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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:00 UTC

HMDB ID

HMDB0000256

Secondary Accession Numbers

HMDB00256

Metabolite Identification

Common Name

Squalene

Description

Squalene is an unsaturated aliphatic hydrocarbon (carotenoid) with six unconjugated double bonds found in human sebum (5%), fish liver oils, yeast lipids, and many vegetable oils (e.g. palm oil, cottonseed oil, rapeseed oil). Squalene is a volatile component of the scent material from Saguinus oedipus (cotton-top tamarin monkey) and Saguinus fuscicollis (saddle-back tamarin monkey) (Hawley's Condensed Chemical Reference). Squalene is a component of adult human sebum that is principally responsible for fixing fingerprints (ChemNetBase). It is a natural organic compound originally obtained for commercial purposes primarily from shark liver oil, though there are botanical sources as well, including rice bran, wheat germ, and olives. All higher organisms produce squalene, including humans. It is a hydrocarbon and a triterpene. Squalene is a biochemical precursor to the whole family of steroids. Oxidation of one of the terminal double bonds of squalene yields 2,3-squalene oxide which undergoes enzyme-catalyzed cyclization to afford lanosterol, which is then elaborated into cholesterol and other steroids. Squalene is a low-density compound often stored in the bodies of cartilaginous fishes such as sharks, which lack a swim bladder and must therefore reduce their body density with fats and oils. Squalene, which is stored mainly in the shark's liver, is lighter than water with a specific gravity of 0.855 (Wikipedia ) Squalene is used as a bactericide. It is also an intermediate in the manufacture of pharmaceuticals, rubber chemicals, and colouring materials (Physical Constants of Chemical Substances).

Structure

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

  Mrv1652309032023592D          

 30 29  0  0  0  0            999 V2000
 9995.7657 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4804 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1951 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9121 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6267 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3418 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0553 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7707 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4862 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1997 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9152 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6307 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3441 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0596 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7731 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4885 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2040 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4885 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6307 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7707 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1951 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0511 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3364 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6215 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9068 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1922 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4776 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7626 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4776 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3364 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 21  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  2  0  0  0  0
  8  9  1  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0000256
     RDKit          3D
Squalene
 80 79  0  0  0  0  0  0  0  0999 V2000
    7.4816    2.5708   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125    2.7055    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8103    4.1087    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5037    1.6968    1.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402    0.2812    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608   -0.3478    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511    0.3352   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4957    0.4465   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417    0.8844    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.5995   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    0.9373   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -0.4559   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650   -1.5186   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -0.7855   -1.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813   -2.1664   -2.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.7373   -2.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -2.7325   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429   -3.8279   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797   -5.1471   -0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6762   -3.7630    1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -2.4241    1.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -1.4031    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6966   -1.4008    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -2.6334   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732   -0.1360    0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9021    1.0547    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    2.2246    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651    3.2700    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    3.3080   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1432    4.3989   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3057    3.3352   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    2.8478   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8893    1.5922   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702    4.1558    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4896    4.7622    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7833    4.4335    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936    1.9005    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0323    0.0531   -0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1123   -0.2800    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2953   -1.4055    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.4058    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255   -0.0657   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    1.5167   -1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6828    0.0351   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399    0.8194    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891    1.7063   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730    2.6379    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146    0.9417    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    1.5755   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -1.7862   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.2467    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699   -2.4435   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -0.0189   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0676   -2.1089   -3.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -2.8321   -1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -2.0075   -2.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.6907   -2.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.7731   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -5.3484   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -5.9359   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -5.2536   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -4.2565    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -4.4740    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -2.0022    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -2.5950    3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.3522    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3022   -2.4903   -0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915   -3.5307    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -2.7017   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    0.0585   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4967   -0.3157    0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8740    1.2899    0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    0.9907    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8188    2.2049    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569    4.2682   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    3.2385    0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    2.4337   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7709    5.3804    0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1799    4.5204   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1753    4.2798    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  END

  Mrv1652309032023592D          

 30 29  0  0  0  0            999 V2000
 9995.7657 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4804 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1951 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9121 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6267 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3418 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0553 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7707 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4862 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1997 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9152 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6307 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3441 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.0596 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.7731 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4885 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.2040 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.4885 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6307 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7707 9997.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1951 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0511 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3364 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6215 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9068 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1922 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4776 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7626 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4776 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3364 9999.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 21  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  2  0  0  0  0
  8  9  1  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000256

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+

> <INCHI_KEY>
YYGNTYWPHWGJRM-AAJYLUCBSA-N

> <FORMULA>
C30H50

> <MOLECULAR_WEIGHT>
410.73

> <EXACT_MASS>
410.39125161

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
56.16810415012681

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene

> <ALOGPS_LOGP>
8.64

> <JCHEM_LOGP>
10.422011552666666

> <ALOGPS_LOGS>
-5.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
144.61780000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
squalene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000256
     RDKit          3D
Squalene
 80 79  0  0  0  0  0  0  0  0999 V2000
    7.4816    2.5708   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125    2.7055    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8103    4.1087    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5037    1.6968    1.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402    0.2812    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608   -0.3478    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511    0.3352   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4957    0.4465   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417    0.8844    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.5995   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    0.9373   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -0.4559   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650   -1.5186   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -0.7855   -1.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813   -2.1664   -2.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.7373   -2.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -2.7325   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429   -3.8279   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797   -5.1471   -0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6762   -3.7630    1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -2.4241    1.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -1.4031    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6966   -1.4008    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -2.6334   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732   -0.1360    0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9021    1.0547    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    2.2246    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651    3.2700    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    3.3080   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1432    4.3989   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3057    3.3352   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    2.8478   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8893    1.5922   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702    4.1558    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4896    4.7622    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7833    4.4335    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936    1.9005    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0323    0.0531   -0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1123   -0.2800    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2953   -1.4055    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.4058    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255   -0.0657   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    1.5167   -1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6828    0.0351   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399    0.8194    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891    1.7063   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730    2.6379    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146    0.9417    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    1.5755   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -1.7862   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.2467    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699   -2.4435   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -0.0189   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0676   -2.1089   -3.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -2.8321   -1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -2.0075   -2.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.6907   -2.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.7731   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -5.3484   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -5.9359   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -5.2536   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -4.2565    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -4.4740    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -2.0022    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -2.5950    3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.3522    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3022   -2.4903   -0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915   -3.5307    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -2.7017   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    0.0585   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4967   -0.3157    0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8740    1.2899    0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    0.9907    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8188    2.2049    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569    4.2682   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    3.2385    0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    2.4337   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7709    5.3804    0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1799    4.5204   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1753    4.2798    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0    8658.7638665.117   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.0978664.348   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.4318665.117   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.7698664.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.1038665.117   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.4388664.348   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.7708665.117   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8668.1058664.348   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.4418665.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.7738664.348   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8672.1088665.117   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8673.4448664.348   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.7768665.117   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8676.1118664.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8677.4438665.117   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8678.7798664.348   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8680.1148665.117   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8678.7798662.807   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8673.4448662.807   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.1058662.807   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8661.4318666.656   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8657.4298664.348   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8656.0958665.117   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8654.7608664.348   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8653.4268665.117   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8652.0928664.348   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8650.7588665.117   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8649.4248664.348   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8650.7588666.656   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8656.0958666.656   0.000  0.00  0.00           C+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12                                                            
CONECT   20    8                                                            
CONECT   21    3                                                            
CONECT   22    1   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0000256
HETATM    1  C1  UNL     1       7.482   2.571  -0.859  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.912   2.705   0.500  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.810   4.109   1.041  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.504   1.697   1.235  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.540   0.281   0.840  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.161  -0.348   0.827  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.251   0.335  -0.118  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.496   0.447  -1.567  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.142   0.884   0.365  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.132   1.600  -0.439  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.798   0.937  -0.355  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.753  -0.456  -0.847  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.565  -1.519  -0.222  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.039  -0.785  -1.865  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.081  -2.166  -2.352  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.489  -2.737  -2.208  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.923  -2.732  -0.781  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.243  -3.828  -0.120  1.00  0.00           C  
HETATM   19  C19 UNL     1      -2.180  -5.147  -0.791  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.676  -3.763   1.301  1.00  0.00           C  
HETATM   21  C21 UNL     1      -2.773  -2.424   1.891  1.00  0.00           C  
HETATM   22  C22 UNL     1      -3.672  -1.403   1.445  1.00  0.00           C  
HETATM   23  C23 UNL     1      -4.697  -1.401   0.658  1.00  0.00           C  
HETATM   24  C24 UNL     1      -5.181  -2.633  -0.004  1.00  0.00           C  
HETATM   25  C25 UNL     1      -5.473  -0.136   0.349  1.00  0.00           C  
HETATM   26  C26 UNL     1      -4.902   1.055   1.056  1.00  0.00           C  
HETATM   27  C27 UNL     1      -5.764   2.225   0.663  1.00  0.00           C  
HETATM   28  C28 UNL     1      -5.265   3.270   0.038  1.00  0.00           C  
HETATM   29  C29 UNL     1      -3.825   3.308  -0.289  1.00  0.00           C  
HETATM   30  C30 UNL     1      -6.143   4.399  -0.332  1.00  0.00           C  
HETATM   31  H1  UNL     1       8.306   3.335  -0.945  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.666   2.848  -1.576  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.889   1.592  -1.105  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.070   4.156   1.861  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.490   4.762   0.189  1.00  0.00           H  
HETATM   36  H6  UNL     1       7.783   4.433   1.445  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.094   1.900   2.238  1.00  0.00           H  
HETATM   38  H8  UNL     1       7.032   0.053  -0.102  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.112  -0.280   1.636  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.295  -1.406   0.483  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.728  -0.406   1.831  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.426  -0.066  -1.890  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.601   1.517  -1.858  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.683   0.035  -2.193  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.940   0.819   1.448  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.489   1.706  -1.498  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.073   2.638   0.003  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.415   0.942   0.704  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.060   1.576  -0.904  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.438  -1.786  -0.878  1.00  0.00           H  
HETATM   51  H21 UNL     1       1.996  -1.247   0.764  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.970  -2.443  -0.029  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.650  -0.019  -2.327  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.068  -2.109  -3.474  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.698  -2.832  -1.988  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.165  -2.007  -2.741  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.601  -3.691  -2.714  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.975  -1.773  -0.260  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.074  -5.348  -1.432  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.205  -5.936  -0.009  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.298  -5.254  -1.457  1.00  0.00           H  
HETATM   62  H32 UNL     1      -1.791  -4.257   1.918  1.00  0.00           H  
HETATM   63  H33 UNL     1      -3.480  -4.474   1.568  1.00  0.00           H  
HETATM   64  H34 UNL     1      -1.690  -2.002   1.849  1.00  0.00           H  
HETATM   65  H35 UNL     1      -2.842  -2.595   3.026  1.00  0.00           H  
HETATM   66  H36 UNL     1      -3.456  -0.352   1.863  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.302  -2.490  -0.255  1.00  0.00           H  
HETATM   68  H38 UNL     1      -5.192  -3.531   0.607  1.00  0.00           H  
HETATM   69  H39 UNL     1      -4.730  -2.702  -1.000  1.00  0.00           H  
HETATM   70  H40 UNL     1      -5.537   0.059  -0.720  1.00  0.00           H  
HETATM   71  H41 UNL     1      -6.497  -0.316   0.740  1.00  0.00           H  
HETATM   72  H42 UNL     1      -3.874   1.290   0.742  1.00  0.00           H  
HETATM   73  H43 UNL     1      -4.963   0.991   2.152  1.00  0.00           H  
HETATM   74  H44 UNL     1      -6.819   2.205   0.898  1.00  0.00           H  
HETATM   75  H45 UNL     1      -3.557   4.268  -0.788  1.00  0.00           H  
HETATM   76  H46 UNL     1      -3.188   3.239   0.639  1.00  0.00           H  
HETATM   77  H47 UNL     1      -3.532   2.434  -0.912  1.00  0.00           H  
HETATM   78  H48 UNL     1      -5.771   5.380   0.044  1.00  0.00           H  
HETATM   79  H49 UNL     1      -6.180   4.520  -1.451  1.00  0.00           H  
HETATM   80  H50 UNL     1      -7.175   4.280   0.007  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9    9
CONECT    8   42   43   44
CONECT    9   10   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   14   14
CONECT   13   50   51   52
CONECT   14   15   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   18   58
CONECT   18   19   20
CONECT   19   59   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   23   66
CONECT   23   24   25
CONECT   24   67   68   69
CONECT   25   26   70   71
CONECT   26   27   72   73
CONECT   27   28   28   74
CONECT   28   29   30
CONECT   29   75   76   77
CONECT   30   78   79   80
END

HMDB0000256
     RDKit          3D
Squalene
 80 79  0  0  0  0  0  0  0  0999 V2000
    7.4816    2.5708   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125    2.7055    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8103    4.1087    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5037    1.6968    1.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402    0.2812    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608   -0.3478    0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511    0.3352   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4957    0.4465   -1.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417    0.8844    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.5995   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    0.9373   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532   -0.4559   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650   -1.5186   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -0.7855   -1.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813   -2.1664   -2.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.7373   -2.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -2.7325   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429   -3.8279   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797   -5.1471   -0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6762   -3.7630    1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -2.4241    1.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -1.4031    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6966   -1.4008    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -2.6334   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732   -0.1360    0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9021    1.0547    1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    2.2246    0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651    3.2700    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    3.3080   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1432    4.3989   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3057    3.3352   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    2.8478   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8893    1.5922   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702    4.1558    1.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4896    4.7622    0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7833    4.4335    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0936    1.9005    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0323    0.0531   -0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1123   -0.2800    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2953   -1.4055    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.4058    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255   -0.0657   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009    1.5167   -1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6828    0.0351   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399    0.8194    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891    1.7063   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730    2.6379    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146    0.9417    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    1.5755   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -1.7862   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958   -1.2467    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699   -2.4435   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501   -0.0189   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0676   -2.1089   -3.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -2.8321   -1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -2.0075   -2.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.6907   -2.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.7731   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -5.3484   -1.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -5.9359   -0.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -5.2536   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -4.2565    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -4.4740    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -2.0022    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -2.5950    3.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -0.3522    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3022   -2.4903   -0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1915   -3.5307    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -2.7017   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    0.0585   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4967   -0.3157    0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8740    1.2899    0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9626    0.9907    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8188    2.2049    0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569    4.2682   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885    3.2385    0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    2.4337   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7709    5.3804    0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1799    4.5204   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1753    4.2798    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(all-e)-2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene	ChEBI
Spinacene	ChEBI
Supraene	ChEBI
(e,e,e,e)-Squalene	HMDB
all-trans-Squalene	HMDB
trans-Squalene	HMDB
Squalene	HMDB

Chemical Formula

C₃₀H₅₀

Average Molecular Weight

410.73

Monoisotopic Molecular Weight

410.39125161

IUPAC Name

(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene

Traditional Name

squalene

CAS Registry Number

111-02-4

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+

InChI Key

YYGNTYWPHWGJRM-AAJYLUCBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

triterpene (CHEBI:15440 )
Acyclic triterpenoids (C00751 )
Liner triterpenes (C00751 )
Acyclic triterpenoids (LMPR0106010002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 10487487)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0000256)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0000256)

Fibroblasts (HMDB: HMDB0000256)

Organ

Tissue

Epithelium

Epidermis (HMDB: HMDB0000256)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)
Sweat (PMID: 26755145)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000256)

Source

Exogenous

Exogenous (HMDB: HMDB0000256)

Food

Food (HMDB: HMDB0000256)

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)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Plant

Plant (HMDB: HMDB0000256)

Animal

Animal (HMDB: HMDB0000256)

Endogenous (HMDB: HMDB0000256)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000256)

Biochemical pathway

Drug action pathway

Alendronate Action Pathway (HMDB: HMDB0000256)
Ibandronate Action Pathway (PathBank: SMP0000079)
Simvastatin Action Pathway (PathBank: SMP0000082)
Pravastatin Action Pathway (PathBank: SMP0000089)
Rosuvastatin Action Pathway (PathBank: SMP0000092)
Alendronate Action Pathway (PathBank: SMP0000095)
Lovastatin Action Pathway (PathBank: SMP0000099)
Zoledronate Action Pathway (PathBank: SMP0000107)
Cerivastatin Action Pathway (PathBank: SMP0000111)
Risedronate Action Pathway (PathBank: SMP0000112)
Pamidronate Action Pathway (PathBank: SMP0000117)
Fluvastatin Action Pathway (PathBank: SMP0000119)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000256)
Steroid Biosynthesis (PathBank: SMP0087326)
Steroid Biosynthesis (PathBank: SMP0002381)
Cholesterol Biosynthesis and Metabolism CE(14:0) (PathBank: SMP0002435)
Cholesterol Biosynthesis and Metabolism CE(10:0) (PathBank: SMP0002436)
Cholesterol Biosynthesis and Metabolism CE(12:0) (PathBank: SMP0002438)
Cholesterol Biosynthesis and Metabolism CE(16:0) (PathBank: SMP0002440)
Cholesterol Biosynthesis and Metabolism CE(18:0) (PathBank: SMP0002441)
Epoxysqualene Biosynthesis (PathBank: SMP0012042)
Cholesterol Biosynthesis and Metabolism (PathBank: SMP0070041)
Mevalonate Pathway (PathBank: SMP0121055)
Sesquiterpenoid Biosynthesis (PathBank: SMP0121205)
Triterpenoid Biosynthesis (PathBank: SMP0121207)

Disease pathway

Smith-Lemli-Opitz Syndrome (SLOS) (PathBank: SMP0120515)
Desmosterolosis (PathBank: SMP0120692)
Mevalonic Aciduria (PathBank: SMP0120794)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (HMDB: HMDB0000256)
Cholesteryl Ester Storage Disease (PathBank: SMP0120573)
Lysosomal Acid Lipase Deficiency (Wolman Disease) (PathBank: SMP0120512)
Wolman Disease (PathBank: SMP0120576)
CHILD Syndrome (PathBank: SMP0120684)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (PathBank: SMP0120685)
Hypercholesterolemia (PathBank: SMP0120769)
Hyper-IgD Syndrome (PathBank: SMP0120574)

Lipid metabolism pathway (HMDB: HMDB0000256)

Cellular process

Cell signaling (HMDB: HMDB0000256)

Biochemical process

Lipid transport (HMDB: HMDB0000256)

Role

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-75 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	MetCCS_train_pos	210.868	30932474
[M+H]+	Not Available	211.534	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000444

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0005 g/L	ALOGPS
logP	8.64	ALOGPS
logP	10.42	ChemAxon
logS	-5.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	144.62 m³·mol⁻¹	ChemAxon
Polarizability	56.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	212.228	30932474
DeepCCS	[M-H]-	209.87	30932474
DeepCCS	[M-2H]-	244.103	30932474
DeepCCS	[M+Na]+	219.331	30932474
AllCCS	[M+H]+	217.4	32859911
AllCCS	[M+H-H2O]+	215.3	32859911
AllCCS	[M+NH4]+	219.4	32859911
AllCCS	[M+Na]+	219.9	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	204.2	32859911
AllCCS	[M+HCOO]-	206.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Squalene	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	3002.3	Standard polar	33892256
Squalene	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	2866.9	Standard non polar	33892256
Squalene	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	2860.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Squalene GC-MS (Non-derivatized)	splash10-001i-9600000000-280b7ccaed0215f0937c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Squalene EI-B (Non-derivatized)	splash10-015i-9500000000-63fc959bf17e2f6e0381	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squalene GC-MS (Non-derivatized) - 70eV, Positive	splash10-05dv-4879000000-3cfdaa630f73c021be06	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squalene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0159-9610000000-aaf0145da95343082ae1	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Squalene Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-047r-1944600000-5faa7a5eb4804dfad261	2019-11-13	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Squalene Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-000i-4867900000-dcd3ba4f6ee550dc565b	2019-11-13	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Squalene Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-000i-2944400000-8be7743f6b07ba138c24	2019-11-13	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Squalene 20V, Positive-QTOF	splash10-03dj-2920300000-04f33a28f9d38283345e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 10V, Positive-QTOF	splash10-03di-0323900000-9162860711ec9f8266fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 20V, Positive-QTOF	splash10-02fx-2984100000-742302f14e45ce03bfdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 40V, Positive-QTOF	splash10-014l-6495000000-83c6df474790679c40e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 10V, Negative-QTOF	splash10-0a4i-0000900000-4905353fab78414bcab2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 20V, Negative-QTOF	splash10-0a4i-0000900000-e7195906634d18bf31dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 40V, Negative-QTOF	splash10-0006-1869100000-2d7d4eb74fe0c5856cbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 10V, Positive-QTOF	splash10-03di-2844900000-f00046ef895fbe9888a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 20V, Positive-QTOF	splash10-05mk-4928000000-3dfbc6d8fc1271828c3b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 40V, Positive-QTOF	splash10-0a5j-4932000000-6f14fcc4a6e8029a1652	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 10V, Negative-QTOF	splash10-0a4i-0000900000-45d1d2cb6b79e3bc92ae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 20V, Negative-QTOF	splash10-0a4i-0102900000-49aa25403f6062cc3520	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squalene 40V, Negative-QTOF	splash10-002o-1239000000-809fbf3fc0f0117fe5d1	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2019-11-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Feces
Sweat

Tissue Locations

Epidermis
Fibroblasts
Liver
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2.22 +/- 0.063 uM	Adult (>18 years old)	Female	Normal	10487487	details
Blood	Detected and Quantified	1.58 +/- 0.063 uM	Adult (>18 years old)	Female	Normal	10487487	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Sweat	Detected but not Quantified	Not Quantified	Adult	Both	Normal	26755145	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB11460

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Squalene

METLIN ID

Not Available

PubChem Compound

638072

PDB ID

Not Available

ChEBI ID

15440

Food Biomarker Ontology

Not Available

VMH ID

SQL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Peng, Wanxi; Li, Kaifu. Method of preparation of squalene. Faming Zhuanli Shenqing Gongkai Shuomingshu (2006), 9pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Strauss JS, Stranieri AM, Farrell LN, Downing DT: The effect of marked inhibition of sebum production with 13cis-retinoic acid on skin surface lipid composition. J Invest Dermatol. 1980 Feb;74(2):66-7. [PubMed:6444323 ]
Grimes DS, Hindle E, Dyer T: Sunlight, cholesterol and coronary heart disease. QJM. 1996 Aug;89(8):579-89. [PubMed:8935479 ]
Relas H, Gylling H, Miettinen TA: Dietary squalene increases cholesterol synthesis measured with serum non-cholesterol sterols after a single oral dose in humans. Atherosclerosis. 2000 Oct;152(2):377-83. [PubMed:10998465 ]
Nikkila K, Hockerstedt K, Miettinen TA: Serum and hepatic cholestanol, squalene and noncholesterol sterols in man: a study on liver transplantation. Hepatology. 1992 May;15(5):863-70. [PubMed:1568728 ]
Gylling H, Relas H, Miettinen HE, Radhakrishnan R, Miettinen TA: Delayed postprandial retinyl palmitate and squalene removal in a patient heterozygous for apolipoprotein A-IFIN mutation (Leu 159-->Arg) and low HDL cholesterol level without coronary artery disease. Atherosclerosis. 1996 Dec 20;127(2):239-43. [PubMed:9125314 ]
Rajaratnam RA, Gylling H, Miettinen TA: Independent association of serum squalene and noncholesterol sterols with coronary artery disease in postmenopausal women. J Am Coll Cardiol. 2000 Apr;35(5):1185-91. [PubMed:10758959 ]
Rajaratnam RA, Gylling H, Miettinen TA: Serum squalene in postmenopausal women without and with coronary artery disease. Atherosclerosis. 1999 Sep;146(1):61-4. [PubMed:10487487 ]
Thiele JJ, Weber SU, Packer L: Sebaceous gland secretion is a major physiologic route of vitamin E delivery to skin. J Invest Dermatol. 1999 Dec;113(6):1006-10. [PubMed:10594744 ]
Relas H, Gylling H, Miettinen TA: Effect of stanol ester on postabsorptive squalene and retinyl palmitate. Metabolism. 2000 Apr;49(4):473-8. [PubMed:10778871 ]
Gylling H, Vuoristo M, Farkkila M, Miettinen TA: The metabolism of cholestanol in primary biliary cirrhosis. J Hepatol. 1996 Apr;24(4):444-51. [PubMed:8738731 ]
Chiba K, Yoshizawa K, Makino I, Kawakami K, Onoue M: Changes in the levels of glutathione after cellular and cutaneous damage induced by squalene monohydroperoxide. J Biochem Mol Toxicol. 2001;15(3):150-8. [PubMed:11424225 ]
Nosaka Y, Yamanishi Y, Hirayama C: Biliary squalene levels in hepatobiliary disease. Gastroenterol Jpn. 1985 Aug;20(4):338-43. [PubMed:4054510 ]
Kohno Y, Egawa Y, Itoh S, Nagaoka S, Takahashi M, Mukai K: Kinetic study of quenching reaction of singlet oxygen and scavenging reaction of free radical by squalene in n-butanol. Biochim Biophys Acta. 1995 Apr 28;1256(1):52-6. [PubMed:7742356 ]

Enzymes

Enzyme Details

1. Squalene monooxygenase

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the first oxygenation step in sterol biosynthesis and is suggested to be one of the rate-limiting enzymes in this pathway.
Gene Name:: SQLE
Uniprot ID:: Q14534
Molecular weight:: 63922.505

Reactions

Squalene + NADPH + Oxygen → (3S)-2,3-epoxy-2,3-dihydrosqualene + NADP + Water	details
Squalene + Reduced acceptor + Oxygen → (S)-2,3-Epoxysqualene + Acceptor + Water	details
Squalene + Oxygen + NADPH + Hydrogen Ion → (S)-2,3-Epoxysqualene + NADP + Water	details

Enzyme Details

2. Squalene synthase

General function:: Involved in transferase activity
Specific function:: Not Available
Gene Name:: FDFT1
Uniprot ID:: P37268
Molecular weight:: 48114.87

Reactions

Farnesyl pyrophosphate + NAD(P)H → Squalene + Pyrophosphate + NAD(P)(+)	details
Presqualene diphosphate + NADPH + Hydrogen Ion → Pyrophosphate + Squalene + NADP	details
Farnesyl pyrophosphate + NADPH + Hydrogen Ion → Squalene + Pyrophosphate + NADP	details

Enzyme Details

3. Serine palmitoyltransferase 1

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Serine palmitoyltransferase (SPT). The heterodimer formed with SPTLC2 or SPTLC3 constitutes the catalytic core. The composition of the serine palmitoyltransferase (SPT) complex determines the substrate preference. The SPTLC1-SPTLC2-SPTSSA complex shows a strong preference for C16-CoA substrate, while the SPTLC1-SPTLC3-SPTSSA isozyme uses both C14-CoA and C16-CoA as substrates, with a slight preference for C14-CoA. The SPTLC1-SPTLC2-SPTSSB complex shows a strong preference for C18-CoA substrate, while the SPTLC1-SPTLC3-SPTSSB isozyme displays an ability to use a broader range of acyl-CoAs, without apparent preference.
Gene Name:: SPTLC1
Uniprot ID:: O15269
Molecular weight:: 52743.41

Enzyme Details

4. Putative uncharacterized protein DKFZp686B0215

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: DKFZp686B0215
Uniprot ID:: Q5HYI4
Molecular weight:: 63793.4

Enzyme Details

5. SEC14-like protein 3

General function:: Involved in transporter activity
Specific function:: Probable hydrophobic ligand-binding protein; may play a role in the transport of hydrophobic ligands like tocopherol, squalene and phospholipids
Gene Name:: SEC14L3
Uniprot ID:: Q9UDX4
Molecular weight:: 46047.8

Enzyme Details

6. SEC14-like protein 4

General function:: Involved in transporter activity
Specific function:: Probable hydrophobic ligand-binding protein; may play a role in the transport of hydrophobic ligands like tocopherol, squalene and phospholipids
Gene Name:: SEC14L4
Uniprot ID:: Q9UDX3
Molecular weight:: 46643.4

Showing metabocard for Squalene (HMDB0000256)

MOL for HMDB0000256 (Squalene)

3D MOL for HMDB0000256 (Squalene)

3D SDF for HMDB0000256 (Squalene)

3D-SDF for HMDB0000256 (Squalene)

PDB for HMDB0000256 (Squalene)

3D PDB for HMDB0000256 (Squalene)

SMILES for HMDB0000256 (Squalene)

INCHI for HMDB0000256 (Squalene)

Structure for HMDB0000256 (Squalene)

3D Structure for HMDB0000256 (Squalene)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions