Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:06:06 UTC

Update Date

2021-09-24 09:06:06 UTC

HMDB ID

HMDB0304348

Secondary Accession Numbers

None

Metabolite Identification

Common Name

episterone

Description

Episterone belongs to ergosterols and derivatives class of compounds. Those are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Episterone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Episterone can be found in a number of food items such as kumquat, yellow pond-lily, citrus, and mung bean, which makes episterone a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533005141521442D          

 29 32  0  0  0  0            999 V2000
   -0.9747   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -7.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -6.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -6.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6798   -6.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867   -6.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -5.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5486   -5.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1007   -6.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8457   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0388   -7.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -8.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9768   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6178   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053   -8.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -8.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9076   -6.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9347   -6.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4527   -6.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -8.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
  8 21  1  0  0  0  0
 11 20  1  0  0  0  0
 15 24  2  0  0  0  0
 12 25  1  0  0  0  0
  8 26  1  0  0  0  0
  6 27  1  0  0  0  0
  3 28  2  0  0  0  0
  2 29  1  0  0  0  0
M  END

HMDB0304348
     RDKit          3D
episterone
 73 76  0  0  0  0  0  0  0  0999 V2000
    4.6409    0.5380    2.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972    0.1818    0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1977   -0.9980    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -0.8150   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698    0.0680   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340    1.5360   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -0.2326   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -0.3560    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303   -0.5611    1.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -1.4961    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2309   -1.2460    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -2.1192    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.9447    0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -0.8031   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.4480   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6343    0.0265    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5563   -0.4962    1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8326    1.1506    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.9570    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498    0.3816   -0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1056    1.4679   -1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    0.0343   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    0.0481   -1.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7120   -1.0187   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601   -1.3413   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032   -2.6830   -0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824    0.9721    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5088    2.0091    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000    0.0004   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9247   -0.0261    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    1.3753    2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095   -1.6376    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722   -1.6571   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -1.8580   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407   -0.4491   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    0.1885   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.0840   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674    1.7442    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628    1.9406   -1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038    0.7056   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.2663    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5509    0.5614    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3423   -1.0578    2.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.4401    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883   -2.5334    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -3.0533    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878   -2.8870   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2083   -1.7679    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4607   -1.1230   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8554   -1.3135   -1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475    0.4112   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569    1.1641    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    2.1106    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.9702    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    0.3722    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.0010   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.2544   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4540    1.0891   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0365    0.8656    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779    1.0315   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4922   -0.1146   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -1.9302   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254   -0.6755   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587   -2.9466    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -3.4715   -0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -2.8808   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5116    1.4188   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3555    2.4634    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9969    1.4913    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8350    2.7979    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.6857    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9604    0.5244   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781   -0.5817   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv1533005141521442D          

 29 32  0  0  0  0            999 V2000
   -0.9747   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -7.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -7.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -7.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -6.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1277   -6.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6798   -6.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867   -6.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7417   -5.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5486   -5.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1007   -6.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8457   -7.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0388   -7.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -8.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9768   -8.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -7.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6178   -7.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053   -8.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -8.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9076   -6.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9347   -6.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4527   -6.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -8.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -6.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
  8 21  1  0  0  0  0
 11 20  1  0  0  0  0
 15 24  2  0  0  0  0
 12 25  1  0  0  0  0
  8 26  1  0  0  0  0
  6 27  1  0  0  0  0
  3 28  2  0  0  0  0
  2 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304348

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=C)CCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-21,24-26H,3,7-9,11-17H2,1-2,4-6H3

> <INCHI_KEY>
XFPWUGLDJACLNZ-UHFFFAOYSA-N

> <FORMULA>
C28H44O

> <MOLECULAR_WEIGHT>
396.659

> <EXACT_MASS>
396.339216037

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
49.35939705591608

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,15-dimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one

> <ALOGPS_LOGP>
7.13

> <JCHEM_LOGP>
7.259763117666665

> <ALOGPS_LOGS>
-6.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.353012991872513

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
123.91449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,15-dimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0304348
     RDKit          3D
episterone
 73 76  0  0  0  0  0  0  0  0999 V2000
    4.6409    0.5380    2.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972    0.1818    0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1977   -0.9980    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -0.8150   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698    0.0680   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340    1.5360   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -0.2326   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -0.3560    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303   -0.5611    1.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -1.4961    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2309   -1.2460    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -2.1192    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.9447    0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -0.8031   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.4480   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6343    0.0265    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5563   -0.4962    1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8326    1.1506    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.9570    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498    0.3816   -0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1056    1.4679   -1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    0.0343   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    0.0481   -1.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7120   -1.0187   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601   -1.3413   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032   -2.6830   -0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824    0.9721    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5088    2.0091    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000    0.0004   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9247   -0.0261    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    1.3753    2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095   -1.6376    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722   -1.6571   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -1.8580   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407   -0.4491   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    0.1885   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.0840   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674    1.7442    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628    1.9406   -1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038    0.7056   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.2663    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5509    0.5614    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3423   -1.0578    2.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.4401    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883   -2.5334    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -3.0533    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878   -2.8870   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2083   -1.7679    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4607   -1.1230   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8554   -1.3135   -1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475    0.4112   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569    1.1641    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    2.1106    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.9702    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    0.3722    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.0010   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.2544   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4540    1.0891   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0365    0.8656    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779    1.0315   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4922   -0.1146   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -1.9302   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254   -0.6755   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587   -2.9466    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -3.4715   -0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -2.8808   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5116    1.4188   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3555    2.4634    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9969    1.4913    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8350    2.7979    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.6857    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9604    0.5244   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781   -0.5817   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0      -1.819 -14.029   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.486 -13.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.848 -14.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.182 -13.259   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.515 -14.029   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.849 -13.259   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.183 -14.029   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.590 -13.403   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.065 -11.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.572 -11.618   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.602 -12.762   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.109 -12.442   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.584 -10.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.091 -10.657   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.121 -11.802   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.645 -13.266   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.139 -13.586   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.663 -15.051   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.157 -15.371   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.126 -14.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.620 -14.547   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.850 -15.881   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.344 -15.560   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.628 -11.481   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.078 -11.298   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.445 -12.372   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.849 -11.719   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.848 -15.569   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.486 -11.719   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   21   26                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   17   25                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   11                                                  
CONECT   21   20   22    8                                                  
CONECT   22   21   23                                                       
CONECT   23   22    7                                                       
CONECT   24   15                                                            
CONECT   25   12                                                            
CONECT   26    8                                                            
CONECT   27    6                                                            
CONECT   28    3                                                            
CONECT   29    2                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0304348
HETATM    1  C1  UNL     1       4.641   0.538   2.112  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.897   0.182   0.860  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.198  -0.998   0.311  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.336  -0.815  -0.860  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.170   0.068  -0.854  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.534   1.536  -0.556  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.973  -0.233  -0.083  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.155  -0.356   1.397  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.330  -0.561   1.808  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.804  -1.496   0.765  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.231  -1.246   0.352  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.186  -2.119   0.557  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.616  -1.945   0.178  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.788  -0.803  -0.797  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.236  -0.448  -0.854  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.634   0.026   0.518  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.556  -0.496   1.109  1.00  0.00           O  
HETATM   18  C17 UNL     1      -5.833   1.151   1.073  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.360   0.957   0.934  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.950   0.382  -0.404  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.106   1.468  -1.441  1.00  0.00           C  
HETATM   22  C21 UNL     1      -2.497   0.034  -0.300  1.00  0.00           C  
HETATM   23  C22 UNL     1      -1.751   0.048  -1.603  1.00  0.00           C  
HETATM   24  C23 UNL     1      -0.712  -1.019  -1.717  1.00  0.00           C  
HETATM   25  C24 UNL     1       0.060  -1.341  -0.490  1.00  0.00           C  
HETATM   26  C25 UNL     1       0.703  -2.683  -0.699  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.882   0.972   0.100  1.00  0.00           C  
HETATM   28  C27 UNL     1       6.509   2.009   0.969  1.00  0.00           C  
HETATM   29  C28 UNL     1       7.000   0.000  -0.290  1.00  0.00           C  
HETATM   30  H1  UNL     1       3.925  -0.026   2.736  1.00  0.00           H  
HETATM   31  H2  UNL     1       5.106   1.375   2.575  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.810  -1.638   1.134  1.00  0.00           H  
HETATM   33  H4  UNL     1       5.072  -1.657  -0.073  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.106  -1.858  -1.249  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.041  -0.449  -1.700  1.00  0.00           H  
HETATM   36  H7  UNL     1       1.839   0.189  -1.971  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.567   2.084  -0.823  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.667   1.744   0.497  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.263   1.941  -1.258  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.304   0.706  -0.185  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.638  -1.266   1.753  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.551   0.561   1.828  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.342  -1.058   2.803  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.754   0.440   1.823  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.788  -2.533   1.161  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.926  -3.053   1.044  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.988  -2.887  -0.265  1.00  0.00           H  
HETATM   48  H19 UNL     1      -5.208  -1.768   1.102  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.461  -1.123  -1.802  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.855  -1.313  -1.113  1.00  0.00           H  
HETATM   51  H22 UNL     1      -6.448   0.411  -1.537  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.057   1.164   2.180  1.00  0.00           H  
HETATM   53  H24 UNL     1      -6.202   2.111   0.686  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.884   1.970   1.003  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.913   0.372   1.776  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.134   2.001  -1.621  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.825   2.254  -1.129  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.454   1.089  -2.417  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.036   0.866   0.316  1.00  0.00           H  
HETATM   60  H31 UNL     1      -1.278   1.032  -1.801  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.492  -0.115  -2.413  1.00  0.00           H  
HETATM   62  H33 UNL     1      -1.186  -1.930  -2.156  1.00  0.00           H  
HETATM   63  H34 UNL     1       0.025  -0.675  -2.484  1.00  0.00           H  
HETATM   64  H35 UNL     1       1.459  -2.947   0.070  1.00  0.00           H  
HETATM   65  H36 UNL     1      -0.099  -3.471  -0.524  1.00  0.00           H  
HETATM   66  H37 UNL     1       1.022  -2.881  -1.733  1.00  0.00           H  
HETATM   67  H38 UNL     1       5.512   1.419  -0.835  1.00  0.00           H  
HETATM   68  H39 UNL     1       7.355   2.463   0.384  1.00  0.00           H  
HETATM   69  H40 UNL     1       6.997   1.491   1.835  1.00  0.00           H  
HETATM   70  H41 UNL     1       5.835   2.798   1.320  1.00  0.00           H  
HETATM   71  H42 UNL     1       7.129  -0.686   0.570  1.00  0.00           H  
HETATM   72  H43 UNL     1       7.960   0.524  -0.430  1.00  0.00           H  
HETATM   73  H44 UNL     1       6.678  -0.582  -1.172  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   27
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37   38   39
CONECT    7    8   25   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   25   45
CONECT   11   12   12   22
CONECT   12   13   46
CONECT   13   14   47   48
CONECT   14   15   20   49
CONECT   15   16   50   51
CONECT   16   17   17   18
CONECT   18   19   52   53
CONECT   19   20   54   55
CONECT   20   21   22
CONECT   21   56   57   58
CONECT   22   23   59
CONECT   23   24   60   61
CONECT   24   25   62   63
CONECT   25   26
CONECT   26   64   65   66
CONECT   27   28   29   67
CONECT   28   68   69   70
CONECT   29   71   72   73
END

HMDB0304348
     RDKit          3D
episterone
 73 76  0  0  0  0  0  0  0  0999 V2000
    4.6409    0.5380    2.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972    0.1818    0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1977   -0.9980    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -0.8150   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698    0.0680   -0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340    1.5360   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -0.2326   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1553   -0.3560    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303   -0.5611    1.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8044   -1.4961    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2309   -1.2460    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856   -2.1192    0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.9447    0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -0.8031   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.4480   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6343    0.0265    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5563   -0.4962    1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8326    1.1506    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.9570    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498    0.3816   -0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1056    1.4679   -1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    0.0343   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    0.0481   -1.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7120   -1.0187   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601   -1.3413   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032   -2.6830   -0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824    0.9721    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5088    2.0091    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000    0.0004   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9247   -0.0261    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    1.3753    2.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095   -1.6376    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722   -1.6571   -0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -1.8580   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407   -0.4491   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393    0.1885   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.0840   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674    1.7442    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628    1.9406   -1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038    0.7056   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.2663    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5509    0.5614    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3423   -1.0578    2.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.4401    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883   -2.5334    1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -3.0533    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878   -2.8870   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2083   -1.7679    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4607   -1.1230   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8554   -1.3135   -1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475    0.4112   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569    1.1641    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    2.1106    0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.9702    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    0.3722    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.0010   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.2544   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4540    1.0891   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0365    0.8656    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779    1.0315   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4922   -0.1146   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863   -1.9302   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254   -0.6755   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587   -2.9466    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -3.4715   -0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -2.8808   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5116    1.4188   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3555    2.4634    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9969    1.4913    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8350    2.7979    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.6857    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9604    0.5244   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781   -0.5817   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₄₄O

Average Molecular Weight

396.659

Monoisotopic Molecular Weight

396.339216037

IUPAC Name

2,15-dimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one

Traditional Name

2,15-dimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one

CAS Registry Number

Not Available

SMILES

CC(C)C(=C)CCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-21,24-26H,3,7-9,11-17H2,1-2,4-6H3

InChI Key

XFPWUGLDJACLNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Oxosteroid
3-oxosteroid
3-oxo-delta-7-steroid
Delta-7-steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sterol (CPD-12910 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

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

Fruit

Pome

Drupe

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

Tropical fruit

Berry

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

Other fruit

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

Citrus

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

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

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

Root vegetable

Cabbage

Leaf vegetable

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

Mushroom

Tuber

Onion-family vegetable

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

Other vegetable

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

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

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

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

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

Gourd

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

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.13	ALOGPS
logP	7.26	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	123.91 m³·mol⁻¹	ChemAxon
Polarizability	49.36 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	204.98	32859911
AllCCS	[M+H-H2O]+	202.816	32859911
AllCCS	[M+Na]+	207.541	32859911
AllCCS	[M+NH4]+	206.971	32859911
AllCCS	[M-H]-	206.252	32859911
AllCCS	[M+Na-2H]-	207.942	32859911
AllCCS	[M+HCOO]-	209.959	32859911
DeepCCS	[M-2H]-	234.491	30932474
DeepCCS	[M+Na]+	209.838	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
episterone,1TMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3351.1	Semi standard non polar	33892256
episterone,1TMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3152.4	Standard non polar	33892256
episterone,1TMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3513.3	Standard polar	33892256
episterone,1TMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C	3361.8	Semi standard non polar	33892256
episterone,1TMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C	3199.2	Standard non polar	33892256
episterone,1TMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C	3535.9	Standard polar	33892256
episterone,1TBDMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3593.9	Semi standard non polar	33892256
episterone,1TBDMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3354.1	Standard non polar	33892256
episterone,1TBDMS,isomer #1	C=C(CCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC21C)C(C)C	3633.9	Standard polar	33892256
episterone,1TBDMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C	3592.0	Semi standard non polar	33892256
episterone,1TBDMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C	3411.5	Standard non polar	33892256
episterone,1TBDMS,isomer #2	C=C(CCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C	3660.1	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 10V, Positive-QTOF	splash10-0002-1009000000-47f8c1f6f302229892ee	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 20V, Positive-QTOF	splash10-001i-4019000000-a57cf61419a5c1ebb8f5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 40V, Positive-QTOF	splash10-0f89-6149000000-1832a84e67dbf3bc32cb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 10V, Negative-QTOF	splash10-0002-0009000000-ebcce8fb9f2dc3e95132	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 20V, Negative-QTOF	splash10-0002-0009000000-ad2a04a9838aa9169581	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 40V, Negative-QTOF	splash10-004i-3019000000-7f1a14f88141f19df8b7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 10V, Positive-QTOF	splash10-0002-0029000000-1e723d76d446b9a33b31	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 20V, Positive-QTOF	splash10-0pdj-9078000000-d0f0d2f1c97e7e1a5d2e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 40V, Positive-QTOF	splash10-0006-9320000000-676018642e109aeb7cc7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 10V, Negative-QTOF	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 20V, Negative-QTOF	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - episterone 40V, Negative-QTOF	splash10-002g-0019000000-38c2de6d3fa58cb79b4d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030850

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14826703

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for episterone (HMDB0304348)

MOL for HMDB0304348 (episterone)

3D MOL for HMDB0304348 (episterone)

3D SDF for HMDB0304348 (episterone)

3D-SDF for HMDB0304348 (episterone)

PDB for HMDB0304348 (episterone)

3D PDB for HMDB0304348 (episterone)

SMILES for HMDB0304348 (episterone)

INCHI for HMDB0304348 (episterone)

Structure for HMDB0304348 (episterone)

3D Structure for HMDB0304348 (episterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra