MiMeDB: Showing metabocard for squalene (MMDBc0033120)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:35 UTC

Update Date

2024-10-09 21:44:36 UTC

Metabolite ID

MMDBc0033120

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>
MMDBc0033120

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₃₀H₅₀

Average Mass

410.73

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-9600000000-280b7ccaed0215f0937c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-015i-9500000000-63fc959bf17e2f6e0381	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05dv-4879000000-3cfdaa630f73c021be06	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-047r-1944600000-5faa7a5eb4804dfad261	2019-11-13	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-4867900000-dcd3ba4f6ee550dc565b	2019-11-13	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-2944400000-8be7743f6b07ba138c24	2019-11-13	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03dj-2920300000-04f33a28f9d38283345e	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0323900000-9162860711ec9f8266fe	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02fx-2984100000-742302f14e45ce03bfdd	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-6495000000-83c6df474790679c40e3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-4905353fab78414bcab2	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-e7195906634d18bf31dd	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-1869100000-2d7d4eb74fe0c5856cbf	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2844900000-f00046ef895fbe9888a3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mk-4928000000-3dfbc6d8fc1271828c3b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5j-4932000000-6f14fcc4a6e8029a1652	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-45d1d2cb6b79e3bc92ae	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0102900000-49aa25403f6062cc3520	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002o-1239000000-809fbf3fc0f0117fe5d1	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0159-9610000000-aaf0145da95343082ae1	2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2015-03-12	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2019-11-13	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Epidermis
Feces
Fibroblasts
Liver
Sweat
Testis

Tissue Locations

Epidermis
Fibroblasts
Liver
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191824	Squalene monooxygenase	Unknown	Q14534	Homo sapiens
MMDBp0191930	Squalene synthase	Unknown	P37268	Homo sapiens
MMDBp0192504	Serine palmitoyltransferase 1	Enzyme	O15269	Homo sapiens
MMDBp0194153	Putative uncharacterized protein DKFZp686B0215	Enzyme	Q5HYI4	Homo sapiens
MMDBp0196350	SEC14-like protein 3	Unknown	Q9UDX4	Homo sapiens
MMDBp0196351	SEC14-like protein 4	Unknown	Q9UDX3	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Mevalonate Pathway

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0002164	squalene	(S)-2,3-epoxysqualene	squalene epoxidase	VMH; KEGG	30371894
MMDBr0002165	Farnesyl pyrophosphate	squalene	farnesyl-diphosphate farnesyltransferase 1	VMH; KEGG	30371894
MMDBr0002606	presqualene diphosphate	squalene	farnesyl-diphosphate farnesyltransferase 1	VMH	10449533 1527001 7864626 8509416
MMDBr0008390	squalene	Farnesyl pyrophosphate	Not Available	VMH	30371894
MMDBr0008394	(S)-2,3-epoxysqualene	squalene	Not Available	VMH	30371894
MMDBr0009528	squalene	(S)-2,3-epoxysqualene	squalene epoxidase	VMH; KEGG	30371894
MMDBr0010828	presqualene diphosphate	squalene	farnesyl-diphosphate farnesyltransferase 1	VMH; KEGG	30371894
MMDBr0010934	squalene	(S)-2,3-epoxysqualene	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	14	Human feces; Human saliva; Human supragingival plaque	Unknown
Bacteria	Bacteroidetes	1	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	2	Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Proteobacteria	4
Eukaryota/Fungi	Basidiomycota	2

Exposure Sources

Source Type	Activity	Data Source	Reference
Not Available	Neurotoxicity	U.S. Environmental Protection Agency	CompTox
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	1.58	0.063	uM	Adult (>18 years old)	Female	Normal	HMDB	10487487
Human Blood	Detected and Quantified	2.22	0.063	uM	Adult (>18 years old)	Female	Normal	HMDB	10487487
Human Epidermis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Sweat	Detected but not Quantified				Adult	Both	Normal	HMDB	26755145
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0000256

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

References

Synthesis Reference

Not Available

General References

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. doi: 10.1002/hep.1840150519. [PubMed:1568728 ]
Nosaka Y, Yamanishi Y, Hirayama C: Biliary squalene levels in hepatobiliary disease. Gastroenterol Jpn. 1985 Aug;20(4):338-43. doi: 10.1007/BF02774744. [PubMed:4054510 ]
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. doi: 10.1111/1523-1747.ep12519851. [PubMed:6444323 ]
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. doi: 10.1016/0005-2760(95)00005-w. [PubMed:7742356 ]
Gylling H, Vuoristo M, Farkkila M, Miettinen TA: The metabolism of cholestanol in primary biliary cirrhosis. J Hepatol. 1996 Apr;24(4):444-51. doi: 10.1016/s0168-8278(96)80165-6. [PubMed:8738731 ]
Grimes DS, Hindle E, Dyer T: Sunlight, cholesterol and coronary heart disease. QJM. 1996 Aug;89(8):579-89. doi: 10.1093/qjmed/89.8.579. [PubMed:8935479 ]
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. doi: 10.1016/s0021-9150(96)05961-8. [PubMed:9125314 ]
Rajaratnam RA, Gylling H, Miettinen TA: Serum squalene in postmenopausal women without and with coronary artery disease. Atherosclerosis. 1999 Sep;146(1):61-4. doi: 10.1016/s0021-9150(99)00129-x. [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. doi: 10.1046/j.1523-1747.1999.00794.x. [PubMed:10594744 ]
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. doi: 10.1016/s0735-1097(00)00527-1. [PubMed:10758959 ]
Relas H, Gylling H, Miettinen TA: Effect of stanol ester on postabsorptive squalene and retinyl palmitate. Metabolism. 2000 Apr;49(4):473-8. doi: 10.1016/s0026-0495(00)80011-6. [PubMed:10778871 ]
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. doi: 10.1016/s0021-9150(99)00478-5. [PubMed:10998465 ]
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. doi: 10.1002/jbt.12. [PubMed:11424225 ]

Showing metabocard for squalene (MMDBc0033120)

MOL for #<Metabolite:0x00007fdb1c00c360>

3D MOL for #<Metabolite:0x00007fdb1c00c360>

3D SDF for #<Metabolite:0x00007fdb1c00c360>

3D-SDF for #<Metabolite:0x00007fdb1c00c360>

PDB for #<Metabolite:0x00007fdb1c00c360>

3D PDB for #<Metabolite:0x00007fdb1c00c360>

SMILES for #<Metabolite:0x00007fdb1c00c360>

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Structure for #<Metabolite:0x00007fdb1c00c360>

3D Structure for #<Metabolite:0x00007fdb1c00c360>