MiMeDB: Showing metabocard for 7-Dehydrocholesterol (MMDBc0049997)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 23:10:04 UTC

Update Date

2024-04-30 20:42:32 UTC

Metabolite ID

MMDBc0049997

Metabolite Identification

Common Name

7-Dehydrocholesterol

Description

7-Dehydrocholesterol (7-DHC), also known as provitamin D3 or 5,7-cholestadien-3-b-ol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7-dehydrocholesterol is also classified as a sterol. 7-Dehydrocholesterol is known as a zoosterol, meaning that it is a sterol isolated from animals (to distinguish those sterols isolated from plants which are called phytosterols). 7-DHC functions in the serum as a cholesterol precursor and is photochemically converted to vitamin D3 in the skin. Therefore 7-DHC functions as provitamin-D3. The presence of 7-DHC in human skin enables humans and other mammals to manufacture vitamin D3 (cholecalciferol) from ultraviolet rays in the sun light, via an intermediate isomer pre-vitamin D3. 7-DHC absorbs UV light most effectively at wavelengths between 290 and 320 nm and, thus, the production of vitamin D3 will occur primarily at those wavelengths (PMID: 9625080 ). The two most important factors that govern the generation of pre-vitamin D3 are the quantity (intensity) and quality (appropriate wavelength) of the UVB irradiation reaching the 7-dehydrocholesterol deep in the stratum basale and stratum spinosum (PMID: 9625080 ). 7-DHC is also found in the milk of several mammalian species, including cows (PMID: 10999630 ; PMID: 225459 ). It was discovered by Nobel-laureate organic chemist Adolf Windaus. 7-DHC can be produced by animals and plants via different pathways (PMID: 23717318 ). It is not produced by fungi in significant amounts. 7-DHC is made by some algae and can also be produced by some bacteria.

Structure

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

      
  Mrv1652308122017252D          

 31 34  0  0  0  0            999 V2000
 9999.976110001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8390 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9761 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8374 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8374 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5518 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2664 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.264410000.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549910000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2644 9999.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978910000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7634 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2483 9999.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763410000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763410001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479210001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192710001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337810001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049910001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479210001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8  3  1  1  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10  2  1  1  0  0  0
 16 10  1  0  0  0  0
 13 17  2  0  0  0  0
 16  4  1  6  0  0  0
 22 23  1  0  0  0  0
 22 31  1  6  0  0  0
 23 24  1  0  0  0  0
 23 30  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19  5  1  6  0  0  0
 18  1  1  1  0  0  0
M  END

HMDB0000032
     RDKit          3D
7-Dehydrocholesterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    8.0566    0.9921    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7528    0.2078   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057   -1.2075    0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7199    0.9012    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3782    0.2190    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188    0.1822   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -0.5072   -0.7156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6370   -1.9004   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    0.3253    0.0444 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4526    1.6941   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213    2.1667   -0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243    1.2048    0.3264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0837    1.0171    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    1.9005   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    1.7339   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    0.6804   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2607    0.5501   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9295    0.4877    0.8095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2934    0.2119    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3548   -0.7134    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -0.6019    1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1116   -0.3737    0.4537 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2223   -1.6728   -0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6969   -0.1372    0.7396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8747   -1.4090    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -1.1413    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -0.1057   -0.0877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -0.4285   -1.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8553    0.5602   -0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3777    0.9798    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301    2.0444   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    0.1574   -1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796   -1.5942   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -1.8854    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2900   -1.2633    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628    0.8462    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6009    1.9604    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.8466    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -0.7542    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -0.2462   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278    1.2443   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1311   -0.5482   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178   -2.5730   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -2.0215    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6498   -2.2596   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.4785    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540    2.3975   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    1.5666   -1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    3.2234   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    2.1017   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    1.4521    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967    2.7985   -1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.4675   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4991   -0.3767   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6427    1.3992   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8324    1.3957    1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3200   -0.5866   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5933   -1.6441    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721   -0.7878    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    0.2034    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.5546    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7018   -1.5006   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -2.5029    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.9291   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.0056    1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042   -2.1198    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -1.8463   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.1144    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2713   -0.7848    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.2289   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    0.2137   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341   -1.4968   -1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
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 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 14 52  1  0
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 23 62  1  0
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 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

      
  Mrv1652308122017252D          

 31 34  0  0  0  0            999 V2000
 9999.976110001.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8390 9999.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9761 9998.7390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8374 9999.1453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8374 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5518 9997.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2664 9998.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.264410000.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.549910000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.5655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2644 9999.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.978910000.3905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9787 9999.5656    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7634 9999.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2483 9999.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763410000.6455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763410001.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479210001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192710001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210001.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337810001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210000.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049910001.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479210001.0560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8  3  1  1  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10  2  1  1  0  0  0
 16 10  1  0  0  0  0
 13 17  2  0  0  0  0
 16  4  1  6  0  0  0
 22 23  1  0  0  0  0
 22 31  1  6  0  0  0
 23 24  1  0  0  0  0
 23 30  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19  5  1  6  0  0  0
 18  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049997

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
UCTLRSWJYQTBFZ-DDPQNLDTSA-N

> <FORMULA>
C27H44O

> <MOLECULAR_WEIGHT>
384.6377

> <EXACT_MASS>
384.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
50.01447282690572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <ALOGPS_LOGP>
7.30

> <JCHEM_LOGP>
6.707309549333335

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3681497086596925

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
121.46649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000032
     RDKit          3D
7-Dehydrocholesterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    8.0566    0.9921    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7528    0.2078   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057   -1.2075    0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7199    0.9012    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3782    0.2190    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188    0.1822   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -0.5072   -0.7156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6370   -1.9004   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    0.3253    0.0444 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4526    1.6941   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213    2.1667   -0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243    1.2048    0.3264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0837    1.0171    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    1.9005   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    1.7339   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    0.6804   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2607    0.5501   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9295    0.4877    0.8095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2934    0.2119    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3548   -0.7134    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -0.6019    1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1116   -0.3737    0.4537 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2223   -1.6728   -0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6969   -0.1372    0.7396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8747   -1.4090    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -1.1413    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -0.1057   -0.0877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -0.4285   -1.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8553    0.5602   -0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3777    0.9798    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301    2.0444   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    0.1574   -1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796   -1.5942   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -1.8854    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2900   -1.2633    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628    0.8462    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6009    1.9604    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.8466    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -0.7542    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -0.2462   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278    1.2443   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1311   -0.5482   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178   -2.5730   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -2.0215    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6498   -2.2596   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.4785    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540    2.3975   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    1.5666   -1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    3.2234   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    2.1017   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    1.4521    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967    2.7985   -1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.4675   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4991   -0.3767   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6427    1.3992   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8324    1.3957    1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3200   -0.5866   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5933   -1.6441    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721   -0.7878    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    0.2034    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.5546    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7018   -1.5006   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -2.5029    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.9291   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.0056    1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042   -2.1198    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -1.8463   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.1144    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2713   -0.7848    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.2289   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    0.2137   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341   -1.4968   -1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 14 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  1
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 12-AUG-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-AUG-20         0                                  
HETATM    1  C   UNK     0    8666.6228668.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338666.617   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368662.754   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.9638664.313   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6228664.313   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8661.3028665.841   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8659.9688665.071   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9688663.531   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.3028662.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.6308665.071   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6308663.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.9638662.761   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2978663.531   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.2948668.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9608667.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.9608665.856   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.2948665.086   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6278667.396   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6278665.856   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.0928665.380   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.9978666.625   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0928667.872   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0928669.412   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.4288670.178   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.7608669.412   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0968670.178   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8673.4328669.412   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8674.7648670.178   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4328667.872   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8666.7608670.178   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0    8669.4288668.638   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   10                                                            
CONECT    3    8                                                            
CONECT    4   16                                                            
CONECT    5   19                                                            
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   11                                                       
CONECT   10   11    6    2   16                                             
CONECT   11   10   12    9                                                  
CONECT   12   11   13                                                       
CONECT   13   12   17                                                       
CONECT   14   15   18                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   10    4                                             
CONECT   17   16   13   19                                                  
CONECT   18   19   22   14    1                                             
CONECT   19   18   20   17    5                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   23   31   18   21                                             
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                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0000032
HETATM    1  C1  UNL     1       8.057   0.992   0.083  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.753   0.208  -0.069  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.006  -1.207   0.402  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.720   0.901   0.789  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.378   0.219   0.726  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.819   0.182  -0.667  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.475  -0.507  -0.716  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.637  -1.900  -0.231  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.494   0.325   0.044  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.453   1.694  -0.652  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.021   2.167  -0.600  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.624   1.205   0.326  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.084   1.017   0.119  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.734   1.900  -0.568  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.176   1.734  -0.791  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.780   0.680  -0.289  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.261   0.550  -0.541  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.929   0.488   0.810  1.00  0.00           C  
HETATM   19  O1  UNL     1      -8.293   0.212   0.558  1.00  0.00           O  
HETATM   20  C19 UNL     1      -6.355  -0.713   1.534  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.893  -0.602   1.759  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.112  -0.374   0.454  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.222  -1.673  -0.382  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.697  -0.137   0.740  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.875  -1.409   0.558  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.396  -1.141   0.865  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.076  -0.106  -0.088  1.00  0.00           C  
HETATM   28  C27 UNL     1      -0.323  -0.429  -1.508  1.00  0.00           C  
HETATM   29  H1  UNL     1       8.855   0.560  -0.566  1.00  0.00           H  
HETATM   30  H2  UNL     1       8.378   0.980   1.144  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.930   2.044  -0.242  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.472   0.157  -1.133  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.880  -1.594  -0.192  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.168  -1.885   0.154  1.00  0.00           H  
HETATM   35  H7  UNL     1       7.290  -1.263   1.468  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.063   0.846   1.842  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.601   1.960   0.528  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.695   0.847   1.360  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.461  -0.754   1.205  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.493  -0.246  -1.407  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.628   1.244  -0.985  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.131  -0.548  -1.769  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.918  -2.573  -0.758  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.608  -2.021   0.865  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.650  -2.260  -0.548  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.715   0.478   1.098  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.154   2.397  -0.165  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.727   1.567  -1.718  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.022   3.223  -0.262  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.464   2.102  -1.611  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.412   1.452   1.367  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.297   2.798  -1.019  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.758   2.468  -1.366  1.00  0.00           H  
HETATM   54  H26 UNL     1      -6.499  -0.377  -1.086  1.00  0.00           H  
HETATM   55  H27 UNL     1      -6.643   1.399  -1.154  1.00  0.00           H  
HETATM   56  H28 UNL     1      -6.832   1.396   1.406  1.00  0.00           H  
HETATM   57  H29 UNL     1      -8.320  -0.587  -0.038  1.00  0.00           H  
HETATM   58  H30 UNL     1      -6.593  -1.644   0.995  1.00  0.00           H  
HETATM   59  H31 UNL     1      -6.872  -0.788   2.516  1.00  0.00           H  
HETATM   60  H32 UNL     1      -4.603   0.203   2.442  1.00  0.00           H  
HETATM   61  H33 UNL     1      -4.538  -1.555   2.209  1.00  0.00           H  
HETATM   62  H34 UNL     1      -3.702  -1.501  -1.323  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.779  -2.503   0.157  1.00  0.00           H  
HETATM   64  H36 UNL     1      -5.299  -1.929  -0.542  1.00  0.00           H  
HETATM   65  H37 UNL     1      -2.639   0.006   1.898  1.00  0.00           H  
HETATM   66  H38 UNL     1      -2.204  -2.120   1.333  1.00  0.00           H  
HETATM   67  H39 UNL     1      -1.926  -1.846  -0.429  1.00  0.00           H  
HETATM   68  H40 UNL     1       0.104  -2.114   0.799  1.00  0.00           H  
HETATM   69  H41 UNL     1      -0.271  -0.785   1.909  1.00  0.00           H  
HETATM   70  H42 UNL     1      -1.420  -0.229  -1.596  1.00  0.00           H  
HETATM   71  H43 UNL     1       0.177   0.214  -2.246  1.00  0.00           H  
HETATM   72  H44 UNL     1      -0.134  -1.497  -1.744  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   27   51
CONECT   13   14   14   24
CONECT   14   15   52
CONECT   15   16   16   53
CONECT   16   17   22
CONECT   17   18   54   55
CONECT   18   19   20   56
CONECT   19   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   24
CONECT   23   62   63   64
CONECT   24   25   65
CONECT   25   26   66   67
CONECT   26   27   68   69
CONECT   27   28
CONECT   28   70   71   72
END

HMDB0000032
     RDKit          3D
7-Dehydrocholesterol
 72 75  0  0  0  0  0  0  0  0999 V2000
    8.0566    0.9921    0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7528    0.2078   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0057   -1.2075    0.4024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7199    0.9012    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3782    0.2190    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8188    0.1822   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -0.5072   -0.7156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6370   -1.9004   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4942    0.3253    0.0444 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4526    1.6941   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213    2.1667   -0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243    1.2048    0.3264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0837    1.0171    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    1.9005   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763    1.7339   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    0.6804   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2607    0.5501   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9295    0.4877    0.8095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2934    0.2119    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3548   -0.7134    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -0.6019    1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1116   -0.3737    0.4537 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2223   -1.6728   -0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6969   -0.1372    0.7396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8747   -1.4090    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3956   -1.1413    0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758   -0.1057   -0.0877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3229   -0.4285   -1.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8553    0.5602   -0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3777    0.9798    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301    2.0444   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    0.1574   -1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796   -1.5942   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -1.8854    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2900   -1.2633    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628    0.8462    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6009    1.9604    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.8466    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -0.7542    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -0.2462   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278    1.2443   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1311   -0.5482   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178   -2.5730   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -2.0215    0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6498   -2.2596   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    0.4785    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540    2.3975   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    1.5666   -1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224    3.2234   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    2.1017   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    1.4521    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967    2.7985   -1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582    2.4675   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4991   -0.3767   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6427    1.3992   -1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8324    1.3957    1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3200   -0.5866   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5933   -1.6441    0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721   -0.7878    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    0.2034    2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.5546    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7018   -1.5006   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -2.5029    0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.9291   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.0056    1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042   -2.1198    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264   -1.8463   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.1144    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2713   -0.7848    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200   -0.2289   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    0.2137   -2.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341   -1.4968   -1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  1
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  1
 14 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  1
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

Synonyms

Value	Source
(3beta)-Cholesta-5,7-dien-3-ol	ChEBI
5,7-Cholestadien-3-beta-ol	ChEBI
5,7-Cholestadien-3beta-ol	ChEBI
Provitamin D3	ChEBI
Cholesta-5,7-dien-3beta-ol	Kegg
(3b)-Cholesta-5,7-dien-3-ol	Generator
(3Β)-cholesta-5,7-dien-3-ol	Generator
5,7-Cholestadien-3-b-ol	Generator
5,7-Cholestadien-3-β-ol	Generator
5,7-Cholestadien-3b-ol	Generator
5,7-Cholestadien-3β-ol	Generator
Cholesta-5,7-dien-3b-ol	Generator
Cholesta-5,7-dien-3β-ol	Generator
(-)-7-Dehydrocholesterol	HMDB
10,13-Dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	HMDB
17-(1,5-Dimethylhexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	HMDB
5,7-Cholestandien-3-ol	HMDB
5,7-Cholestandien-3beta-ol	HMDB
7,8-Dehydro-cholesterol	HMDB
7,8-Didehydrocholesterol	HMDB
7-Dehydro-cholesterol	HMDB
7-Dehydrocholesterin	HMDB
7DHC	HMDB
Cholesta-5,7-dien-3 beta -ol	HMDB
Cholesta-5,7-dien-3-beta-ol	HMDB
Cholesta-5,7-dien-3-ol	HMDB
Dehydrocholesterin	HMDB
Dehydrocholesterol	HMDB
Delta5,7-Cholestadien-3beta-ol	HMDB
Delta5,7-Cholesterol	HMDB
Delta7-Cholesterol	HMDB
Provitamin-D3	HMDB
Provitamin D(3)	HMDB
Cholesta-5,7-dien-3 beta-ol	HMDB
7-Dehydrocholesterol, (3beta,10alpha)-isomer	HMDB
7-Dehydrocholesterol, (3beta,9beta,10alpha)-isomer	HMDB
7-DHC	HMDB
7-Dehydrocholesterol, (3alpha)-isomer	HMDB
7-Dehydrocholesterol, (3beta,9beta)-isomer	HMDB

Molecular Formula

C₂₇H₄₄O

Average Mass

384.6377

Monoisotopic Mass

384.33921603

IUPAC Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

Traditional Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

CAS Registry Number

434-16-2

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

InChI Key

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
Cholesterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:17759 )
3beta-sterol (CHEBI:17759 )
Vitamin D3 and derivatives (C01164 )
Cholestane and derivatives (C01164 )
Cholesterol and derivatives (LMST01010069 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	7.3	ALOGPS
logP	6.71	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.47 m³·mol⁻¹	ChemAxon
Polarizability	50.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0axr-1019000000-73894a6c7b7346b2d1b0	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-002f-3005900000-c63a75d6ed190e98a35b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-0009000000-124abe0c8995f883f002	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-05oa-4942000000-dbfe3e996983256b1e0c	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-05o0-5900000000-8115f37d8da9a1d6f5d8	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 26V, negative	splash10-000i-0090000000-3645f0c0605ff7c97405	2020-07-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0019000000-d2b535e3c3ed257f2215	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ar9-3139000000-87132b4b12416fa4f01e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-5249000000-257a8915fd5fab2dfaaa	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0009000000-8ff4cced50a3c638abba	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0009000000-6d9a73d8f487e848e538	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ldi-1019000000-eb1f58f2c9df95716640	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-5cafb4a46516e1c4ca5a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ktr-9168000000-27f4addc4e70c9e3fc88	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9510000000-fce215a9f0a5b16bb81c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0009000000-4d7a5f3b63c0fb62f1d7	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0009000000-4d7a5f3b63c0fb62f1d7	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0009000000-cf419f92ab7dfef8f2f8	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Adrenal Gland
Blood
Brain
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Fibroblasts
Liver
Testis
Urine

Tissue Locations

Adrenal Gland
Brain
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
MMDBp0191714	Hydroxymethylglutaryl-CoA synthase, mitochondrial	Enzyme	P54868	Homo sapiens
MMDBp0191806	Lathosterol oxidase	Unknown	O75845	Homo sapiens
MMDBp0192106	Non-specific lipid-transfer protein	Enzyme	P22307	Homo sapiens
MMDBp0192195	7-dehydrocholesterol reductase	Enzyme	Q9UBM7	Homo sapiens
MMDBp0192362	Cholesterol side-chain cleavage enzyme, mitochondrial	Unknown	P05108	Homo sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000133	7-Dehydrocholesterol	7-Dehydrocholesterol	Not Available	Cholesterol Precursor Intracellular Transport	VMH	30371894
MMDBr0000670	7-Dehydrocholesterol	Cholesterol	7-dehydrocholesterol reductase	7-Dehydrocholesterol Reductase	VMH	15670717
MMDBr0001592	Hydrogen Ion	7-Dehydrocholesterol	Cytochrome p450, family 7, subfamily a, polypeptide 1	Lathosterol Oxidase	VMH	10344195
MMDBr0002036	7-Dehydrocholesterol	Previtamin D3	Not Available	Previtamin D3 Formation	VMH	6281884
MMDBr0004198	7-Dehydrocholesterol	27Alpha-Hydroxy-7-Dehydrocholesterol	Not Available	RE2220C	VMH	11254748 12581873
MMDBr0005767	7-Dehydrocholesterol	7-Dehydrocholesterol	Not Available	Transport of Cholesta-5, 7-Dien-3Beta-Ol, Active Transport	VMH	30371894
MMDBr0005768	7-Dehydrocholesterol	7-Dehydrocholesterol	Not Available	Transport of Cholesta-5, 7-Dien-3Beta-Ol, Diffusion	VMH	30371894
MMDBr0009545	Hydrogen Ion	7-Dehydrocholesterol	Sterol-c5-desaturase	HMR_1557	VMH	30371894
MMDBr0009546	Hydrogen Ion	7-Dehydrocholesterol	Sterol-c5-desaturase	HMR_1558	VMH	30371894
MMDBr0009547	7-Dehydrocholesterol	Cholesterol	7-dehydrocholesterol reductase	Cholesterol:NADP+ Delta7-Oxidoreductase	VMH	30371894
MMDBr0009660	7-Dehydrocholesterol	Vitamin D3	Not Available	HMR_2114	VMH	30371894
MMDBr0014404	Cholesterol	7-Dehydrocholesterol	Probable 7-dehydrocholesterol reductase	Reduction	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Smith-lemli-opitz syndrome		Association	Human Cerebrospinal Fluid (CSF)	HMDB	9266395
Smith-lemli-opitz syndrome	Increased	Association	Human Blood	HMDB	11590227

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Viruses/Bamfordvirae	Nucleocytoviricota	1
Eukaryota/Fungi	Basidiomycota	11	Human feces
Eukaryota/Fungi	Ascomycota	3

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.21				uM	Children (1-13 years old)	Male	Lathosterolosis	HMDB	24142275
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.3 +/- 0.2		0.1	0.6	uM	Infant (0-1 year old)	Both	Smith-Lemli-Opitz syndrome	HMDB	9266395
Human Blood	Detected and Quantified	369.0		46.0	1220.0	uM	Adult (>18 years old)	Both	Smith-Lemli-Opitz syndrome	HMDB	11590227
Human Blood	Detected and Quantified	<0.65				uM	Children (1-13 years old)	Male	Normal	HMDB	24142275
Human Cerebrospinal fluid (csf)	Detected and Quantified			0	0.02	uM	Adult (>18 years old)	Both	Normal	HMDB	10946022
Human Urine	Detected and Quantified	0.029		0.0068	0.051	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16451140
Human Blood	Detected and Quantified	5.0	2.2			uM	Adult (>18 years old)	Both	Normal	HMDB	11590227
Human Adrenal gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
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 Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000032

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021882

KNApSAcK ID

C00023747

Chemspider ID

Not Available

KEGG Compound ID

C01164

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

7-Dehydrocholesterol

METLIN ID

Not Available

PubChem Compound

439423

PDB ID

Not Available

ChEBI ID

17759

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Adachi A, Kobayashi T: Identification of vitamin D3 and 7-dehydrocholesterol in cow's milk by gas chromatography-mass spectrometry and their quantitation by high-performance liquid chromatography. J Nutr Sci Vitaminol (Tokyo). 1979;25(2):67-78. doi: 10.3177/jnsv.25.67. [PubMed:225459 ]
Moody JP, Humphries CA, Allan SM, Paterson CR: Determination of 7-dehydrocholesterol in human skin by high-performance liquid chromatography. J Chromatogr. 1990 Aug 24;530(1):19-27. doi: 10.1016/s0378-4347(00)82298-7. [PubMed:2277111 ]
van Rooij A, Nijenhuis AA, Wijburg FA, Schutgens RB: Highly increased CSF concentrations of cholesterol precursors in Smith-Lemli-Opitz syndrome. J Inherit Metab Dis. 1997 Aug;20(4):578-80. doi: 10.1023/a:1005355026186. [PubMed:9266395 ]
Paterson CR, Moody JP, Pennington CR: Skin content of 7-dehydrocholesterol in patients with malabsorption. Nutrition. 1997 Sep;13(9):771-3. doi: 10.1016/s0899-9007(97)00186-x. [PubMed:9290088 ]
Norman AW: Sunlight, season, skin pigmentation, vitamin D, and 25-hydroxyvitamin D: integral components of the vitamin D endocrine system. Am J Clin Nutr. 1998 Jun;67(6):1108-10. doi: 10.1093/ajcn/67.6.1108. [PubMed:9625080 ]
Andersson HC, Frentz J, Martinez JE, Tuck-Muller CM, Bellizaire J: Adrenal insufficiency in Smith-Lemli-Opitz syndrome. Am J Med Genet. 1999 Feb 19;82(5):382-4. [PubMed:10069708 ]
Jira PE, Wevers RA, de Jong J, Rubio-Gozalbo E, Janssen-Zijlstra FS, van Heyst AF, Sengers RC, Smeitink JA: Simvastatin. A new therapeutic approach for Smith-Lemli-Opitz syndrome. J Lipid Res. 2000 Aug;41(8):1339-46. [PubMed:10946022 ]
Gomis DB, Fernandez MP, Gutierrez Alvarez MD: Simultaneous determination of fat-soluble vitamins and provitamins in milk by microcolumn liquid chromatography. J Chromatogr A. 2000 Sep 1;891(1):109-14. doi: 10.1016/s0021-9673(00)00623-3. [PubMed:10999630 ]
GarciaFuentes E, icioso Recio MV, del Castillo Acedo Del Olmo E, atas Jurado MM, Arana Aguera M, Lopez Lopez J: [Biochemical diagnosis of Smith-Lemli-Opitz syndrome in a patient with congenital adrenal hyperplasia]. An Esp Pediatr. 2000 Nov;53(5):482-7. [PubMed:11141372 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Johnson DW, ten Brink HJ, Jakobs C: A rapid screening procedure for cholesterol and dehydrocholesterol by electrospray ionization tandem mass spectrometry. J Lipid Res. 2001 Oct;42(10):1699-705. [PubMed:11590227 ]
Lehmann B, Genehr T, Knuschke P, Pietzsch J, Meurer M: UVB-induced conversion of 7-dehydrocholesterol to 1alpha,25-dihydroxyvitamin D3 in an in vitro human skin equivalent model. J Invest Dermatol. 2001 Nov;117(5):1179-85. doi: 10.1046/j.0022-202x.2001.01538.x. [PubMed:11710930 ]
Muzzin KB, Harper LF: Smith-Lemli-Opitz syndrome: a review, case report and dental implications. Spec Care Dentist. 2003;23(1):22-7. doi: 10.1111/j.1754-4505.2003.tb00285.x. [PubMed:12887150 ]
Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. doi: 10.1194/jlr.R400004-JLR200. [PubMed:15254070 ]
Jezela-Stanek A, Malunowicz EM, Ciara E, Popowska E, Goryluk-Kozakiewicz B, Spodar K, Czerwiecka M, Jezuita J, Nowaczyk MJ, Krajewska-Walasek M: Maternal urinary steroid profiles in prenatal diagnosis of Smith-Lemli-Opitz syndrome: first patient series comparing biochemical and molecular studies. Clin Genet. 2006 Jan;69(1):77-85. doi: 10.1111/j.1399-0004.2006.00551.x. [PubMed:16451140 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
Japelt RB, Jakobsen J: Vitamin D in plants: a review of occurrence, analysis, and biosynthesis. Front Plant Sci. 2013 May 13;4:136. doi: 10.3389/fpls.2013.00136. eCollection 2013. [PubMed:23717318 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Showing metabocard for 7-Dehydrocholesterol (MMDBc0049997)

MOL for #<Metabolite:0x00007fe2a4010728>

3D MOL for #<Metabolite:0x00007fe2a4010728>

3D SDF for #<Metabolite:0x00007fe2a4010728>

3D-SDF for #<Metabolite:0x00007fe2a4010728>

PDB for #<Metabolite:0x00007fe2a4010728>

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Structure for #<Metabolite:0x00007fe2a4010728>

3D Structure for #<Metabolite:0x00007fe2a4010728>