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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:14:20 UTC

Update Date

2022-03-07 02:54:05 UTC

HMDB ID

HMDB0034400

Secondary Accession Numbers

HMDB34400

Metabolite Identification

Common Name

Withaperuvin F

Description

Withaperuvin F 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. Based on a literature review a significant number of articles have been published on Withaperuvin F.

Structure

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

  Mrv0541 02241219192D          

 36 41  0  0  0  0            999 V2000
   -2.8051   -0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6069   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9275    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4469    1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439    0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427    0.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609    0.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5609    0.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2409    1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2409   -0.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208   -0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0039   -0.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0039    1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887    1.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2863    0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881    0.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7293    0.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881   -0.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7293    0.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7633   -0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0803   -1.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045   -1.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676    1.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015   -0.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657   -1.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  2 27  1  0  0  0  0
  3  4  1  0  0  0  0
  3 28  1  0  0  0  0
  4  5  1  0  0  0  0
  4 33  2  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 29  1  0  0  0  0
  7 32  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  8 34  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 30  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 35  2  0  0  0  0
 23 24  1  0  0  0  0
 23 31  1  0  0  0  0
 24 25  1  0  0  0  0
 24 36  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0034400
     RDKit          3D
Withaperuvin F
 74 79  0  0  0  0  0  0  0  0999 V2000
    5.7149   -1.1858    2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2052   -0.3601    1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    0.5944    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.8909    1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.4190   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254    2.3345   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433    1.1004   -1.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -0.2413   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916   -0.5480   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -1.9963   -1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -0.2616   -3.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4003   -1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936    1.6887   -1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    0.3706   -2.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6817    0.6925   -2.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.7356   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752    1.0127   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    1.5833   -1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492    0.6710   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993    0.9055   -1.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1754   -0.0820   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2538   -0.3361    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -0.6278    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -0.8095    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5220    0.4233   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341    1.5764    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3759    0.7200    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9142    1.8796    1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512    0.4820    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996   -0.5420    1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -0.5817    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8072   -1.2508    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3284   -2.2224    2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3292    0.7212    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5849    1.9470    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.8652   -1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -2.5079   -0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.2602   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -2.4855   -2.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7222   -0.6347   -3.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    1.0802   -3.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.8565   -3.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8869    1.7340   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4278    2.6029   -0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2420   -0.1076   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846   -2.1459   -0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146   -1.7846   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5202   -1.8081    2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -0.1542    3.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071   -1.0811   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8132    0.1624    1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -0.9091    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529   -1.7001   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492    1.1906    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    1.9784    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    2.4276    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5418    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911    1.4030    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1858    0.0570    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -1.6247    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  5  7  1  0
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 36  2  1  0
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 31 67  1  0
 31 68  1  0
 31 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 36 73  1  0
 36 74  1  0
M  END

  Mrv0541 02241219192D          

 36 41  0  0  0  0            999 V2000
   -2.8051   -0.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6069   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9275    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4469    1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 35  2  0  0  0  0
 23 24  1  0  0  0  0
 23 31  1  0  0  0  0
 24 25  1  0  0  0  0
 24 36  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034400

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O8/c1-13-10-20(36-23(31)14(13)2)26(5,32)27(33)9-7-16-15-11-21-28(34)22(30)18(35-21)12-19(29)25(28,4)17(15)6-8-24(16,27)3/h7,15,17-18,20-22,30,32-34H,6,8-12H2,1-5H3

> <INCHI_KEY>
YZKXYOSYQKJNOD-UHFFFAOYSA-N

> <FORMULA>
C28H38O8

> <MOLECULAR_WEIGHT>
502.5965

> <EXACT_MASS>
502.256668192

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
54.244644274707184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-7,16,17-trihydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadec-4-en-13-one

> <ALOGPS_LOGP>
1.46

> <JCHEM_LOGP>
1.377654083

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.797151425777969

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.119656362363411

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6076774642386438

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
129.2864

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-7,16,17-trihydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadec-4-en-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034400
     RDKit          3D
Withaperuvin F
 74 79  0  0  0  0  0  0  0  0999 V2000
    5.7149   -1.1858    2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2052   -0.3601    1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    0.5944    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.8909    1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.4190   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254    2.3345   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433    1.1004   -1.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -0.2413   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916   -0.5480   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -1.9963   -1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -0.2616   -3.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4003   -1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936    1.6887   -1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    0.3706   -2.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6817    0.6925   -2.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.7356   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752    1.0127   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    1.5833   -1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492    0.6710   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993    0.9055   -1.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1754   -0.0820   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4868   -1.4184   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3553   -1.5953    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023   -2.7298    0.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289   -0.5055    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -0.7021    2.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2538   -0.3361    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -0.6278    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -0.8095    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5220    0.4233   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341    1.5764    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3759    0.7200    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9142    1.8796    1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512    0.4820    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996   -0.5420    1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -0.5817    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8072   -1.2508    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3284   -2.2224    2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3939   -0.7705    3.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0676    0.2316    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3292    0.7212    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5849    1.9470    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.8652   -1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -2.5079   -0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.2602   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -2.4855   -2.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7153   -0.9713   -3.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997    2.3557   -1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7222   -0.6347   -3.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    1.0802   -3.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.8565   -3.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    1.7694    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8869    1.7340   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4278    2.6029   -0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545   -0.3179   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2420   -0.1076   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846   -2.1459   -0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146   -1.7846   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -0.3954    2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202   -1.8081    2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -0.1542    3.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071   -1.0811   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -1.6124    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132    0.1624    1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -0.9091    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529   -1.7001   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492    1.1906    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    1.9784    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    2.4276    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5418    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911    1.4030    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9797   -0.4074    2.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858    0.0570    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -1.6247    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 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
 25 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  8 36  1  0
 36  2  1  0
 30 12  1  0
 30 16  1  0
 27 17  1  0
 32 19  1  0
 34 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 36 73  1  0
 36 74  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  C   UNK     0      -5.236  -0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.733  -0.523   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.331   0.972   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.434   2.169   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.938   2.020   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.189   0.673   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.693   0.374   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.047   0.225   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.047   1.720   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.450   2.169   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.345   0.972   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.450  -0.223   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.345  -1.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.693  -1.571   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.741  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.842   0.972   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.741   2.169   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.236   1.869   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.379   3.515   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.379  -0.972   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.631  -2.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.985  -2.169   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.236  -0.673   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.134   0.673   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.631   0.374   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.828   1.421   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.631  -1.720   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.828   1.122   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.291  -0.972   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.150  -1.869   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.488  -2.020   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.842   2.020   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.033   3.666   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.496  -1.271   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.536  -3.666   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.733   2.020   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   27                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   29   32                                             
CONECT    8    7    9   12   34                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12    8   11   13   30                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   11   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   35                                                  
CONECT   23   15   22   24   31                                             
CONECT   24   18   23   25   36                                             
CONECT   25   20   24   26                                                  
CONECT   26   25                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29    7                                                            
CONECT   30   12                                                            
CONECT   31   23                                                            
CONECT   32    7                                                            
CONECT   33    4                                                            
CONECT   34    8                                                            
CONECT   35   22                                                            
CONECT   36   24                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

COMPND    HMDB0034400
HETATM    1  C1  UNL     1       5.715  -1.186   2.226  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.205  -0.360   1.090  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.954   0.594   0.573  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.329   0.891   1.096  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.523   1.419  -0.566  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.225   2.334  -1.066  1.00  0.00           O  
HETATM    7  O2  UNL     1       4.243   1.100  -1.062  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.840  -0.241  -0.884  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.592  -0.548  -1.681  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.320  -1.996  -1.729  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.077  -0.262  -3.008  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.473   0.400  -1.541  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.094   1.689  -1.624  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.700   0.371  -2.871  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.682   0.693  -2.450  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.797   0.736  -1.151  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.975   1.013  -0.287  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.118   1.583  -1.101  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.249   0.671  -0.831  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.499   0.905  -1.222  1.00  0.00           O  
HETATM   21  C16 UNL     1      -6.175  -0.082  -0.450  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.487  -1.418  -0.479  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.355  -1.595   0.415  1.00  0.00           C  
HETATM   24  O6  UNL     1      -4.002  -2.730   0.689  1.00  0.00           O  
HETATM   25  C19 UNL     1      -3.529  -0.506   1.075  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.439  -0.702   2.544  1.00  0.00           C  
HETATM   27  C21 UNL     1      -2.254  -0.336   0.345  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.029  -0.628   1.183  1.00  0.00           C  
HETATM   29  C23 UNL     1       0.229  -0.809   0.332  1.00  0.00           C  
HETATM   30  C24 UNL     1       0.522   0.423  -0.481  1.00  0.00           C  
HETATM   31  C25 UNL     1       0.834   1.576   0.446  1.00  0.00           C  
HETATM   32  C26 UNL     1      -4.376   0.720   0.703  1.00  0.00           C  
HETATM   33  O7  UNL     1      -3.914   1.880   1.240  1.00  0.00           O  
HETATM   34  C27 UNL     1      -5.851   0.482   0.948  1.00  0.00           C  
HETATM   35  O8  UNL     1      -6.100  -0.542   1.836  1.00  0.00           O  
HETATM   36  C28 UNL     1       3.840  -0.582   0.547  1.00  0.00           C  
HETATM   37  H1  UNL     1       6.807  -1.251   2.204  1.00  0.00           H  
HETATM   38  H2  UNL     1       5.328  -2.222   2.107  1.00  0.00           H  
HETATM   39  H3  UNL     1       5.394  -0.771   3.211  1.00  0.00           H  
HETATM   40  H4  UNL     1       8.068   0.232   0.591  1.00  0.00           H  
HETATM   41  H5  UNL     1       7.329   0.721   2.194  1.00  0.00           H  
HETATM   42  H6  UNL     1       7.585   1.947   0.915  1.00  0.00           H  
HETATM   43  H7  UNL     1       4.663  -0.865  -1.353  1.00  0.00           H  
HETATM   44  H8  UNL     1       2.259  -2.508  -0.752  1.00  0.00           H  
HETATM   45  H9  UNL     1       1.477  -2.260  -2.401  1.00  0.00           H  
HETATM   46  H10 UNL     1       3.215  -2.485  -2.227  1.00  0.00           H  
HETATM   47  H11 UNL     1       3.715  -0.971  -3.270  1.00  0.00           H  
HETATM   48  H12 UNL     1       1.400   2.356  -1.746  1.00  0.00           H  
HETATM   49  H13 UNL     1       0.722  -0.635  -3.339  1.00  0.00           H  
HETATM   50  H14 UNL     1       1.069   1.080  -3.606  1.00  0.00           H  
HETATM   51  H15 UNL     1      -1.449   0.857  -3.233  1.00  0.00           H  
HETATM   52  H16 UNL     1      -1.715   1.769   0.467  1.00  0.00           H  
HETATM   53  H17 UNL     1      -2.887   1.734  -2.151  1.00  0.00           H  
HETATM   54  H18 UNL     1      -3.428   2.603  -0.716  1.00  0.00           H  
HETATM   55  H19 UNL     1      -3.954  -0.318  -1.227  1.00  0.00           H  
HETATM   56  H20 UNL     1      -7.242  -0.108  -0.650  1.00  0.00           H  
HETATM   57  H21 UNL     1      -6.285  -2.146  -0.120  1.00  0.00           H  
HETATM   58  H22 UNL     1      -5.315  -1.785  -1.536  1.00  0.00           H  
HETATM   59  H23 UNL     1      -2.456  -0.395   2.954  1.00  0.00           H  
HETATM   60  H24 UNL     1      -3.520  -1.808   2.744  1.00  0.00           H  
HETATM   61  H25 UNL     1      -4.199  -0.154   3.136  1.00  0.00           H  
HETATM   62  H26 UNL     1      -2.207  -1.081  -0.504  1.00  0.00           H  
HETATM   63  H27 UNL     1      -1.178  -1.612   1.681  1.00  0.00           H  
HETATM   64  H28 UNL     1      -0.813   0.162   1.906  1.00  0.00           H  
HETATM   65  H29 UNL     1       1.032  -0.909   1.087  1.00  0.00           H  
HETATM   66  H30 UNL     1       0.053  -1.700  -0.269  1.00  0.00           H  
HETATM   67  H31 UNL     1       0.849   1.191   1.481  1.00  0.00           H  
HETATM   68  H32 UNL     1       1.864   1.978   0.255  1.00  0.00           H  
HETATM   69  H33 UNL     1       0.173   2.428   0.393  1.00  0.00           H  
HETATM   70  H34 UNL     1      -4.625   2.542   1.295  1.00  0.00           H  
HETATM   71  H35 UNL     1      -6.391   1.403   1.153  1.00  0.00           H  
HETATM   72  H36 UNL     1      -6.980  -0.407   2.266  1.00  0.00           H  
HETATM   73  H37 UNL     1       3.186   0.057   1.181  1.00  0.00           H  
HETATM   74  H38 UNL     1       3.571  -1.625   0.788  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    3   36
CONECT    3    4    5
CONECT    4   40   41   42
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   36   43
CONECT    9   10   11   12
CONECT   10   44   45   46
CONECT   11   47
CONECT   12   13   14   30
CONECT   13   48
CONECT   14   15   49   50
CONECT   15   16   16   51
CONECT   16   17   30
CONECT   17   18   27   52
CONECT   18   19   53   54
CONECT   19   20   32   55
CONECT   20   21
CONECT   21   22   34   56
CONECT   22   23   57   58
CONECT   23   24   24   25
CONECT   25   26   27   32
CONECT   26   59   60   61
CONECT   27   28   62
CONECT   28   29   63   64
CONECT   29   30   65   66
CONECT   30   31
CONECT   31   67   68   69
CONECT   32   33   34
CONECT   33   70
CONECT   34   35   71
CONECT   35   72
CONECT   36   73   74
END

HMDB0034400
     RDKit          3D
Withaperuvin F
 74 79  0  0  0  0  0  0  0  0999 V2000
    5.7149   -1.1858    2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2052   -0.3601    1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    0.5944    0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    0.8909    1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233    1.4190   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254    2.3345   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433    1.1004   -1.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8399   -0.2413   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5916   -0.5480   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200   -1.9963   -1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -0.2616   -3.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4003   -1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936    1.6887   -1.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    0.3706   -2.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6817    0.6925   -2.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    0.7356   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752    1.0127   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    1.5833   -1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492    0.6710   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993    0.9055   -1.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1754   -0.0820   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4868   -1.4184   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3553   -1.5953    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023   -2.7298    0.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289   -0.5055    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -0.7021    2.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2538   -0.3361    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -0.6278    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -0.8095    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5220    0.4233   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341    1.5764    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3759    0.7200    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9142    1.8796    1.2400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512    0.4820    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996   -0.5420    1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -0.5817    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8072   -1.2508    2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3284   -2.2224    2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3939   -0.7705    3.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0676    0.2316    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3292    0.7212    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5849    1.9470    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.8652   -1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -2.5079   -0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -2.2602   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -2.4855   -2.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7153   -0.9713   -3.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997    2.3557   -1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7222   -0.6347   -3.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    1.0802   -3.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.8565   -3.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    1.7694    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8869    1.7340   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4278    2.6029   -0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545   -0.3179   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2420   -0.1076   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2846   -2.1459   -0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146   -1.7846   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -0.3954    2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202   -1.8081    2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989   -0.1542    3.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071   -1.0811   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -1.6124    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132    0.1624    1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -0.9091    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529   -1.7001   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492    1.1906    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8644    1.9784    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    2.4276    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6249    2.5418    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911    1.4030    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9797   -0.4074    2.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858    0.0570    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -1.6247    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 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
 25 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  8 36  1  0
 36  2  1  0
 30 12  1  0
 30 16  1  0
 27 17  1  0
 32 19  1  0
 34 21  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 36 73  1  0
 36 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3a,6a-Epoxy-4b,5,17b,20R-tetrahydroxy-1-oxo-5b,22R-witha-14,24-dienolide	HMDB

Chemical Formula

C₂₈H₃₈O₈

Average Molecular Weight

502.5965

Monoisotopic Molecular Weight

502.256668192

IUPAC Name

7-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-7,16,17-trihydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadec-4-en-13-one

Traditional Name

7-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-7,16,17-trihydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadec-4-en-13-one

CAS Registry Number

Not Available

SMILES

CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O

InChI Identifier

InChI=1S/C28H38O8/c1-13-10-20(36-23(31)14(13)2)26(5,32)27(33)9-7-16-15-11-21-28(34)22(30)18(35-21)12-19(29)25(28,4)17(15)6-8-24(16,27)3/h7,15,17-18,20-22,30,32-34H,6,8-12H2,1-5H3

InChI Key

YZKXYOSYQKJNOD-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
5-hydroxysteroid
Hydroxysteroid
Naphthofuran
Dihydropyranone
Oxepane
Pyran
Monosaccharide
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034400)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0034400)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034400)

Source

Endogenous

Endogenous (HMDB: HMDB0034400)

Plant

Plant (HMDB: HMDB0034400)

Animal

Animal (HMDB: HMDB0034400)

Exogenous

Food

Food (HMDB: HMDB0034400)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0034400)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034400)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034400)

Lipid metabolism pathway (HMDB: HMDB0034400)

Cellular process

Cell signaling (HMDB: HMDB0034400)

Biochemical process

Lipid transport (HMDB: HMDB0034400)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034400)

Molecular messenger

Signaling molecule (HMDB: HMDB0034400)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034400)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	174 - 175 °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	0.4 g/L	ALOGPS
logP	1.46	ALOGPS
logP	1.38	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.12	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	129.29 m³·mol⁻¹	ChemAxon
Polarizability	54.24 Å³	ChemAxon
Number of Rings	6	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]+	215.909	31661259
DarkChem	[M-H]-	207.419	31661259
DeepCCS	[M-2H]-	241.752	30932474
DeepCCS	[M+Na]+	217.177	30932474
AllCCS	[M+H]+	218.2	32859911
AllCCS	[M+H-H2O]+	216.5	32859911
AllCCS	[M+NH4]+	219.8	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	220.9	32859911
AllCCS	[M+Na-2H]-	222.9	32859911
AllCCS	[M+HCOO]-	225.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Withaperuvin F	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O	3940.0	Standard polar	33892256
Withaperuvin F	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O	3577.2	Standard non polar	33892256
Withaperuvin F	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O	4284.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Withaperuvin F,1TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4115.1	Semi standard non polar	33892256
Withaperuvin F,1TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4117.2	Semi standard non polar	33892256
Withaperuvin F,1TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	4137.2	Semi standard non polar	33892256
Withaperuvin F,1TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	4134.3	Semi standard non polar	33892256
Withaperuvin F,1TMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4094.6	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4096.0	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #10	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	4049.9	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	4073.0	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	4073.8	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4053.6	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	4085.7	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	4087.9	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #7	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4057.6	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #8	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	4098.1	Semi standard non polar	33892256
Withaperuvin F,2TMS,isomer #9	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	4028.2	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	4015.1	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #10	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3956.8	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	4018.4	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4007.6	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	4011.6	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	3972.1	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	3982.5	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #7	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	4023.1	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #8	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	3974.4	Semi standard non polar	33892256
Withaperuvin F,3TMS,isomer #9	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	3981.1	Semi standard non polar	33892256
Withaperuvin F,4TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3952.1	Semi standard non polar	33892256
Withaperuvin F,4TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O)C1	3895.2	Semi standard non polar	33892256
Withaperuvin F,4TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C)C1	3909.7	Semi standard non polar	33892256
Withaperuvin F,4TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3886.6	Semi standard non polar	33892256
Withaperuvin F,4TMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3875.8	Semi standard non polar	33892256
Withaperuvin F,5TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3807.1	Semi standard non polar	33892256
Withaperuvin F,5TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C)C6O[Si](C)(C)C)C1	3925.5	Standard non polar	33892256
Withaperuvin F,1TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4352.0	Semi standard non polar	33892256
Withaperuvin F,1TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4345.7	Semi standard non polar	33892256
Withaperuvin F,1TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4363.0	Semi standard non polar	33892256
Withaperuvin F,1TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4372.0	Semi standard non polar	33892256
Withaperuvin F,1TBDMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4327.6	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O)C1	4564.8	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #10	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4519.1	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4557.1	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4563.4	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4528.0	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4545.1	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4554.8	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #7	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4513.5	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #8	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O[Si](C)(C)C(C)(C)C)C1	4570.8	Semi standard non polar	33892256
Withaperuvin F,2TBDMS,isomer #9	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4501.3	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4700.6	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #10	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O[Si](C)(C)C(C)(C)C)C1	4623.9	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4715.1	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O)C1	4676.5	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O[Si](C)(C)C(C)(C)C)C1	4712.9	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4641.8	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4656.8	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #7	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6CC(=O)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O[Si](C)(C)C(C)(C)C)C1	4696.2	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #8	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O[Si](C)(C)C(C)(C)C)C6O)C1	4626.5	Semi standard non polar	33892256
Withaperuvin F,3TBDMS,isomer #9	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CC=C3C4CC5OC6C=C(O[Si](C)(C)C(C)(C)C)C(C)(C4CCC32C)C5(O)C6O[Si](C)(C)C(C)(C)C)C1	4632.2	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 - Withaperuvin F GC-MS (Non-derivatized) - 70eV, Positive	splash10-000m-8748900000-c8d98921bc4e1c684e3e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Withaperuvin F GC-MS (2 TMS) - 70eV, Positive	splash10-0089-7043519000-3567ac03e0ab440d39f9	2017-10-06	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 - Withaperuvin F 10V, Positive-QTOF	splash10-0udi-0014980000-c338005d7fa0ac2d2a14	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 20V, Positive-QTOF	splash10-0uxr-9148510000-950ba9e96f5a028d99fe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 40V, Positive-QTOF	splash10-0gb9-6597000000-1845d45e3bb3735fd08b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 10V, Negative-QTOF	splash10-0udi-0105690000-7f83e42fb9f44eddc0f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 20V, Negative-QTOF	splash10-0159-1907210000-69b1cd41b72adf74f939	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 40V, Negative-QTOF	splash10-014i-9405000000-04bfeda4d52feae4c2db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 10V, Positive-QTOF	splash10-0udr-0102970000-075e0ce87f93ff45f522	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 20V, Positive-QTOF	splash10-0gz0-9108310000-52290849e895b42aedbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 40V, Positive-QTOF	splash10-03di-1591000000-6cc0e1cc6f18166b36bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 10V, Negative-QTOF	splash10-0udi-0004190000-0d9fc47e6531b1659f91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 20V, Negative-QTOF	splash10-0n59-1009210000-33a919dab4fa4106ea25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin F 40V, Negative-QTOF	splash10-0frx-9502000000-2e8d56a0020d690203a0	2021-09-22	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

FDB012790

KNApSAcK ID

Not Available

Chemspider ID

91878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751560

PDB ID

Not Available

ChEBI ID

176194

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 Withaperuvin F (HMDB0034400)

MOL for HMDB0034400 (Withaperuvin F)

3D MOL for HMDB0034400 (Withaperuvin F)

3D SDF for HMDB0034400 (Withaperuvin F)

3D-SDF for HMDB0034400 (Withaperuvin F)

PDB for HMDB0034400 (Withaperuvin F)

3D PDB for HMDB0034400 (Withaperuvin F)

SMILES for HMDB0034400 (Withaperuvin F)

INCHI for HMDB0034400 (Withaperuvin F)

Structure for HMDB0034400 (Withaperuvin F)

3D Structure for HMDB0034400 (Withaperuvin F)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra