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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:53 UTC

Update Date

2022-03-07 02:53:14 UTC

HMDB ID

HMDB0032106

Secondary Accession Numbers

HMDB32106

Metabolite Identification

Common Name

(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one

Description

(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 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 (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061306222D          

 30 33  0  0  0  0            999 V2000
   -3.6137    4.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965    5.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  1  0  0  0  0
 21 15  1  0  0  0  0
 22  9  1  0  0  0  0
 22 19  1  0  0  0  0
 23 10  1  0  0  0  0
 24 12  1  0  0  0  0
 25 16  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 21  1  0  0  0  0
 30 25  2  0  0  0  0
M  END

HMDB0032106
     RDKit          3D
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.5521    0.8431    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1335    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -1.2565    1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.1457   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908   -0.5602   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123   -0.5197   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4757    0.1154   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.4891   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2408   -1.9397   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.2865   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    0.2811    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    0.7460    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9571    0.4299   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4352    0.1733   -1.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726    0.3145   -1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696   -0.0338   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.3980   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.1884   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -1.3013   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2046    0.9456   -1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6382    0.4883   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1708    0.8853    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0325    2.2658    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3825    0.1934    1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    0.4386    1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504    0.8476    2.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.0782    1.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    1.4694    2.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7649    0.9081    2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3035    0.1534    0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5489    1.8225    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4146    0.6305    1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4810   -1.5471    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -1.2372    2.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540   -2.0129    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.2138   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.0522   -2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650   -1.3191   -0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6170    0.2131   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -1.5624   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981    1.1747   -1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.3296   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997   -2.1153   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -2.5727   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -2.3059   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455    1.3930   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469    1.0269    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7765   -0.6911    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -0.0277    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.6575    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.0057   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494   -0.8525   -1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    0.9006   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -0.2908   -2.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    1.3925   -2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -1.3950    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819   -2.0344   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -1.7738    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153   -1.7456    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -1.8665   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406   -1.3942   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8777    0.5633   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0708    2.0234   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6574   -0.6173   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287    0.6012    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    2.7151   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6023   -0.8823    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301    1.0062    3.1369 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
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 15 20  1  0
 20 21  1  0
 20 22  1  0
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 23 24  1  0
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 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
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 23 66  1  0
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 24 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
M  END


  Mrv0541 05061306222D          

 30 33  0  0  0  0            999 V2000
   -3.6137    4.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965    5.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
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 17  1  1  0  0  0  0
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 25 16  1  0  0  0  0
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 27  5  1  0  0  0  0
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 28  6  1  0  0  0  0
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 28 22  1  0  0  0  0
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 29 21  1  0  0  0  0
 30 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032106

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h7-8,16-19,21-23,29H,9-15H2,1-6H3/b8-7+

> <INCHI_KEY>
UOHNARRKDSHFLD-BQYQJAHWSA-N

> <FORMULA>
C28H42O2

> <MOLECULAR_WEIGHT>
410.6319

> <EXACT_MASS>
410.318480588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
50.5922443185103

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-dien-9-one

> <ALOGPS_LOGP>
5.79

> <JCHEM_LOGP>
6.2812109493333335

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.33718332824004

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.105897308765527

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3390798286803083

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
127.53499999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-dien-9-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032106
     RDKit          3D
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.5521    0.8431    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1335    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -1.2565    1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.1457   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908   -0.5602   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123   -0.5197   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4757    0.1154   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.4891   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2408   -1.9397   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.2865   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    0.2811    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    0.7460    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    1.0427    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1794    0.8345    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    0.4299   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4352    0.1733   -1.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726    0.3145   -1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696   -0.0338   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.3980   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.1884   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -1.3013   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2046    0.9456   -1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6382    0.4883   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1708    0.8853    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0325    2.2658    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3825    0.1934    1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    0.4386    1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504    0.8476    2.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.0782    1.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    1.4694    2.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7649    0.9081    2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3035    0.1534    0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5489    1.8225    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4146    0.6305    1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4810   -1.5471    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -1.2372    2.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540   -2.0129    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.2138   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.0522   -2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650   -1.3191   -0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6170    0.2131   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -1.5624   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981    1.1747   -1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.3296   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997   -2.1153   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -2.5727   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -2.3059   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455    1.3930   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469    1.0269    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7765   -0.6911    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -0.0277    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.6575    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.0057   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494   -0.8525   -1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    0.9006   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -0.2908   -2.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    1.3925   -2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -1.3950    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819   -2.0344   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -1.7738    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153   -1.7456    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -1.8665   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406   -1.3942   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8777    0.5633   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0708    2.0234   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2935    0.9163   -1.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -0.6173   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287    0.6012    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    2.7151   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610    0.6592    2.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6023   -0.8823    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301    1.0062    3.1369 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 19 60  1  0
 21 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 24 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.746   9.202   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.640  10.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.855   6.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.302   8.829   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.749   8.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.513   3.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.199   7.414   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.220   9.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.275   8.197   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.277   3.975   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   10   22                                                       
CONECT   10    9   23                                                       
CONECT   11   13   21                                                       
CONECT   12   14   24                                                       
CONECT   13   11   27                                                       
CONECT   14   12   28                                                       
CONECT   15   20   21                                                       
CONECT   16   20   25                                                       
CONECT   17    1    2   18                                                  
CONECT   18    3    7   17                                                  
CONECT   19    4    8   22                                                  
CONECT   20   15   16   27                                                  
CONECT   21   11   15   29                                                  
CONECT   22    9   19   28                                                  
CONECT   23   10   26   28                                                  
CONECT   24   12   26   27                                                  
CONECT   25   16   26   30                                                  
CONECT   26   23   24   25                                                  
CONECT   27    5   13   20   24                                             
CONECT   28    6   14   22   23                                             
CONECT   29   21                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0032106
HETATM    1  C1  UNL     1       7.552   0.843   1.104  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.211   0.134   0.970  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.390  -1.257   1.498  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.858   0.146  -0.518  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.891  -0.560  -1.334  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.512  -0.520  -0.702  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.476   0.115  -1.178  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.110  -0.489  -1.385  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.241  -1.940  -1.131  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.176   0.287  -0.562  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.459   0.281   0.937  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.137   0.746   1.569  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.742   1.043   0.411  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.179   0.834   0.650  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.957   0.430  -0.311  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.435   0.173  -1.705  1.00  0.00           C  
HETATM   17  C17 UNL     1      -0.973   0.314  -1.860  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.270  -0.034  -0.599  1.00  0.00           C  
HETATM   19  C19 UNL     1      -0.586  -1.398  -0.081  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.386   0.188  -0.149  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.589  -1.301  -0.539  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.205   0.946  -1.196  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.638   0.488  -1.051  1.00  0.00           C  
HETATM   24  C24 UNL     1      -7.171   0.885   0.318  1.00  0.00           C  
HETATM   25  O1  UNL     1      -7.033   2.266   0.427  1.00  0.00           O  
HETATM   26  C25 UNL     1      -6.383   0.193   1.396  1.00  0.00           C  
HETATM   27  C26 UNL     1      -4.899   0.439   1.185  1.00  0.00           C  
HETATM   28  C27 UNL     1      -4.150   0.848   2.177  1.00  0.00           C  
HETATM   29  C28 UNL     1      -2.712   1.078   1.976  1.00  0.00           C  
HETATM   30  O2  UNL     1      -2.023   1.469   2.947  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.765   0.908   2.192  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.303   0.153   0.646  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.549   1.823   0.616  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.415   0.631   1.557  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.481  -1.547   1.475  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.140  -1.237   2.590  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.754  -2.013   1.036  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.738   1.214  -0.790  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.415  -1.052  -2.219  1.00  0.00           H  
HETATM   40  H10 UNL     1       7.465  -1.319  -0.788  1.00  0.00           H  
HETATM   41  H11 UNL     1       7.617   0.213  -1.693  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.407  -1.562  -0.427  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.598   1.175  -1.453  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.822  -0.330  -2.465  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.500  -2.115  -0.069  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.383  -2.573  -1.414  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.092  -2.306  -1.784  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.246   1.393  -0.850  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.247   1.027   1.137  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.776  -0.691   1.310  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.258  -0.028   2.254  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.306   1.658   2.161  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.475   2.006  -0.034  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.749  -0.853  -1.964  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.911   0.901  -2.424  1.00  0.00           H  
HETATM   56  H26 UNL     1      -0.649  -0.291  -2.733  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.744   1.393  -2.076  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.481  -1.395   0.584  1.00  0.00           H  
HETATM   59  H29 UNL     1      -0.882  -2.034  -0.941  1.00  0.00           H  
HETATM   60  H30 UNL     1       0.233  -1.774   0.530  1.00  0.00           H  
HETATM   61  H31 UNL     1      -5.415  -1.746   0.046  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.635  -1.866  -0.404  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.841  -1.394  -1.612  1.00  0.00           H  
HETATM   64  H34 UNL     1      -4.878   0.563  -2.206  1.00  0.00           H  
HETATM   65  H35 UNL     1      -5.071   2.023  -1.151  1.00  0.00           H  
HETATM   66  H36 UNL     1      -7.294   0.916  -1.837  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.657  -0.617  -1.102  1.00  0.00           H  
HETATM   68  H38 UNL     1      -8.229   0.601   0.406  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.874   2.715  -0.432  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.661   0.659   2.365  1.00  0.00           H  
HETATM   71  H41 UNL     1      -6.602  -0.882   1.462  1.00  0.00           H  
HETATM   72  H42 UNL     1      -4.630   1.006   3.137  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5    6   38
CONECT    5   39   40   41
CONECT    6    7    7   42
CONECT    7    8   43
CONECT    8    9   10   44
CONECT    9   45   46   47
CONECT   10   11   18   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   18   53
CONECT   14   15   15   29
CONECT   15   16   20
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19
CONECT   19   58   59   60
CONECT   20   21   22   27
CONECT   21   61   62   63
CONECT   22   23   64   65
CONECT   23   24   66   67
CONECT   24   25   26   68
CONECT   25   69
CONECT   26   27   70   71
CONECT   27   28   28
CONECT   28   29   72
CONECT   29   30   30
END

HMDB0032106
     RDKit          3D
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one
 72 75  0  0  0  0  0  0  0  0999 V2000
    7.5521    0.8431    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1335    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896   -1.2565    1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.1457   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908   -0.5602   -1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123   -0.5197   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4757    0.1154   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -0.4891   -1.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2408   -1.9397   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759    0.2865   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593    0.2811    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    0.7460    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    1.0427    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1794    0.8345    0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571    0.4299   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4352    0.1733   -1.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726    0.3145   -1.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696   -0.0338   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -1.3980   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.1884   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -1.3013   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2046    0.9456   -1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6382    0.4883   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1708    0.8853    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0325    2.2658    0.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3825    0.1934    1.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8986    0.4386    1.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504    0.8476    2.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.0782    1.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    1.4694    2.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7649    0.9081    2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3035    0.1534    0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5489    1.8225    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4146    0.6305    1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4810   -1.5471    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -1.2372    2.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540   -2.0129    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7380    1.2138   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155   -1.0522   -2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650   -1.3191   -0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6170    0.2131   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -1.5624   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981    1.1747   -1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223   -0.3296   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997   -2.1153   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -2.5727   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -2.3059   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2455    1.3930   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469    1.0269    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7765   -0.6911    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -0.0277    2.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.6575    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.0057   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494   -0.8525   -1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    0.9006   -2.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -0.2908   -2.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7435    1.3925   -2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -1.3950    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819   -2.0344   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -1.7738    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153   -1.7456    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -1.8665   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406   -1.3942   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8777    0.5633   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0708    2.0234   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2935    0.9163   -1.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -0.6173   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287    0.6012    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    2.7151   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610    0.6592    2.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6023   -0.8823    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301    1.0062    3.1369 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 18 10  1  0
 27 20  1  0
 18 13  1  0
 29 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 19 58  1  0
 19 59  1  0
 19 60  1  0
 21 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 24 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3b,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one	Generator
(3Β,22E,24R)-3-hydroxyergosta-5,8,22-trien-7-one	Generator
(-)-3beta-Hydroxy-(22E,24R)-ergosta-5,8,22-trien-7-one	HMDB
3beta-Hydroxy-(22E,24R)-ergosta-5,8,22-trien-7-one	HMDB

Chemical Formula

C₂₈H₄₂O₂

Average Molecular Weight

410.6319

Monoisotopic Molecular Weight

410.318480588

IUPAC Name

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-dien-9-one

Traditional Name

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),7-dien-9-one

CAS Registry Number

200942-18-3

SMILES

CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O

InChI Identifier

InChI=1S/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h7-8,16-19,21-23,29H,9-15H2,1-6H3/b8-7+

InChI Key

UOHNARRKDSHFLD-BQYQJAHWSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0032106)
Cell membrane (HMDB: HMDB0032106)

Biofluid or Excreta

Urine (HMDB: HMDB0032106)

Tissue substructure

Hepatic tissue (HMDB: HMDB0032106)

Cellular substructure

Extracellular (HMDB: HMDB0032106)
Membrane (HMDB: HMDB0032106)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032106)

Source

Endogenous

Endogenous (HMDB: HMDB0032106)

Plant

Plant (HMDB: HMDB0032106)

Animal

Animal (HMDB: HMDB0032106)

Exogenous

Food

Food (HMDB: HMDB0032106)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032106)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032106)

Cellular process

Cell signaling (HMDB: HMDB0032106)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032106)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032106)

Molecular messenger

Signaling molecule (HMDB: HMDB0032106)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032106)

Emulsifier (HMDB: HMDB0032106)

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
Water Solubility	0.0021 g/L	ALOGPS
logP	5.79	ALOGPS
logP	6.28	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	17.11	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	127.54 m³·mol⁻¹	ChemAxon
Polarizability	50.59 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
DarkChem	[M+H]+	198.054	31661259
DarkChem	[M-H]-	192.809	31661259
DeepCCS	[M-2H]-	232.907	30932474
DeepCCS	[M+Na]+	208.135	30932474
AllCCS	[M+H]+	206.2	32859911
AllCCS	[M+H-H2O]+	204.0	32859911
AllCCS	[M+NH4]+	208.2	32859911
AllCCS	[M+Na]+	208.8	32859911
AllCCS	[M-H]-	207.6	32859911
AllCCS	[M+Na-2H]-	209.4	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O	4330.9	Standard polar	33892256
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O	3223.6	Standard non polar	33892256
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O	3425.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one,1TMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C)CC1=CC3=O	3452.5	Semi standard non polar	33892256
(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one,1TBDMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=C(CCC21C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1=CC3=O	3692.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-00l2-1019000000-a40a4bd51f4f1a7bbef5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one GC-MS (1 TMS) - 70eV, Positive	splash10-014i-3003900000-c20869b606ca6384503e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 10V, Positive-QTOF	splash10-01ox-1009300000-c4304d088f9381285ab4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 20V, Positive-QTOF	splash10-0kcu-6119100000-b07bf9ee9b5c69e1d8f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 40V, Positive-QTOF	splash10-001i-8349000000-a8c3b27dc6972c374552	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 10V, Negative-QTOF	splash10-0a4i-0002900000-a219705c90080b0c2a13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 20V, Negative-QTOF	splash10-0a4i-0005900000-46478c9c9264ea780e5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 40V, Negative-QTOF	splash10-002f-2109000000-12ed2e893911eedeb9ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 10V, Negative-QTOF	splash10-0a4i-0000900000-01a5cd11479be7bee1be	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 20V, Negative-QTOF	splash10-0a4i-0000900000-6e184ac4a71c69be33e1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 40V, Negative-QTOF	splash10-0a4i-1018900000-adce989f50a6a0f20c78	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 10V, Positive-QTOF	splash10-03xr-0088900000-b802db240d37611dc729	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 20V, Positive-QTOF	splash10-0ap0-4191300000-4229032141b8afce7887	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one 40V, Positive-QTOF	splash10-0a59-9262100000-36e408860344fe607e73	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB008827

KNApSAcK ID

C00032645

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

131751258

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
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. 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. 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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one (HMDB0032106)

MOL for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D MOL for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D SDF for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D-SDF for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

PDB for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D PDB for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

SMILES for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

INCHI for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

Structure for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D Structure for HMDB0032106 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra