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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:39 UTC

Update Date

2022-03-07 02:52:25 UTC

HMDB ID

HMDB0030085

Secondary Accession Numbers

HMDB30085

Metabolite Identification

Common Name

Pubescenol

Description

Pubescenol belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Pubescenol 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 02241217342D          

 34 39  0  0  0  0            999 V2000
    3.7621    1.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107    1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    2.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502   -0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348   -0.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0189   -0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789   -2.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3940   -1.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090   -2.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090   -3.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -1.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090   -0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    0.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2502    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637    0.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268    0.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9549    0.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8508    2.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6580    2.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9137    3.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3940   -0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3940   -1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789   -0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -1.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502   -2.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  1  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
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  4  5  1  0  0  0  0
  4 20  1  0  0  0  0
  4 32  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
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 14 15  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0030085
     RDKit          3D
Pubescenol
 76 81  0  0  0  0  0  0  0  0999 V2000
   -3.0692    1.3704   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.3439   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3159   -1.4732   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3489   -0.5225   -0.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4112   -0.9724    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -1.2964    1.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.8512    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8685   -1.0734    0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0423   -1.9981    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7500   -0.5960   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
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 34 75  1  0
 34 76  1  0
M  END


  Mrv0541 02241217342D          

 34 39  0  0  0  0            999 V2000
    3.7621    1.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030085

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CCC2C3C(O)CC4C(O)CCC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O6/c1-14(21-13-26(3)28(5,34-26)24(32)33-21)15-6-7-16-23-17(10-11-25(15,16)2)27(4)18(12-20(23)30)19(29)8-9-22(27)31/h14-21,23,29-30H,6-13H2,1-5H3

> <INCHI_KEY>
DGMHVWLIESGCSH-UHFFFAOYSA-N

> <FORMULA>
C28H42O6

> <MOLECULAR_WEIGHT>
474.6295

> <EXACT_MASS>
474.298139076

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
54.233081026321095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(1-{6,9-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-one

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.2251021429999978

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.21245893624383

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.604153670657226

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8357149983181618

> <JCHEM_POLAR_SURFACE_AREA>
96.36

> <JCHEM_REFRACTIVITY>
125.84379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(1-{6,9-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030085
     RDKit          3D
Pubescenol
 76 81  0  0  0  0  0  0  0  0999 V2000
   -3.0692    1.3704   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.3439   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882    0.6214    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    0.3501    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7209   -0.3155    1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7501    0.4569    0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361   -1.4511    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -1.7338    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9765   -2.2866    1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3159   -1.4732   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0726   -2.0230   -1.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3489   -0.5225   -0.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591    0.8241   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    0.8757    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0929    1.4786    1.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.4540    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.4350    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -0.9724    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -1.2964    1.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.8512    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8685   -1.0734    0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0423   -1.9981    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9637   -2.9029   -1.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -1.1784    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2908    0.0628   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    0.7406   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    1.9391   -0.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -0.1032   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8639   -0.8521   -2.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    0.6639   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982    0.4714   -2.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1707    0.7093   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222    1.4315   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863    2.8891   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045    2.3799   -2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985    0.5329   -2.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1498    1.2955   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318    2.4089   -0.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    1.2909   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670    1.3399    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124   -0.3096    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6014    1.5410    0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7754    0.2419    1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    0.2884   -0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1461   -1.8824    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0341   -3.3798    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -2.2746    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -0.2635   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013    1.4888    1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135   -0.1135    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    0.9204    2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2236    2.5052    2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.4354    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4505    0.7086    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -1.3250   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -2.0298    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053   -2.6182    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612   -2.4509   -0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.4337    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551   -2.6046    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6323   -3.6118   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191   -1.8408   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5939   -0.9669    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948    0.7900   -0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -0.1099   -1.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5834   -0.2425   -3.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3640   -1.8327   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9592   -1.0849   -2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906    1.7592   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619    1.0686   -2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.5960   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.2483   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    1.2560   -2.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    3.4582   -0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419    3.4301   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5322    2.9956   -2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 12  3  1  0
 33 13  1  0
  8  5  1  0
 33 16  1  0
 30 17  1  0
 28 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 18 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
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
 32 72  1  0
 32 73  1  0
 34 74  1  0
 34 75  1  0
 34 76  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.023   2.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.993   3.225   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.136   4.257   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.467  -1.215   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.998  -1.690   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.902  -0.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.998   0.800   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.473   2.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.385   3.353   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.134  -4.296   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.469  -3.525   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.803  -4.296   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.803  -5.836   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -7.136  -3.525   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.136  -1.985   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.803  -1.215   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.803   0.325   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.134   0.325   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.802   1.095   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.467   0.325   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.306   1.857   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.837   0.256   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.516   1.762   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.009   1.441   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.980   2.586   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.455   4.052   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.962   4.370   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.439   5.836   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.469  -0.445   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.469  -1.985   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.134  -1.215   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.802  -1.985   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.802  -3.525   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.467  -4.296   0.000  0.00  0.00           O+0
CONECT    1    2   23                                                       
CONECT    2    1    3   23   27                                             
CONECT    3    2                                                            
CONECT    4    5   20   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9   25                                                  
CONECT    9    8                                                            
CONECT   10   11   33                                                       
CONECT   11   10   12   30                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   30                                                  
CONECT   17   16                                                            
CONECT   18   19   31                                                       
CONECT   19   18   20                                                       
CONECT   20    4    7   19   21                                             
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    1    2   22   24                                             
CONECT   24   23   25                                                       
CONECT   25    8   24   26                                                  
CONECT   26   25   27                                                       
CONECT   27    2   26   28                                                  
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30   11   16   29   31                                             
CONECT   31   18   30   32                                                  
CONECT   32    4   31   33                                                  
CONECT   33   10   32   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0030085
HETATM    1  C1  UNL     1      -3.069   1.370  -1.989  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.870   1.344  -0.455  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.088   0.621   0.000  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.360   0.350   1.416  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.721  -0.316   1.441  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.750   0.457   0.656  1.00  0.00           C  
HETATM    7  O1  UNL     1      -6.136  -1.451   1.928  1.00  0.00           O  
HETATM    8  C7  UNL     1      -5.334  -1.734   0.941  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.976  -2.287   1.403  1.00  0.00           C  
HETATM   10  C9  UNL     1      -5.316  -1.473  -0.487  1.00  0.00           C  
HETATM   11  O2  UNL     1      -6.073  -2.023  -1.346  1.00  0.00           O  
HETATM   12  O3  UNL     1      -4.349  -0.523  -0.848  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.559   0.824  -0.045  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.441   0.876   1.456  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.093   1.479   1.773  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.682   1.454   0.504  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.773   0.435   0.430  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.411  -0.972   0.621  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.054  -1.296   1.936  1.00  0.00           O  
HETATM   20  C16 UNL     1       2.614  -1.851   0.303  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.869  -1.073   0.137  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.042  -1.998   0.009  1.00  0.00           C  
HETATM   23  O5  UNL     1       4.964  -2.903  -1.014  1.00  0.00           O  
HETATM   24  C19 UNL     1       6.301  -1.178   0.023  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.291   0.063  -0.784  1.00  0.00           C  
HETATM   26  C21 UNL     1       4.997   0.741  -0.920  1.00  0.00           C  
HETATM   27  O6  UNL     1       4.931   1.939  -0.948  1.00  0.00           O  
HETATM   28  C22 UNL     1       3.769  -0.103  -1.022  1.00  0.00           C  
HETATM   29  C23 UNL     1       3.864  -0.852  -2.319  1.00  0.00           C  
HETATM   30  C24 UNL     1       2.498   0.664  -0.849  1.00  0.00           C  
HETATM   31  C25 UNL     1       1.598   0.471  -2.012  1.00  0.00           C  
HETATM   32  C26 UNL     1       0.171   0.709  -1.852  1.00  0.00           C  
HETATM   33  C27 UNL     1      -0.322   1.431  -0.633  1.00  0.00           C  
HETATM   34  C28 UNL     1      -0.486   2.889  -1.036  1.00  0.00           C  
HETATM   35  H1  UNL     1      -2.805   2.380  -2.405  1.00  0.00           H  
HETATM   36  H2  UNL     1      -2.598   0.533  -2.492  1.00  0.00           H  
HETATM   37  H3  UNL     1      -4.150   1.295  -2.257  1.00  0.00           H  
HETATM   38  H4  UNL     1      -2.932   2.409  -0.160  1.00  0.00           H  
HETATM   39  H5  UNL     1      -4.964   1.291  -0.329  1.00  0.00           H  
HETATM   40  H6  UNL     1      -4.567   1.340   1.926  1.00  0.00           H  
HETATM   41  H7  UNL     1      -3.712  -0.310   1.974  1.00  0.00           H  
HETATM   42  H8  UNL     1      -6.601   1.541   0.837  1.00  0.00           H  
HETATM   43  H9  UNL     1      -7.775   0.242   1.086  1.00  0.00           H  
HETATM   44  H10 UNL     1      -6.723   0.288  -0.423  1.00  0.00           H  
HETATM   45  H11 UNL     1      -3.146  -1.882   0.812  1.00  0.00           H  
HETATM   46  H12 UNL     1      -4.034  -3.380   1.118  1.00  0.00           H  
HETATM   47  H13 UNL     1      -3.850  -2.275   2.483  1.00  0.00           H  
HETATM   48  H14 UNL     1      -1.519  -0.263  -0.399  1.00  0.00           H  
HETATM   49  H15 UNL     1      -2.201   1.489   1.959  1.00  0.00           H  
HETATM   50  H16 UNL     1      -1.414  -0.114   1.935  1.00  0.00           H  
HETATM   51  H17 UNL     1       0.477   0.920   2.539  1.00  0.00           H  
HETATM   52  H18 UNL     1      -0.224   2.505   2.193  1.00  0.00           H  
HETATM   53  H19 UNL     1       1.263   2.435   0.505  1.00  0.00           H  
HETATM   54  H20 UNL     1       2.450   0.709   1.301  1.00  0.00           H  
HETATM   55  H21 UNL     1       0.601  -1.325  -0.039  1.00  0.00           H  
HETATM   56  H22 UNL     1       0.371  -2.030   1.925  1.00  0.00           H  
HETATM   57  H23 UNL     1       2.805  -2.618   1.104  1.00  0.00           H  
HETATM   58  H24 UNL     1       2.461  -2.451  -0.618  1.00  0.00           H  
HETATM   59  H25 UNL     1       4.109  -0.434   1.038  1.00  0.00           H  
HETATM   60  H26 UNL     1       5.055  -2.605   0.964  1.00  0.00           H  
HETATM   61  H27 UNL     1       5.632  -3.612  -0.858  1.00  0.00           H  
HETATM   62  H28 UNL     1       7.119  -1.841  -0.380  1.00  0.00           H  
HETATM   63  H29 UNL     1       6.594  -0.967   1.071  1.00  0.00           H  
HETATM   64  H30 UNL     1       6.995   0.790  -0.280  1.00  0.00           H  
HETATM   65  H31 UNL     1       6.788  -0.110  -1.786  1.00  0.00           H  
HETATM   66  H32 UNL     1       3.583  -0.242  -3.196  1.00  0.00           H  
HETATM   67  H33 UNL     1       3.364  -1.833  -2.331  1.00  0.00           H  
HETATM   68  H34 UNL     1       4.959  -1.085  -2.479  1.00  0.00           H  
HETATM   69  H35 UNL     1       2.791   1.759  -0.847  1.00  0.00           H  
HETATM   70  H36 UNL     1       2.062   1.069  -2.857  1.00  0.00           H  
HETATM   71  H37 UNL     1       1.750  -0.596  -2.360  1.00  0.00           H  
HETATM   72  H38 UNL     1      -0.424  -0.248  -1.901  1.00  0.00           H  
HETATM   73  H39 UNL     1      -0.176   1.256  -2.782  1.00  0.00           H  
HETATM   74  H40 UNL     1       0.474   3.458  -0.804  1.00  0.00           H  
HETATM   75  H41 UNL     1      -1.242   3.430  -0.477  1.00  0.00           H  
HETATM   76  H42 UNL     1      -0.532   2.996  -2.144  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   13   38
CONECT    3    4   12   39
CONECT    4    5   40   41
CONECT    5    6    7    8
CONECT    6   42   43   44
CONECT    7    8
CONECT    8    9   10
CONECT    9   45   46   47
CONECT   10   11   11   12
CONECT   13   14   33   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   33   53
CONECT   17   18   30   54
CONECT   18   19   20   55
CONECT   19   56
CONECT   20   21   57   58
CONECT   21   22   28   59
CONECT   22   23   24   60
CONECT   23   61
CONECT   24   25   62   63
CONECT   25   26   64   65
CONECT   26   27   27   28
CONECT   28   29   30
CONECT   29   66   67   68
CONECT   30   31   69
CONECT   31   32   70   71
CONECT   32   33   72   73
CONECT   33   34
CONECT   34   74   75   76
END

HMDB0030085
     RDKit          3D
Pubescenol
 76 81  0  0  0  0  0  0  0  0999 V2000
   -3.0692    1.3704   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    1.3439   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882    0.6214    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    0.3501    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7209   -0.3155    1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7501    0.4569    0.6563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361   -1.4511    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -1.7338    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9765   -2.2866    1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3159   -1.4732   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0726   -2.0230   -1.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3489   -0.5225   -0.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591    0.8241   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    0.8757    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0929    1.4786    1.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    1.4540    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.4350    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -0.9724    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -1.2964    1.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.8512    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8685   -1.0734    0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0423   -1.9981    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9637   -2.9029   -1.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -1.1784    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2908    0.0628   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    0.7406   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    1.9391   -0.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -0.1032   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8639   -0.8521   -2.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    0.6639   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982    0.4714   -2.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1707    0.7093   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222    1.4315   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863    2.8891   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045    2.3799   -2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985    0.5329   -2.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1498    1.2955   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318    2.4089   -0.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9640    1.2909   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670    1.3399    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124   -0.3096    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6014    1.5410    0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7754    0.2419    1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    0.2884   -0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1461   -1.8824    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0341   -3.3798    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -2.2746    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -0.2635   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013    1.4888    1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135   -0.1135    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    0.9204    2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2236    2.5052    2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2629    2.4354    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4505    0.7086    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -1.3250   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -2.0298    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053   -2.6182    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4612   -2.4509   -0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.4337    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551   -2.6046    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6323   -3.6118   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191   -1.8408   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5939   -0.9669    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948    0.7900   -0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7876   -0.1099   -1.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5834   -0.2425   -3.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3640   -1.8327   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9592   -1.0849   -2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906    1.7592   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619    1.0686   -2.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -0.5960   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.2483   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    1.2560   -2.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    3.4582   -0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2419    3.4301   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5322    2.9956   -2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 12  3  1  0
 33 13  1  0
  8  5  1  0
 33 16  1  0
 30 17  1  0
 28 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 18 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
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
 32 72  1  0
 32 73  1  0
 34 74  1  0
 34 75  1  0
 34 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24S,25S-Epoxy-4a,7a-dihydroxy-1-oxowithanolide	HMDB
4a,7a-Dihydroxy-1-oxo-24a,25a-epoxywithanolide	HMDB

Chemical Formula

C₂₈H₄₂O₆

Average Molecular Weight

474.6295

Monoisotopic Molecular Weight

474.298139076

IUPAC Name

4-(1-{6,9-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-one

Traditional Name

4-(1-{6,9-dihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}ethyl)-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-one

CAS Registry Number

90685-93-1

SMILES

CC(C1CCC2C3C(O)CC4C(O)CCC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1

InChI Identifier

InChI=1S/C28H42O6/c1-14(21-13-26(3)28(5,34-26)24(32)33-21)15-6-7-16-23-17(10-11-25(15,16)2)27(4)18(12-20(23)30)19(29)8-9-22(27)31/h14-21,23,29-30H,6-13H2,1-5H3

InChI Key

DGMHVWLIESGCSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
4-hydroxysteroid
Hydroxysteroid
1-oxosteroid
Oxosteroid
7-hydroxysteroid
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
Oxane
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Lactone
Ketone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Oxirane
Ether
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	180 - 182 °C	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	0.005 g/L	ALOGPS
logP	2.84	ALOGPS
logP	3.23	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.84 m³·mol⁻¹	ChemAxon
Polarizability	54.23 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	208.462	31661259
DarkChem	[M-H]-	204.188	31661259
DeepCCS	[M-2H]-	239.411	30932474
DeepCCS	[M+Na]+	214.639	30932474
AllCCS	[M+H]+	214.6	32859911
AllCCS	[M+H-H2O]+	212.9	32859911
AllCCS	[M+NH4]+	216.3	32859911
AllCCS	[M+Na]+	216.7	32859911
AllCCS	[M-H]-	215.0	32859911
AllCCS	[M+Na-2H]-	216.9	32859911
AllCCS	[M+HCOO]-	219.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pubescenol	CC(C1CCC2C3C(O)CC4C(O)CCC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1	2856.0	Standard polar	33892256
Pubescenol	CC(C1CCC2C3C(O)CC4C(O)CCC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1	3462.2	Standard non polar	33892256
Pubescenol	CC(C1CCC2C3C(O)CC4C(O)CCC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1	4151.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pubescenol,1TMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C)CC4C(O)CCC(=O)C4(C)C3CCC12C	3935.1	Semi standard non polar	33892256
Pubescenol,1TMS,isomer #2	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O[Si](C)(C)C)CCC(=O)C4(C)C3CCC12C	3967.1	Semi standard non polar	33892256
Pubescenol,1TMS,isomer #3	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O)CC=C(O[Si](C)(C)C)C4(C)C3CCC12C	3893.8	Semi standard non polar	33892256
Pubescenol,2TMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C)CC4C(O[Si](C)(C)C)CCC(=O)C4(C)C3CCC12C	3864.9	Semi standard non polar	33892256
Pubescenol,2TMS,isomer #2	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C)CC4C(O)CC=C(O[Si](C)(C)C)C4(C)C3CCC12C	3793.8	Semi standard non polar	33892256
Pubescenol,2TMS,isomer #3	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O[Si](C)(C)C)CC=C(O[Si](C)(C)C)C4(C)C3CCC12C	3845.5	Semi standard non polar	33892256
Pubescenol,3TMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C)CC4C(O[Si](C)(C)C)CC=C(O[Si](C)(C)C)C4(C)C3CCC12C	3705.2	Semi standard non polar	33892256
Pubescenol,3TMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C)CC4C(O[Si](C)(C)C)CC=C(O[Si](C)(C)C)C4(C)C3CCC12C	3570.7	Standard non polar	33892256
Pubescenol,1TBDMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4C(O)CCC(=O)C4(C)C3CCC12C	4146.2	Semi standard non polar	33892256
Pubescenol,1TBDMS,isomer #2	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O[Si](C)(C)C(C)(C)C)CCC(=O)C4(C)C3CCC12C	4179.2	Semi standard non polar	33892256
Pubescenol,1TBDMS,isomer #3	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O)CC=C(O[Si](C)(C)C(C)(C)C)C4(C)C3CCC12C	4116.2	Semi standard non polar	33892256
Pubescenol,2TBDMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4C(O[Si](C)(C)C(C)(C)C)CCC(=O)C4(C)C3CCC12C	4291.6	Semi standard non polar	33892256
Pubescenol,2TBDMS,isomer #2	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4C(O)CC=C(O[Si](C)(C)C(C)(C)C)C4(C)C3CCC12C	4213.7	Semi standard non polar	33892256
Pubescenol,2TBDMS,isomer #3	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O)CC4C(O[Si](C)(C)C(C)(C)C)CC=C(O[Si](C)(C)C(C)(C)C)C4(C)C3CCC12C	4274.0	Semi standard non polar	33892256
Pubescenol,3TBDMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4C(O[Si](C)(C)C(C)(C)C)CC=C(O[Si](C)(C)C(C)(C)C)C4(C)C3CCC12C	4326.0	Semi standard non polar	33892256
Pubescenol,3TBDMS,isomer #1	CC(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4C(O[Si](C)(C)C(C)(C)C)CC=C(O[Si](C)(C)C(C)(C)C)C4(C)C3CCC12C	4121.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pubescenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pvi-0014900000-46ac5a2362010b8c1e6b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pubescenol GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-4021889000-12afc0e27df050dd315b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pubescenol 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 - Pubescenol 10V, Positive-QTOF	splash10-0a4r-0001900000-03acb04fa1ad09090760	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 20V, Positive-QTOF	splash10-0550-0037900000-1e4d82689e4dcb1f8946	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 40V, Positive-QTOF	splash10-0006-0429200000-66a9bb9e4a69e88f0328	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 10V, Negative-QTOF	splash10-00fr-0000900000-4245219ddb1ee2ecf599	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 20V, Negative-QTOF	splash10-014i-9000700000-265cf65bffb1d9ee3fb8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 40V, Negative-QTOF	splash10-015c-8009300000-bf5fb9d485146b7ea039	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 10V, Negative-QTOF	splash10-00di-0000900000-7d93e3195cab90868650	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 20V, Negative-QTOF	splash10-00di-0001900000-b6fc4d701a8c9d98a8c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 40V, Negative-QTOF	splash10-01c0-0209500000-e6c273c5d26752722e9f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 10V, Positive-QTOF	splash10-004i-0004900000-b26b4e3072bb383fb641	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 20V, Positive-QTOF	splash10-0ar0-0329700000-06076e1cfe167001b744	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubescenol 40V, Positive-QTOF	splash10-0400-0494400000-6925b63d67e32c60d73c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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

FDB001396

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

131750955

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 Pubescenol (HMDB0030085)

MOL for HMDB0030085 (Pubescenol)

3D MOL for HMDB0030085 (Pubescenol)

3D SDF for HMDB0030085 (Pubescenol)

3D-SDF for HMDB0030085 (Pubescenol)

PDB for HMDB0030085 (Pubescenol)

3D PDB for HMDB0030085 (Pubescenol)

SMILES for HMDB0030085 (Pubescenol)

INCHI for HMDB0030085 (Pubescenol)

Structure for HMDB0030085 (Pubescenol)

3D Structure for HMDB0030085 (Pubescenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra