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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:47 UTC

Update Date

2022-03-07 02:53:11 UTC

HMDB ID

HMDB0031953

Secondary Accession Numbers

HMDB31953

Metabolite Identification

Common Name

3,5-Dihydroxyergosta-7,22-dien-6-one

Description

3,5-Dihydroxyergosta-7,22-dien-6-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. 3,5-Dihydroxyergosta-7,22-dien-6-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 05061306152D          

 31 34  0  0  0  0            999 V2000
    9.0819    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7583    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646    1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    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 12  1  0  0  0  0
 14 11  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 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21 15  2  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
 23 21  1  0  0  0  0
 24 12  1  0  0  0  0
 24 21  1  0  0  0  0
 25 15  1  0  0  0  0
 26  5  1  0  0  0  0
 26 13  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27 14  1  0  0  0  0
 27 24  1  0  0  0  0
 28 16  1  0  0  0  0
 28 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 20  1  0  0  0  0
 30 25  2  0  0  0  0
 31 28  1  0  0  0  0
M  END

HMDB0031953
     RDKit          3D
3,5-Dihydroxyergosta-7,22-dien-6-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.6673    1.4667    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0502   -0.5192    1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2925    0.8399    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875   -0.3066    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1617    0.1287    2.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8971   -1.4953    1.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4514   -1.2419    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.4121   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0183   -0.0966   -2.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2005   -2.3321    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4  6  1  0
  6  7  2  0
  7  8  1  0
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 31 74  1  0
 31 75  1  0
M  END


  Mrv0541 05061306152D          

 31 34  0  0  0  0            999 V2000
    9.0819    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7583    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1365    1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0031953

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(=O)C4(O)CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-24,29,31H,9-14,16H2,1-6H3/b8-7+

> <INCHI_KEY>
KAIVGEVOBNIWLR-BQYQJAHWSA-N

> <FORMULA>
C28H44O3

> <MOLECULAR_WEIGHT>
428.6472

> <EXACT_MASS>
428.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
51.37622607414016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5,7-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

> <ALOGPS_LOGP>
5.01

> <JCHEM_LOGP>
5.654261944333335

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.251782881551708

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.587427180064186

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7339348844949125

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
128.28209999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5,7-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031953
     RDKit          3D
3,5-Dihydroxyergosta-7,22-dien-6-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.6673    1.4667    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208    0.0215    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502   -0.5192    1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.8107    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475   -2.2433    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966   -0.2938   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459    0.1215    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022    0.6382   -1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632    2.1394   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -0.0757   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    0.6315   -2.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.5472   -1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    1.0080   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198    0.8666    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6386    1.7279    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    1.5448    1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5616    1.8951    2.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8341    0.9185    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    1.7582   -1.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2925    0.8399    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875   -0.3066    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1617    0.1287    2.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8971   -1.4953    1.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4514   -1.2419    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.4121   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958   -1.0071   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235   -0.2760   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.5078    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029   -1.4648   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274   -0.2443   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.5936    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6044    1.7328    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0110    1.6684    1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    2.0833    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2265   -0.0672   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6411   -0.9896    2.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989   -1.2141    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109    0.3323    1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517   -0.7077    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2343   -2.2785   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0231   -2.4189    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770   -2.9700    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252   -0.2492   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345    0.0353    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    0.5068   -1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562    2.4425   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    2.6249   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171    2.5238    0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -1.0771   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    1.2213   -2.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -0.0966   -2.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    1.4609   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    2.6221   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714    1.7400    0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0778    2.5720    1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074    1.4488   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5714    1.8117    0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8198    0.9151   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7524   -0.6615    0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551    0.8275    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2005   -2.3321    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0169   -1.9351    2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566   -0.6746    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9200   -2.2076    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162   -1.3068   -1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779   -0.1985   -2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965   -1.8074   -1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -0.3207   -1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -1.5318    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4848   -2.3715   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -2.3730   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.5321   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.4191    1.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708    0.3483    1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129   -0.9387    1.8471 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  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 10  1  0
 30 13  1  0
 27 14  1  0
 25 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 15 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  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      16.953   1.845   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.482   0.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.321   3.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.223   5.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.427   2.056   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.215   5.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.130  -0.723   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.137   0.454   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   10   22                                                       
CONECT   10    9   23                                                       
CONECT   11   14   20                                                       
CONECT   12   13   24                                                       
CONECT   13   12   26                                                       
CONECT   14   11   27                                                       
CONECT   15   21   25                                                       
CONECT   16   20   28                                                       
CONECT   17    1    2   18                                                  
CONECT   18    3    7   17                                                  
CONECT   19    4    8   22                                                  
CONECT   20   11   16   29                                                  
CONECT   21   15   23   24                                                  
CONECT   22    9   19   26                                                  
CONECT   23   10   21   26                                                  
CONECT   24   12   21   27                                                  
CONECT   25   15   28   30                                                  
CONECT   26    5   13   22   23                                             
CONECT   27    6   14   24   28                                             
CONECT   28   16   25   27   31                                             
CONECT   29   20                                                            
CONECT   30   25                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0031953
HETATM    1  C1  UNL     1       6.667   1.467   0.865  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.921   0.021   0.573  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.050  -0.519   1.395  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.642  -0.811   0.741  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.047  -2.243   0.416  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.697  -0.294  -0.286  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.446   0.122   0.016  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.502   0.638  -1.015  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.463   2.139  -0.882  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.255  -0.076  -1.192  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.455   0.632  -2.302  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.496   1.547  -1.623  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.570   1.008  -0.207  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.020   0.867   0.104  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.639   1.728   0.880  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.053   1.545   1.147  1.00  0.00           C  
HETATM   17  O1  UNL     1      -4.562   1.895   2.232  1.00  0.00           O  
HETATM   18  C17 UNL     1      -4.834   0.919   0.044  1.00  0.00           C  
HETATM   19  O2  UNL     1      -4.665   1.758  -1.086  1.00  0.00           O  
HETATM   20  C18 UNL     1      -6.292   0.840   0.332  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.787  -0.307   1.103  1.00  0.00           C  
HETATM   22  O3  UNL     1      -7.162   0.129   2.393  1.00  0.00           O  
HETATM   23  C20 UNL     1      -5.897  -1.495   1.216  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.451  -1.242   1.022  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.171  -0.412  -0.215  1.00  0.00           C  
HETATM   26  C23 UNL     1      -4.896  -1.007  -1.431  1.00  0.00           C  
HETATM   27  C24 UNL     1      -2.723  -0.276  -0.487  1.00  0.00           C  
HETATM   28  C25 UNL     1      -1.939  -1.508   0.001  1.00  0.00           C  
HETATM   29  C26 UNL     1      -0.603  -1.465  -0.621  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.227  -0.244  -0.174  1.00  0.00           C  
HETATM   31  C28 UNL     1       0.669  -0.594   1.223  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.604   1.733   0.715  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.011   1.668   1.907  1.00  0.00           H  
HETATM   34  H3  UNL     1       7.268   2.083   0.175  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.226  -0.067  -0.506  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.641  -0.990   2.294  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.699  -1.214   0.793  1.00  0.00           H  
HETATM   38  H7  UNL     1       8.711   0.332   1.661  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.252  -0.708   1.762  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.234  -2.278  -0.672  1.00  0.00           H  
HETATM   41  H10 UNL     1       7.023  -2.419   0.908  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.277  -2.970   0.727  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.025  -0.249  -1.317  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.234   0.035   1.069  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.070   0.507  -1.999  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.556   2.442  -0.811  1.00  0.00           H  
HETATM   47  H16 UNL     1       2.138   2.625  -1.828  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.017   2.524   0.023  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.511  -1.077  -1.662  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.153   1.221  -2.924  1.00  0.00           H  
HETATM   51  H20 UNL     1      -0.018  -0.097  -2.984  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.477   1.461  -2.157  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.245   2.622  -1.660  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.171   1.740   0.541  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.078   2.572   1.324  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.907   1.449  -1.638  1.00  0.00           H  
HETATM   57  H26 UNL     1      -6.571   1.812   0.840  1.00  0.00           H  
HETATM   58  H27 UNL     1      -6.820   0.915  -0.666  1.00  0.00           H  
HETATM   59  H28 UNL     1      -7.752  -0.661   0.648  1.00  0.00           H  
HETATM   60  H29 UNL     1      -7.855   0.827   2.318  1.00  0.00           H  
HETATM   61  H30 UNL     1      -6.200  -2.332   0.539  1.00  0.00           H  
HETATM   62  H31 UNL     1      -6.017  -1.935   2.252  1.00  0.00           H  
HETATM   63  H32 UNL     1      -4.057  -0.675   1.885  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.920  -2.208   1.006  1.00  0.00           H  
HETATM   65  H34 UNL     1      -5.916  -1.307  -1.201  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.978  -0.198  -2.215  1.00  0.00           H  
HETATM   67  H36 UNL     1      -4.297  -1.807  -1.905  1.00  0.00           H  
HETATM   68  H37 UNL     1      -2.588  -0.321  -1.606  1.00  0.00           H  
HETATM   69  H38 UNL     1      -1.997  -1.532   1.086  1.00  0.00           H  
HETATM   70  H39 UNL     1      -2.485  -2.372  -0.436  1.00  0.00           H  
HETATM   71  H40 UNL     1      -0.023  -2.373  -0.288  1.00  0.00           H  
HETATM   72  H41 UNL     1      -0.687  -1.532  -1.701  1.00  0.00           H  
HETATM   73  H42 UNL     1       1.371  -1.419   1.282  1.00  0.00           H  
HETATM   74  H43 UNL     1       0.971   0.348   1.724  1.00  0.00           H  
HETATM   75  H44 UNL     1      -0.213  -0.939   1.847  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5    6   39
CONECT    5   40   41   42
CONECT    6    7    7   43
CONECT    7    8   44
CONECT    8    9   10   45
CONECT    9   46   47   48
CONECT   10   11   30   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   30   54
CONECT   14   15   15   27
CONECT   15   16   55
CONECT   16   17   17   18
CONECT   18   19   20   25
CONECT   19   56
CONECT   20   21   57   58
CONECT   21   22   23   59
CONECT   22   60
CONECT   23   24   61   62
CONECT   24   25   63   64
CONECT   25   26   27
CONECT   26   65   66   67
CONECT   27   28   68
CONECT   28   29   69   70
CONECT   29   30   71   72
CONECT   30   31
CONECT   31   73   74   75
END

HMDB0031953
     RDKit          3D
3,5-Dihydroxyergosta-7,22-dien-6-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.6673    1.4667    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208    0.0215    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502   -0.5192    1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.8107    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475   -2.2433    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6966   -0.2938   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459    0.1215    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022    0.6382   -1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632    2.1394   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -0.0757   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    0.6315   -2.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.5472   -1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    1.0080   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198    0.8666    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6386    1.7279    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    1.5448    1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5616    1.8951    2.2319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8341    0.9185    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    1.7582   -1.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2925    0.8399    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875   -0.3066    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1617    0.1287    2.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8971   -1.4953    1.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4514   -1.2419    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.4121   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958   -1.0071   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235   -0.2760   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.5078    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6029   -1.4648   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274   -0.2443   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.5936    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6044    1.7328    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0110    1.6684    1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2684    2.0833    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2265   -0.0672   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6411   -0.9896    2.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989   -1.2141    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109    0.3323    1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517   -0.7077    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2343   -2.2785   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0231   -2.4189    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770   -2.9700    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252   -0.2492   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345    0.0353    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    0.5068   -1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562    2.4425   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    2.6249   -1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171    2.5238    0.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -1.0771   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    1.2213   -2.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183   -0.0966   -2.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    1.4609   -2.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    2.6221   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714    1.7400    0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0778    2.5720    1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074    1.4488   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5714    1.8117    0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8198    0.9151   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7524   -0.6615    0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551    0.8275    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2005   -2.3321    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0169   -1.9351    2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0566   -0.6746    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9200   -2.2076    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162   -1.3068   -1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779   -0.1985   -2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965   -1.8074   -1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -0.3207   -1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -1.5318    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4848   -2.3715   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232   -2.3730   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.5321   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.4191    1.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708    0.3483    1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129   -0.9387    1.8471 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  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 10  1  0
 30 13  1  0
 27 14  1  0
 25 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 15 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Dihydroxy-24-methylcholesta-7,22-dien-6-one	HMDB

Chemical Formula

C₂₈H₄₄O₃

Average Molecular Weight

428.6472

Monoisotopic Molecular Weight

428.329045274

IUPAC Name

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5,7-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

Traditional Name

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-5,7-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

CAS Registry Number

Not Available

SMILES

CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(=O)C4(O)CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-24,29,31H,9-14,16H2,1-6H3/b8-7+

InChI Key

KAIVGEVOBNIWLR-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: HMDB0031953)
Cell membrane (HMDB: HMDB0031953)

Biofluid or Excreta

Urine (HMDB: HMDB0031953)

Tissue substructure

Hepatic tissue (HMDB: HMDB0031953)

Cellular substructure

Extracellular (HMDB: HMDB0031953)
Membrane (HMDB: HMDB0031953)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031953)

Source

Endogenous

Endogenous (HMDB: HMDB0031953)

Plant

Plant (HMDB: HMDB0031953)

Animal

Animal (HMDB: HMDB0031953)

Exogenous

Food

Food (HMDB: HMDB0031953)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031953)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031953)

Cellular process

Cell signaling (HMDB: HMDB0031953)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031953)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031953)

Molecular messenger

Signaling molecule (HMDB: HMDB0031953)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031953)

Emulsifier (HMDB: HMDB0031953)

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	0.0013 g/L	ALOGPS
logP	5.01	ALOGPS
logP	5.65	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	12.59	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	128.28 m³·mol⁻¹	ChemAxon
Polarizability	51.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	200.655	31661259
DarkChem	[M-H]-	196.454	31661259
DeepCCS	[M-2H]-	237.513	30932474
DeepCCS	[M+Na]+	212.742	30932474
AllCCS	[M+H]+	208.5	32859911
AllCCS	[M+H-H2O]+	206.5	32859911
AllCCS	[M+NH4]+	210.4	32859911
AllCCS	[M+Na]+	210.9	32859911
AllCCS	[M-H]-	208.7	32859911
AllCCS	[M+Na-2H]-	210.8	32859911
AllCCS	[M+HCOO]-	213.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5-Dihydroxyergosta-7,22-dien-6-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(=O)C4(O)CC(O)CCC4(C)C3CCC12C	3720.7	Standard polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(=O)C4(O)CC(O)CCC4(C)C3CCC12C	3075.0	Standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one	CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(=O)C4(O)CC(O)CCC4(C)C3CCC12C	3424.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5-Dihydroxyergosta-7,22-dien-6-one,1TMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O[Si](C)(C)C)CC(O)CCC4(C)C3CCC21C	3615.9	Semi standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one,1TMS,isomer #2	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O)CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3586.6	Semi standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one,2TMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O[Si](C)(C)C)CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3603.6	Semi standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one,1TBDMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O[Si](C)(C)C(C)(C)C)CC(O)CCC4(C)C3CCC21C	3837.4	Semi standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one,1TBDMS,isomer #2	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3814.3	Semi standard non polar	33892256
3,5-Dihydroxyergosta-7,22-dien-6-one,2TBDMS,isomer #1	CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(=O)C4(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	4038.4	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 - 3,5-Dihydroxyergosta-7,22-dien-6-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0o70-2119400000-e133bc43dd4dffe97a12	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-3100190000-9f2ceebb2924e21ba5d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-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 - 3,5-Dihydroxyergosta-7,22-dien-6-one 10V, Positive-QTOF	splash10-03fr-1003900000-63f213b5dee74943ae63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 20V, Positive-QTOF	splash10-01si-8129400000-cd6942f2f0f79e811aaa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 40V, Positive-QTOF	splash10-00o0-9034100000-fca7961747973d68e9d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 10V, Negative-QTOF	splash10-004i-0000900000-d882becd1dac93dcc927	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 20V, Negative-QTOF	splash10-004i-0001900000-c32c168afe77da1297e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 40V, Negative-QTOF	splash10-03yi-3009400000-40cf875bbfcdfe4e2658	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 10V, Negative-QTOF	splash10-004i-0000900000-a509d4af6bebc9e05806	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 20V, Negative-QTOF	splash10-004i-0000900000-aa84c8d2891f8e6bb80f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 40V, Negative-QTOF	splash10-004i-1009700000-c06a9cac1595eafd7cb6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 10V, Positive-QTOF	splash10-004i-0017900000-edbe38e81ccdb54bd714	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 20V, Positive-QTOF	splash10-057i-9248500000-eb56f5ca1b49cd6ca4d3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyergosta-7,22-dien-6-one 40V, Positive-QTOF	splash10-0560-9422000000-aa45fcc0938de4a7474d	2021-09-23	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

FDB008644

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

6293947

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 3,5-Dihydroxyergosta-7,22-dien-6-one (HMDB0031953)

MOL for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

3D MOL for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

3D SDF for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

3D-SDF for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

PDB for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

3D PDB for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

SMILES for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

INCHI for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

Structure for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

3D Structure for HMDB0031953 (3,5-Dihydroxyergosta-7,22-dien-6-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra