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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 17:43:46 UTC

HMDB ID

HMDB0001442

Secondary Accession Numbers

HMDB01442

Metabolite Identification

Common Name

Prostaglandin E1

Description

Prostaglandin E1 (PGE1) is a potent endogenous vasodilator agent that increases peripheral blood flow. It inhibits platelet aggregation and has many other biological effects such as bronchodilation, mediation of inflammation, and various protective functions. The protective action of PGE1 has been shown on both experimental animal models of liver injury and patients with fulminant viral hepatitis. PGE1-treated cirrhotic rats had less hepatosplenomegaly, lower serum alanine aminotransferase levels and portal pressures, and higher arterial pressure than placebo-treated cirrhotic rats. There are several mechanisms of PGE1 hepatic cytoprotection: inhibiting T-cell mediated cytotoxicity, enhancing DNA synthesis of the injured liver after partial hepatectomy by stimulating cyclic AMP production, increasing ATP level in hepatic tissue to accelerate the recovery of mitochondrial respiratory function after reperfusion, and stabilizing membrane microviscosity. PGE1 is a prostanoid. The term prostanoid collectively describes prostaglandins, prostacyclins, and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They are derived from C-20 polyunsaturated fatty acids, mainly dihomo-γ-linolenic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2) (PMID: 11819590 , 16986207 ). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001442
     RDKit          3D
Prostaglandin E1
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8180   -1.0196   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883   -1.3178   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2767   -0.0008    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    0.9085   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4285    2.2494    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    2.1011    1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    3.3583    1.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    1.5706    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    0.4207    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480   -0.2129   -0.1298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2239    0.6186   -1.1575 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9555   -0.2249   -2.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2210    1.5035   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452    0.9837    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.5184    1.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6299   -0.3586    0.9243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6702   -1.3759    0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -1.3826    1.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7291   -2.4018    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981   -2.1295    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028   -0.7903    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760   -0.5321   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6505    0.7886   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210    1.4953    0.1225 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    1.2741   -1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3249   -0.1091   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -0.8573   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5308   -1.8830   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399   -1.7504   -0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9845   -2.0612    0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    0.4343    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4459   -0.1903    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4130   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6595    1.0000   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3165    2.7238    0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924    2.9062   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    1.4396    1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    3.2813    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    2.1243   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.1143    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -1.2273   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    1.2254   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733   -0.6477   -2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    1.3999   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    2.5541   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518   -0.6431    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.1912   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -2.3605    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1554   -1.6917    2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -0.3636    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -3.3815    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4140   -2.4960    2.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221   -2.8988    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -2.2761   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4294    0.0014    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8567   -0.7512    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -0.6166   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7759   -1.3046   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178    2.2677   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

      
  Mrv1652303291818252D          

 25 25  0  0  0  0            999 V2000
10001.883810001.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.599110000.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.314210001.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.027310000.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.742410001.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.457610000.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.172710001.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.887810000.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.172710002.0380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.517410002.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.802910002.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.802910003.3693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.088510003.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.374210003.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.659810003.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.943610003.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.229010003.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.517410003.7815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3771 9999.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.049610001.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.499210001.2965    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.831810000.8113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.086810000.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.911910000.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.166810000.8113    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 19  2  0  0  0  0
 22 20  1  1  0  0  0
 21 10  1  6  0  0  0
 25  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001442

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1

> <INCHI_KEY>
GMVPRGQOIOIIMI-DWKJAMRDSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.487

> <EXACT_MASS>
354.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.130542770300785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid

> <JCHEM_LOGP>
3.5871917936666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.680474481265463

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.353232088584439

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263175145935014

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
98.31849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
alprostadil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001442
     RDKit          3D
Prostaglandin E1
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8180   -1.0196   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883   -1.3178   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2767   -0.0008    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    0.9085   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4285    2.2494    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    2.1011    1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    3.3583    1.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    1.5706    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    0.4207    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480   -0.2129   -0.1298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2239    0.6186   -1.1575 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9555   -0.2249   -2.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2210    1.5035   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452    0.9837    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.5184    1.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6299   -0.3586    0.9243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6702   -1.3759    0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -1.3826    1.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7291   -2.4018    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981   -2.1295    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028   -0.7903    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760   -0.5321   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6505    0.7886   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210    1.4953    0.1225 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    1.2741   -1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3249   -0.1091   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -0.8573   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5308   -1.8830   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399   -1.7504   -0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9845   -2.0612    0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    0.4343    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4459   -0.1903    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4130   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6595    1.0000   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3165    2.7238    0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924    2.9062   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    1.4396    1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    3.2813    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    2.1243   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.1143    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -1.2273   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    1.2254   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733   -0.6477   -2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    1.3999   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    2.5541   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518   -0.6431    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.1912   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -2.3605    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1554   -1.6917    2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -0.3636    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -3.3815    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4140   -2.4960    2.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221   -2.8988    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -2.2761   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4294    0.0014    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8567   -0.7512    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -0.6166   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7759   -1.3046   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178    2.2677   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 29-MAR-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-MAR-18         0                                  
HETATM    1  C   UNK     0    8670.1838668.932   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8671.5188668.164   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8672.8538668.932   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8674.1848668.164   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8675.5198668.932   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8676.8548668.164   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8678.1898668.932   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8679.5248668.164   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8678.1898670.471   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8667.6338670.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.2998671.417   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.2998672.956   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.9658673.726   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.6328672.956   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.2988673.726   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8660.9618672.956   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8659.6278673.726   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8667.6338673.726   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8669.2378665.463   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8664.8938668.638   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8667.5998669.087   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8666.3538668.181   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8666.8298666.716   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.3698666.716   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.8458668.181   0.000  0.00  0.00           C+0
CONECT    1    2   25                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   21                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   24                                                            
CONECT   20   22                                                            
CONECT   21   22   25   10                                                  
CONECT   22   21   23   20                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   19                                                  
CONECT   25   21   24    1                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0001442
HETATM    1  C1  UNL     1      -6.818  -1.020  -0.996  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.688  -1.318  -0.032  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.277  -0.001   0.627  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.837   0.908  -0.469  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.428   2.249   0.061  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.281   2.101   1.011  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.872   3.358   1.514  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.112   1.571   0.223  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.596   0.421   0.561  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.448  -0.213  -0.130  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.224   0.619  -1.158  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.956  -0.225  -2.032  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.221   1.503  -0.431  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.245   0.984   0.966  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.674   1.518   1.971  1.00  0.00           O  
HETATM   16  C13 UNL     1       0.630  -0.359   0.924  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.670  -1.376   0.606  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.659  -1.383   1.771  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.729  -2.402   1.488  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.498  -2.130   0.238  1.00  0.00           C  
HETATM   21  C18 UNL     1       5.203  -0.790   0.281  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.976  -0.532  -0.993  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.651   0.789  -0.909  1.00  0.00           C  
HETATM   24  O4  UNL     1       6.521   1.495   0.123  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.425   1.274  -1.938  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.325  -0.109  -0.658  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.359  -0.857  -2.001  1.00  0.00           H  
HETATM   28  H3  UNL     1      -7.531  -1.883  -1.022  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.840  -1.750  -0.595  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.985  -2.061   0.736  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.125   0.434   1.157  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.446  -0.190   1.331  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.958   0.413  -0.975  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.660   1.000  -1.238  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.317   2.724   0.534  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.092   2.906  -0.778  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.506   1.440   1.865  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.918   3.281   1.715  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.699   2.124  -0.607  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.049  -0.114   1.422  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.725  -1.227  -0.507  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.401   1.225  -1.806  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.273  -0.648  -2.635  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.239   1.400  -0.842  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.876   2.554  -0.400  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.152  -0.643   1.879  1.00  0.00           H  
HETATM   47  H22 UNL     1       2.217  -1.191  -0.336  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.179  -2.360   0.496  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.155  -1.692   2.709  1.00  0.00           H  
HETATM   50  H25 UNL     1       3.050  -0.364   1.896  1.00  0.00           H  
HETATM   51  H26 UNL     1       3.216  -3.381   1.362  1.00  0.00           H  
HETATM   52  H27 UNL     1       4.414  -2.496   2.350  1.00  0.00           H  
HETATM   53  H28 UNL     1       5.322  -2.899   0.197  1.00  0.00           H  
HETATM   54  H29 UNL     1       3.910  -2.276  -0.671  1.00  0.00           H  
HETATM   55  H30 UNL     1       4.429   0.001   0.411  1.00  0.00           H  
HETATM   56  H31 UNL     1       5.857  -0.751   1.161  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.327  -0.617  -1.868  1.00  0.00           H  
HETATM   58  H33 UNL     1       6.776  -1.305  -1.067  1.00  0.00           H  
HETATM   59  H34 UNL     1       7.618   2.268  -2.028  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   15   16
CONECT   16   17   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   23   24   24   25
CONECT   25   59
END

HMDB0001442
     RDKit          3D
Prostaglandin E1
 59 59  0  0  0  0  0  0  0  0999 V2000
   -6.8180   -1.0196   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883   -1.3178   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2767   -0.0008    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    0.9085   -0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4285    2.2494    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    2.1011    1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    3.3583    1.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    1.5706    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    0.4207    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480   -0.2129   -0.1298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2239    0.6186   -1.1575 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9555   -0.2249   -2.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2210    1.5035   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452    0.9837    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.5184    1.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6299   -0.3586    0.9243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6702   -1.3759    0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -1.3826    1.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7291   -2.4018    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981   -2.1295    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028   -0.7903    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760   -0.5321   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6505    0.7886   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210    1.4953    0.1225 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    1.2741   -1.9381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3249   -0.1091   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -0.8573   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5308   -1.8830   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399   -1.7504   -0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9845   -2.0612    0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    0.4343    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4459   -0.1903    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4130   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6595    1.0000   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3165    2.7238    0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924    2.9062   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    1.4396    1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    3.2813    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6993    2.1243   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.1143    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -1.2273   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    1.2254   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733   -0.6477   -2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    1.3999   -0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    2.5541   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518   -0.6431    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.1912   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -2.3605    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1554   -1.6917    2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -0.3636    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -3.3815    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4140   -2.4960    2.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221   -2.8988    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -2.2761   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4294    0.0014    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8567   -0.7512    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -0.6166   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7759   -1.3046   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6178    2.2677   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-Oic acid	ChEBI
(13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate	ChEBI
11alpha,15alpha-Dihydroxy-9-oxo-13-trans-prostenoic acid	ChEBI
Alprostadil	ChEBI
Alprostadilum	ChEBI
Befar	ChEBI
Caverject	ChEBI
Edex	ChEBI
Muse	ChEBI
PGE-1	ChEBI
PGE1	ChEBI
Prostin VR	ChEBI
Prostin VR pediatric	Kegg
(11a,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-Oate	Generator
(11a,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-Oic acid	Generator
(11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-Oate	Generator
(11Α,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-Oate	Generator
(11Α,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-Oic acid	Generator
(13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoate	Generator
(13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoate	Generator
(13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoic acid	Generator
11a,15a-Dihydroxy-9-oxo-13-trans-prostenoate	Generator
11a,15a-Dihydroxy-9-oxo-13-trans-prostenoic acid	Generator
11alpha,15alpha-Dihydroxy-9-oxo-13-trans-prostenoate	Generator
11Α,15α-dihydroxy-9-oxo-13-trans-prostenoate	Generator
11Α,15α-dihydroxy-9-oxo-13-trans-prostenoic acid	Generator
Abbott brand OF alprostadil	MeSH, HMDB
Minprog	MeSH, HMDB
Paladin brand OF alprostadil	MeSH, HMDB
Prostaglandin e1alpha	MeSH, HMDB
Schwarz pharma brand OF alprostadil	MeSH, HMDB
Astra brand OF alprostadil	MeSH, HMDB
Hoyer brand OF alprostadil	MeSH, HMDB
Sugiran	MeSH, HMDB
Allphar brand OF alprostadil	MeSH, HMDB
AstraZeneca brand OF alprostadil	MeSH, HMDB
lipo PGE1	MeSH, HMDB
Viridal	MeSH, HMDB
lipo-PGE1	MeSH, HMDB
Vasaprostan	MeSH, HMDB
Janssen brand OF alprostadil	MeSH, HMDB
PGE1alpha	MeSH, HMDB
Pharmacia brand 1 OF alprostadil	MeSH, HMDB
Prostavasin	MeSH, HMDB
Prostine VR	MeSH, HMDB
Pharmacia brand 2 OF alprostadil	MeSH, HMDB
Prostaglandin e1	MeSH, KEGG
Schwarz brand OF alprostadil	MeSH, HMDB
Vivus brand OF alprostadil	MeSH, HMDB
Prink	KEGG, HMDB
Vitaros	KEGG, HMDB
Caverject impulse	ChEMBL, HMDB
U-10136prostin	ChEMBL, HMDB
U-10136alprostadil	ChEMBL, HMDB
(+)-3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoate	HMDB
(+)-3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoic acid	HMDB
(-)-3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoate	HMDB
(-)-3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoic acid	HMDB
(-)-Prostaglandin e1	HMDB
(13E)-(15S)-11,15-Dihydroxy-9-oxoprost-13-enoate	HMDB
(13E)-(15S)-11,15-Dihydroxy-9-oxoprost-13-enoic acid	HMDB
(13E)-(15S)-11-alpha,15-Dihydroxy-9-oxoprost-13-enoate	HMDB
(13E)-(15S)-11-alpha,15-Dihydroxy-9-oxoprost-13-enoic acid	HMDB
11,15-Dihydroxy-9-oxoprost-13-en-1-Oate	HMDB
11,15-Dihydroxy-9-oxoprost-13-en-1-Oic acid	HMDB
11,15-Dihydroxy-9-oxoprost-13-en-1-Oic acid (acd/name 4.0)	HMDB
3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoate	HMDB
3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoic acid	HMDB
Alprostadil prostoglandin e1	HMDB
Alprostadil(usan)	HMDB
L-Prostaglandin e1	HMDB

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.487

Monoisotopic Molecular Weight

354.240624195

IUPAC Name

7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid

Traditional Name

alprostadil

CAS Registry Number

745-65-3

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1

InChI Key

GMVPRGQOIOIIMI-DWKJAMRDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Fatty alcohol
Hydroxy fatty acid
Cyclopentanol
Cyclic alcohol
Cyclic ketone
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins E (CHEBI:15544 )
Prostaglandins (C04741 )
Prostaglandins (LMFA03010134 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 8070511)

Cell

Fibroblasts (HMDB: HMDB0001442)
Neuron (HMDB: HMDB0001442)

Hematocyte

Platelet (HMDB: HMDB0001442)

Organ

Tissue

Epithelium

Epidermis (HMDB: HMDB0001442)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0001442)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0001442)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	115 - 116 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.20	AVDEEF,A ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	3.59	ChemAxon
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	98.32 m³·mol⁻¹	ChemAxon
Polarizability	42.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	194.152	32859911
AllCCS	[M-H]-	192.328	32859911
DeepCCS	[M+H]+	200.301	30932474
DeepCCS	[M-H]-	197.943	30932474
DeepCCS	[M-2H]-	232.099	30932474
DeepCCS	[M+Na]+	207.328	30932474
AllCCS	[M+H]+	194.2	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	196.5	32859911
AllCCS	[M+Na]+	197.2	32859911
AllCCS	[M-H]-	192.3	32859911
AllCCS	[M+Na-2H]-	193.6	32859911
AllCCS	[M+HCOO]-	195.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin E1	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	4341.1	Standard polar	33892256
Prostaglandin E1	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2723.6	Standard non polar	33892256
Prostaglandin E1	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2845.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin E1,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2820.8	Semi standard non polar	33892256
Prostaglandin E1,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2745.3	Semi standard non polar	33892256
Prostaglandin E1,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2785.3	Semi standard non polar	33892256
Prostaglandin E1,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2835.5	Semi standard non polar	33892256
Prostaglandin E1,1TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2729.3	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2748.5	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2811.4	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2870.3	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2754.3	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2732.4	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2824.5	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2769.5	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #8	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O	2824.3	Semi standard non polar	33892256
Prostaglandin E1,2TMS,isomer #9	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2746.1	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2737.7	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2808.2	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2790.2	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2848.8	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2766.0	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2795.7	Semi standard non polar	33892256
Prostaglandin E1,3TMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2785.2	Semi standard non polar	33892256
Prostaglandin E1,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2819.7	Semi standard non polar	33892256
Prostaglandin E1,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2893.6	Standard non polar	33892256
Prostaglandin E1,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2916.2	Standard polar	33892256
Prostaglandin E1,4TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2815.5	Semi standard non polar	33892256
Prostaglandin E1,4TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2731.3	Standard non polar	33892256
Prostaglandin E1,4TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3001.4	Standard polar	33892256
Prostaglandin E1,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3076.9	Semi standard non polar	33892256
Prostaglandin E1,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2957.6	Semi standard non polar	33892256
Prostaglandin E1,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3049.9	Semi standard non polar	33892256
Prostaglandin E1,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3067.4	Semi standard non polar	33892256
Prostaglandin E1,1TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	2964.6	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3212.0	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3328.6	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3317.9	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3216.0	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3192.3	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3251.4	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	3216.8	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #8	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3288.2	Semi standard non polar	33892256
Prostaglandin E1,2TBDMS,isomer #9	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3216.9	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3470.1	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3487.4	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3477.4	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #4	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3559.5	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #5	CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3486.2	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3464.7	Semi standard non polar	33892256
Prostaglandin E1,3TBDMS,isomer #7	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3469.8	Semi standard non polar	33892256
Prostaglandin E1,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3683.6	Semi standard non polar	33892256
Prostaglandin E1,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3480.9	Standard non polar	33892256
Prostaglandin E1,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3243.3	Standard polar	33892256
Prostaglandin E1,4TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3692.6	Semi standard non polar	33892256
Prostaglandin E1,4TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3213.4	Standard non polar	33892256
Prostaglandin E1,4TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3276.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prostaglandin E1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prostaglandin E1 35V, Negative-QTOF	splash10-00ri-0196000000-76a244edad65f2d63bd5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 10V, Positive-QTOF	splash10-00kr-0019000000-8df8823c74db989620bf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 20V, Positive-QTOF	splash10-0673-4297000000-470e93d0689f9efe2bf4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 40V, Positive-QTOF	splash10-06du-9120000000-617b73c4fa8e71daf174	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 10V, Negative-QTOF	splash10-0udi-0019000000-67bf705be88aef628788	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 20V, Negative-QTOF	splash10-0k9l-2159000000-ea5fde7ba374a4b745ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 40V, Negative-QTOF	splash10-0a4i-9420000000-64831d7733e0f1578bc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 10V, Negative-QTOF	splash10-0fri-0009000000-923c8a53409a3df92c03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 20V, Negative-QTOF	splash10-000i-0069000000-1771266ae55287330e24	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 40V, Negative-QTOF	splash10-001v-9481000000-4f3fb6bba04c2db22a67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 10V, Positive-QTOF	splash10-014i-0009000000-48b67d3860a0408d6017	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 20V, Positive-QTOF	splash10-014i-7369000000-67c0756e11758bfc63bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prostaglandin E1 40V, Positive-QTOF	splash10-05mo-9600000000-b116946f56f764ec762e	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Epidermis
Fibroblasts
Kidney
Liver
Neuron
Placenta
Platelet

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.0001 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.0000037 (0.0000034-0.0000051) uM	Adult (>18 years old)	Both	Normal	8070511	details
Blood	Detected and Quantified	<0.0001 uM	Adult (>18 years old)	Both	Normal	21359215	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444306

KEGG Compound ID

C04741

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prostaglandin_E1

METLIN ID

Not Available

PubChem Compound

5280723

PDB ID

Not Available

ChEBI ID

15544

Food Biomarker Ontology

Not Available

VMH ID

PROSTGE1

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Liang, Yong-tao; Wei, Feng-ping; Li, Gui-ying; Wang, En-si. Chemoenzymic synthesis of prostaglandin E1. Jilin Daxue Ziran Kexue Xuebao (2001), (2), 77-80.

Material Safety Data Sheet (MSDS)

Not Available

General References

Borsick M, Rajkhowa T, Taub M: Evidence for post-transcriptional regulation of Na,K-ATPase by prostaglandin E1. Biochem Biophys Res Commun. 2006 Jun 30;345(2):739-45. Epub 2006 May 5. [PubMed:16701566 ]
Weiss T, Fischer D, Hausmann D, Weiss C: Endothelial function in patients with peripheral vascular disease: influence of prostaglandin E1. Prostaglandins Leukot Essent Fatty Acids. 2002 Nov;67(5):277-81. [PubMed:12445486 ]
Thum J, Caspary L, Creutzig A, Alexander K: Intra-arterial and intravenous administration of prostaglandin E1 cause different changes to skin microcirculation in patients with peripheral arterial occlusive disease. Vasa. 1998 May;27(2):100-5. [PubMed:9612114 ]
Foldvari M, Oguejiofor CJ: Metabolism studies on transdermal prostaglandin E1 in human foreskin in vitro. Eur J Drug Metab Pharmacokinet. 1997 Apr-Jun;22(2):111-20. [PubMed:9248778 ]
Kornberg A, Schotte U, Kupper B, Hommann M, Scheele J: Impact of selective prostaglandin E1 treatment on graft perfusion and function after liver transplantation. Hepatogastroenterology. 2004 Mar-Apr;51(56):526-31. [PubMed:15086195 ]
Sato Y, Suzuki N, Adachi H, Hisasue S, Horita H, Tsukamoto T: Evaluation of the alleviative action of neurotropin for penile pain associated with intracavernous injection of prostaglandin E1 assessed using the visual analogue scale. Int J Impot Res. 1998 Mar;10(1):1-3. [PubMed:9542683 ]
Kikura M, Kazama T, Ikeda T, Sato S: Disaggregatory effects of prostaglandin E1, amrinone and milrinone on platelet aggregation in human whole blood. Platelets. 2000 Dec;11(8):446-58. [PubMed:11177444 ]
Rady-Pentek P, Mueller R, Tang BK, Kalow W: Interindividual variation in the enzymatic 15-keto-reduction of 13,14-dihydro-15-keto-prostaglandin E1 in human liver and in human erythrocytes. Eur J Clin Pharmacol. 1997;52(2):147-53. [PubMed:9174685 ]
Kunimoto F, Arai K, Isa Y, Koyano T, Kadoi Y, Saito S, Goto F: A comparative study of the vasodilator effects of prostaglandin E1 in patients with pulmonary hypertension after mitral valve replacement and with adult respiratory distress syndrome. Anesth Analg. 1997 Sep;85(3):507-13. [PubMed:9296401 ]
Sinzinger H, Kritz H, Virgolini I, Schmid P, Rogatti W: Prostaglandin E1 increases binding of 123I-low-density lipoprotein to the human liver in vivo. Eur J Clin Pharmacol. 1996;49(6):515-20. [PubMed:8706779 ]
Fabbri A, Magalotti D, Marchesini G, Brizi M, Bianchi G, Zoli M: Effects of systemic prostaglandin E1 on splanchnic and peripheral haemodynamics in control subjects and in patients with cirrhosis. Prostaglandins Other Lipid Mediat. 1998 Mar;55(4):209-18. [PubMed:9644112 ]
Fabbri A, Bianchi G, Brizi M, Bugianesi E, Magalotti D, Zoli M, Marchesini G: Effects of systemic prostaglandin E1 on hepatic amino acid-nitrogen metabolism in patients with cirrhosis. Hepatology. 1998 Mar;27(3):815-21. [PubMed:9500712 ]
Hawker RJ, Turner VS, Mitchell SG: Use of prostaglandin E1 during preparation of platelet concentrates. Transfus Med. 1996 Sep;6(3):249-54. [PubMed:8885155 ]
Foldvari M, Oguejiofor CJ, Wilson TW, Afridi SK, Kudel TA: Transcutaneous delivery of prostaglandin E1: in vitro and laser doppler flowmetry study. J Pharm Sci. 1998 Jun;87(6):721-5. [PubMed:9607949 ]
Liu XL, Fan DM: Protective effects of prostaglandin E1 on hepatocytes. World J Gastroenterol. 2000 Jun;6(3):326-329. [PubMed:11819590 ]
Masoodi M, Nicolaou A: Lipidomic analysis of twenty-seven prostanoids and isoprostanes by liquid chromatography/electrospray tandem mass spectrometry. Rapid Commun Mass Spectrom. 2006;20(20):3023-9. [PubMed:16986207 ]

Enzymes

Enzyme Details

1. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
Specific function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

Showing metabocard for Prostaglandin E1 (HMDB0001442)

MOL for HMDB0001442 (Prostaglandin E1)

3D MOL for HMDB0001442 (Prostaglandin E1)

3D SDF for HMDB0001442 (Prostaglandin E1)

3D-SDF for HMDB0001442 (Prostaglandin E1)

PDB for HMDB0001442 (Prostaglandin E1)

3D PDB for HMDB0001442 (Prostaglandin E1)

SMILES for HMDB0001442 (Prostaglandin E1)

INCHI for HMDB0001442 (Prostaglandin E1)

Structure for HMDB0001442 (Prostaglandin E1)

3D Structure for HMDB0001442 (Prostaglandin E1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes