HETATM   55  H7  UNL     1       4.207  -0.451  -1.432  1.00  0.00           H  
HETATM   56  H8  UNL     1       4.251  -2.245  -1.664  1.00  0.00           H  
HETATM   57  H9  UNL     1       6.810  -1.896  -3.697  1.00  0.00           H  
HETATM   58  H10 UNL     1       4.417   0.796   1.331  1.00  0.00           H  
HETATM   59  H11 UNL     1       3.718   0.989   2.877  1.00  0.00           H  
HETATM   60  H12 UNL     1       0.694   1.646   2.532  1.00  0.00           H  
HETATM   61  H13 UNL     1       2.435   4.152  -1.950  1.00  0.00           H  
HETATM   62  H14 UNL     1       0.738   4.550  -1.493  1.00  0.00           H  
HETATM   63  H15 UNL     1       3.204   5.819  -0.200  1.00  0.00           H  
HETATM   64  H16 UNL     1       2.125   6.534  -1.428  1.00  0.00           H  
HETATM   65  H17 UNL     1       0.880   6.260   2.521  1.00  0.00           H  
HETATM   66  H18 UNL     1       5.025   2.470   0.182  1.00  0.00           H  
HETATM   67  H19 UNL     1       4.170   1.932  -1.375  1.00  0.00           H  
HETATM   68  H20 UNL     1       4.305   3.667  -0.925  1.00  0.00           H  
HETATM   69  H21 UNL     1      -0.664   4.419  -0.029  1.00  0.00           H  
HETATM   70  H22 UNL     1      -0.805   4.265   1.671  1.00  0.00           H  
HETATM   71  H23 UNL     1      -1.520   1.165   2.141  1.00  0.00           H  
HETATM   72  H24 UNL     1      -4.260   0.204  -1.916  1.00  0.00           H  
HETATM   73  H25 UNL     1      -4.113   1.817  -2.603  1.00  0.00           H  
HETATM   74  H26 UNL     1      -5.952   0.927  -0.322  1.00  0.00           H  
HETATM   75  H27 UNL     1      -5.886   2.635  -0.869  1.00  0.00           H  
HETATM   76  H28 UNL     1      -8.442   2.250  -1.510  1.00  0.00           H  
HETATM   77  H29 UNL     1      -3.193   4.645  -1.238  1.00  0.00           H  
HETATM   78  H30 UNL     1      -2.971   3.442  -2.615  1.00  0.00           H  
HETATM   79  H31 UNL     1      -1.569   4.194  -1.811  1.00  0.00           H  
HETATM   80  H32 UNL     1      -4.293  -0.773  -0.036  1.00  0.00           H  
HETATM   81  H33 UNL     1      -4.224  -0.373   1.616  1.00  0.00           H  
HETATM   82  H34 UNL     1      -1.290  -1.149   2.543  1.00  0.00           H  
HETATM   83  H35 UNL     1      -1.579  -4.602  -1.623  1.00  0.00           H  
HETATM   84  H36 UNL     1      -0.114  -4.854  -0.652  1.00  0.00           H  
HETATM   85  H37 UNL     1      -2.893  -5.799   0.101  1.00  0.00           H  
HETATM   86  H38 UNL     1      -1.666  -6.831  -0.649  1.00  0.00           H  
HETATM   87  H39 UNL     1      -2.907  -6.224   2.740  1.00  0.00           H  
HETATM   88  H40 UNL     1      -3.865  -4.023  -1.177  1.00  0.00           H  
HETATM   89  H41 UNL     1      -4.364  -2.293  -1.293  1.00  0.00           H  
HETATM   90  H42 UNL     1      -2.864  -2.940  -2.144  1.00  0.00           H  
HETATM   91  H43 UNL     1       0.489  -3.809   2.769  1.00  0.00           H  
HETATM   92  H44 UNL     1       0.691  -4.308   1.147  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3    3    6
CONECT    3    4   48
CONECT    4    5   52
CONECT    5    6    6   12
CONECT    6    7
CONECT    7    8   53   54
CONECT    8    9   55   56
CONECT    9   10   10   11
CONECT   11   57
CONECT   12   13   58   59
CONECT   13   14   22   22
CONECT   14   15   60
CONECT   15   16   16   24
CONECT   16   17   22
CONECT   17   18   61   62
CONECT   18   19   63   64
CONECT   19   20   20   21
CONECT   21   65
CONECT   22   23
CONECT   23   66   67   68
CONECT   24   25   69   70
CONECT   25   26   34   34
CONECT   26   27   71
CONECT   27   28   28   36
CONECT   28   29   34
CONECT   29   30   72   73
CONECT   30   31   74   75
CONECT   31   32   32   33
CONECT   33   76
CONECT   34   35
CONECT   35   77   78   79
CONECT   36   37   80   81
CONECT   37   38   46   46
CONECT   38   39   82
CONECT   39   40   40   48
CONECT   40   41   46
CONECT   41   42   83   84
CONECT   42   43   85   86
CONECT   43   44   44   45
CONECT   45   87
CONECT   46   47
CONECT   47   88   89   90
CONECT   48   91   92
END
Download

SMILES for HMDB0002158 (Coproporphyrinogen I)

CC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3
Download

INCHI for HMDB0002158 (Coproporphyrinogen I)

InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
3,8,13,18-Tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropionic acidChEBI
COPROPORPHYRIN IChEBI
3,8,13,18-Tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropionateGenerator
3,8,13,18-Tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropanoateHMDB
3,8,13,18-Tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropanoic acidHMDB
Chemical FormulaC36H44N4O8
Average Molecular Weight660.7566
Monoisotopic Molecular Weight660.315914404
IUPAC Name3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid
Traditional Namecoproporphyrinogen I
CAS Registry Number31110-56-2
SMILES
CC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3
InChI Identifier
InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)
InChI KeyWIUGGJKHYQIGNH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassPorphyrins
Direct ParentPorphyrins
Alternative Parents
Substituents
  • Porphyrin
  • Tetracarboxylic acid or derivatives
  • Substituted pyrrole
  • Pyrrole
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Azacycle
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Indirect biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point171 - 174 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP1.97ALOGPS
logP4.89ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)3.85ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area212.36 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity181.86 m³·mol⁻¹ChemAxon
Polarizability71.34 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+255.031661259
DarkChem[M-H]-244.56431661259
DeepCCS[M+H]+249.30530932474
DeepCCS[M-H]-246.9830932474
DeepCCS[M-2H]-280.07530932474
DeepCCS[M+Na]+255.04630932474
AllCCS[M+H]+251.632859911
AllCCS[M+H-H2O]+250.732859911
AllCCS[M+NH4]+252.432859911
AllCCS[M+Na]+252.632859911
AllCCS[M-H]-252.232859911
AllCCS[M+Na-2H]-255.732859911
AllCCS[M+HCOO]-259.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Coproporphyrinogen ICC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N35809.8Standard polar33892256
Coproporphyrinogen ICC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N34647.4Standard non polar33892256
Coproporphyrinogen ICC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N36287.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Coproporphyrinogen I,1TMS,isomer #1CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]35780.6Semi standard non polar33892256
Coproporphyrinogen I,1TMS,isomer #2CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35906.0Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #1CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]35700.2Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #2CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]35700.2Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #3CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35802.3Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #4CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35802.3Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #5CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35802.3Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #6CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35795.1Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #7CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5947.6Semi standard non polar33892256
Coproporphyrinogen I,2TMS,isomer #8CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5956.7Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #1CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]35648.3Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #10CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5851.8Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #11CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5835.3Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #12CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5851.6Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #13CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5844.4Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #14CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C6002.5Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #2CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35730.4Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #3CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35730.8Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #4CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35723.7Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #5CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35723.1Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #6CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35730.6Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #7CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35723.3Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #8CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5842.6Semi standard non polar33892256
Coproporphyrinogen I,3TMS,isomer #9CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5844.8Semi standard non polar33892256
Coproporphyrinogen I,1TBDMS,isomer #1CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]36041.6Semi standard non polar33892256
Coproporphyrinogen I,1TBDMS,isomer #2CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]36092.5Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #1CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]36227.0Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #2CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)[NH]4)[NH]36226.9Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #3CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]36256.5Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #4CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]36256.1Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #5CC1=C2CC3=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]36256.1Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #6CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]36249.4Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #7CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)N3[Si](C)(C)C(C)(C)C6341.8Semi standard non polar33892256
Coproporphyrinogen I,2TBDMS,isomer #8CC1=C2CC3=C(CCC(=O)O)C(C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1CCC(=O)O)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C6350.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (Non-derivatized) - 70eV, Positivesplash10-0w2c-2000019000-995b0bc8ddfaee513a882017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_8) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_9) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_10) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_11) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_12) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_13) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coproporphyrinogen I GC-MS (TMS_3_14) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 10V, Positive-QTOFsplash10-01ox-0000029000-7cfed66d72503c62d69f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 20V, Positive-QTOFsplash10-07c7-0000098000-c52b6ccc51ad35ceecd92015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 40V, Positive-QTOFsplash10-0a4i-0102190000-338272475aad39d99e292015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 10V, Negative-QTOFsplash10-0a4i-0000009000-68fb68abaac4161fb4732015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 20V, Negative-QTOFsplash10-0a4i-1000029000-03bf0dcb10bc9f0283a92015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 40V, Negative-QTOFsplash10-0a4l-9000043000-4a0f162250fd839a83b32015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 10V, Negative-QTOFsplash10-0a4l-0000019000-f37f5def1cb50e14f5c72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 20V, Negative-QTOFsplash10-00kb-0000093000-02c4d6e78ef91a026bec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 40V, Negative-QTOFsplash10-014i-0000090000-bd7e7d6234dfdc87ca552021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 10V, Positive-QTOFsplash10-004m-0000059000-ce3dd968a59ae7875bd02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 20V, Positive-QTOFsplash10-003s-0000092000-b1d9c9c917a6c696b8362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coproporphyrinogen I 40V, Positive-QTOFsplash10-00dj-0000091000-3433d9b47b2d17d482ef2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
Tissue Locations
  • Spleen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.015 (0.01 - 0.02) uMAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.5115 (0.3875 - 0.6355) uMAdult (>18 years old)Male
Porphyria		 details
Associated Disorders and Diseases
Disease References
Porphyria
  1. Gorchein A, Guo R, Lim CK, Raimundo A, Pullon HW, Bellingham AJ: Porphyrins in urine, plasma, erythrocytes, bile and faeces in a case of congenital erythropoietic porphyria (Gunther's disease) treated with blood transfusion and iron chelation: lack of benefit from oral charcoal. Biomed Chromatogr. 1998 Nov-Dec;12(6):350-6. [PubMed:9861496 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022874
KNApSAcK IDC00007284
Chemspider ID389645
KEGG Compound IDC05768
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCoproporphyrinogen I
METLIN ID6516
PubChem Compound440776
PDB IDNot Available
ChEBI ID28607
Food Biomarker OntologyNot Available
VMH IDCPPPG1
MarkerDB IDMDB00000380
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ding Y, Lin B, Huie CW: Binding studies of porphyrins to human serum albumin using affinity capillary electrophoresis. Electrophoresis. 2001 Jul;22(11):2210-6. [PubMed:11504054 ]
  2. Gorchein A, Guo R, Lim CK, Raimundo A, Pullon HW, Bellingham AJ: Porphyrins in urine, plasma, erythrocytes, bile and faeces in a case of congenital erythropoietic porphyria (Gunther's disease) treated with blood transfusion and iron chelation: lack of benefit from oral charcoal. Biomed Chromatogr. 1998 Nov-Dec;12(6):350-6. [PubMed:9861496 ]
  3. Beukeveld GJ, In 't Veld G, Havinga R, Groen AK, Wolthers BG, Kuipers F: Relationship between biliary lipid and protoporphyrin secretion; potential role of mdr2 P-glycoprotein in hepatobiliary organic anion transport. J Hepatol. 1996 Mar;24(3):343-52. [PubMed:8778203 ]
  4. Pinelli A, Mussini C, Bertolini B, Buratti M, Trivulzio S: Increased excretion of urine coproporphyrins during daunorubicin administration in patients affected by acute myelogenous leukemia. Pharmacol Res. 2003 Nov;48(5):515-8. [PubMed:12967599 ]
  5. Sakai T, Niinuma Y, Yanagihara S, Ushio K: Liquid-chromatographic separation and determination of coproporphyrins I and III in urine. Clin Chem. 1983 Feb;29(2):350-3. [PubMed:6821943 ]
  6. Cornford P: Transformation of porphobilinogen into porphyrins by preparations from human erythrocytes. Biochem J. 1964 Apr;91(1):64-73. [PubMed:5833390 ]
  7. Pannier E, Viot G, Aubry MC, Grange G, Tantau J, Fallet-Bianco C, Muller F, Cabrol D: Congenital erythropoietic porphyria (Gunther's disease): two cases with very early prenatal manifestation and cystic hygroma. Prenat Diagn. 2003 Jan;23(1):25-30. [PubMed:12533808 ]
  8. Mel'nikova YaI, Kravchuk ZI, Preygerzon VA, Martsev SP: Functional activation of antibodies on modification with Pd(II) coproporphyrin I N-Hydroxysuccinimide ester. Biochemistry (Mosc). 1997 Aug;62(8):924-7. [PubMed:9360305 ]
  9. Doss MO: Porphyrinurias and occupational disease. Ann N Y Acad Sci. 1987;514:204-18. [PubMed:3327428 ]
  10. Winkelman JW, Collins GH: Neurotoxicity of tetraphenylporphinesulfonate TPPS4 and its relation to photodynamic therapy. Photochem Photobiol. 1987 Nov;46(5):801-7. [PubMed:3441503 ]

Enzymes

Enzyme Details
1. Uroporphyrinogen decarboxylase
General function:
Involved in uroporphyrinogen decarboxylase activity
Specific function:
Catalyzes the decarboxylation of four acetate groups of uroporphyrinogen-III to yield coproporphyrinogen-III.
Gene Name:
UROD
Uniprot ID:
P06132
Molecular weight:
40786.58
Reactions
Uroporphyrinogen I → Coproporphyrinogen I + Carbon dioxidedetails