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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:45:00 UTC

Update Date

2022-03-07 02:53:56 UTC

HMDB ID

HMDB0033976

Secondary Accession Numbers

HMDB33976

Metabolite Identification

Common Name

Physapubenolide

Description

Physapubenolide 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 Physapubenolide.

Structure

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

  Mrv0541 05061307282D          

 38 43  0  0  0  0            999 V2000
    8.2646    1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    0.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555    3.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  2  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
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 22  7  1  0  0  0  0
 23  8  1  0  0  0  0
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 25 13  1  0  0  0  0
 26 15  1  0  0  0  0
 27  5  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
 28 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 20  1  0  0  0  0
 29 24  1  0  0  0  0
 29 27  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
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 31 17  2  0  0  0  0
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 33 23  1  0  0  0  0
 34 26  2  0  0  0  0
 35 29  1  0  0  0  0
 36 17  1  0  0  0  0
 36 24  1  0  0  0  0
 37 21  1  0  0  0  0
 37 26  1  0  0  0  0
 38 25  1  0  0  0  0
 38 30  1  0  0  0  0
M  END

HMDB0033976
     RDKit          3D
Physapubenolide
 78 83  0  0  0  0  0  0  0  0999 V2000
   -0.0617    4.4515   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 72  1  0
 31 73  1  0
 32 74  1  0
 36 75  1  0
 36 76  1  0
 36 77  1  0
 38 78  1  0
M  END

  Mrv0541 05061307282D          

 38 43  0  0  0  0            999 V2000
    8.2646    1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  2  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 21 16  1  0  0  0  0
 22  7  1  0  0  0  0
 23  8  1  0  0  0  0
 24 12  1  0  0  0  0
 25 13  1  0  0  0  0
 26 15  1  0  0  0  0
 27  5  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
 28 18  1  0  0  0  0
 28 22  1  0  0  0  0
 29 20  1  0  0  0  0
 29 24  1  0  0  0  0
 29 27  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
 30 28  1  0  0  0  0
 31 17  2  0  0  0  0
 32 22  2  0  0  0  0
 33 23  1  0  0  0  0
 34 26  2  0  0  0  0
 35 29  1  0  0  0  0
 36 17  1  0  0  0  0
 36 24  1  0  0  0  0
 37 21  1  0  0  0  0
 37 26  1  0  0  0  0
 38 25  1  0  0  0  0
 38 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033976

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CC(OC(C)=O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3

> <INCHI_KEY>
OPYWYTLAPWWTKW-UHFFFAOYSA-N

> <FORMULA>
C30H40O8

> <MOLECULAR_WEIGHT>
528.6338

> <EXACT_MASS>
528.272318256

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
57.15515363749081

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
3.1476210393333317

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.669250873664637

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.051040569461431

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4735902698174383

> <JCHEM_POLAR_SURFACE_AREA>
122.66000000000001

> <JCHEM_REFRACTIVITY>
137.3841

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033976
     RDKit          3D
Physapubenolide
 78 83  0  0  0  0  0  0  0  0999 V2000
   -0.0617    4.4515   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2374    3.6272   -0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209    4.1527    0.7384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1071    2.2843   -0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654    1.5091    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866    0.9361    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -0.1292    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439   -1.1599    0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -1.9871    1.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8802   -0.6340    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3682   -0.0387   -0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899    0.3272   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7003    0.2963   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2298    0.6781    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828    1.0500    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.6932    1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204    1.0363    2.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0370    0.3010    1.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1262   -0.4980   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720   -0.0398   -1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142   -1.9115   -0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003   -2.0834    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -0.9025   -0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1928    0.3997    0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682    0.8450    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5001    0.9383    0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3602    0.0376    1.5514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9591   -0.1110    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    0.0577   -0.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7380    0.7272   -1.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7966   -1.2080   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0156   -2.2378   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5787   -2.0240   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -2.5013   -2.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698   -1.2546   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -2.2433    1.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    0.2463    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124   -0.4430    1.8818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921    4.6219   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7527    4.0507   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3200    5.4446   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    2.1120    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    1.7004    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413    0.4750    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394    0.4969   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -1.8688   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1604   -1.8989    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -3.0773    1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061   -1.7895    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939   -1.5261    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -0.7205   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.9488   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3389   -0.4931   -2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6359    1.2853   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7418    0.0637   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8802    1.4268    1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9237    1.8064    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3415    0.1872    0.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -0.8957   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282    0.3548   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    0.7847   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -2.3921   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -2.5518    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209   -2.9436   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -2.3768    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5126   -0.8331   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3160    1.2347   -0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    1.9077    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    0.3191    2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9796    1.9575    0.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8800    0.7427   -0.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    0.1400   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8707   -1.3246   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4041   -3.2216   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8167   -3.2480    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644   -1.8527    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776   -2.3577    1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7978    0.1234    2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
  7 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37  5  1  0
 18 10  1  0
 37 19  1  0
 35 23  1  0
 28 26  1  0
 35 28  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
 15 56  1  0
 15 57  1  0
 15 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 36 75  1  0
 36 76  1  0
 36 77  1  0
 38 78  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      15.427   2.056   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.318   4.487   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.632  -2.121   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.223   5.071   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.321   3.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.215   5.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.682  -0.581   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.212   6.125   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.040   0.145   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.714   5.977   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.621   0.183   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      16.157   7.340   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.839   1.221   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.374   0.231   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      13.686   6.335   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       3.137   0.454   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   22                                                       
CONECT    8    7   23                                                       
CONECT    9   10   18                                                       
CONECT   10    9   27                                                       
CONECT   11   14   21                                                       
CONECT   12   19   24                                                       
CONECT   13   20   25                                                       
CONECT   14    1   11   15                                                  
CONECT   15    2   14   26                                                  
CONECT   16    3   19   21                                                  
CONECT   17    4   31   36                                                  
CONECT   18    9   20   28                                                  
CONECT   19   12   16   27                                                  
CONECT   20   13   18   29                                                  
CONECT   21   11   16   37                                                  
CONECT   22    7   28   32                                                  
CONECT   23    8   30   33                                                  
CONECT   24   12   29   36                                                  
CONECT   25   13   30   38                                                  
CONECT   26   15   34   37                                                  
CONECT   27    5   10   19   29                                             
CONECT   28    6   18   22   30                                             
CONECT   29   20   24   27   35                                             
CONECT   30   23   25   28   38                                             
CONECT   31   17                                                            
CONECT   32   22                                                            
CONECT   33   23                                                            
CONECT   34   26                                                            
CONECT   35   29                                                            
CONECT   36   17   24                                                       
CONECT   37   21   26                                                       
CONECT   38   25   30                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

COMPND    HMDB0033976
HETATM    1  C1  UNL     1      -0.062   4.451  -1.520  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.237   3.627  -0.298  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.721   4.153   0.738  1.00  0.00           O  
HETATM    4  O2  UNL     1       0.107   2.284  -0.230  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.065   1.509   0.941  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.287   0.936   1.333  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.451  -0.129   0.246  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.444  -1.160   0.560  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.276  -1.987   1.771  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.880  -0.634   0.603  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.368  -0.039  -0.658  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.790   0.327  -0.495  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.700   0.296  -1.658  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.230   0.678   0.692  1.00  0.00           C  
HETATM   15  C13 UNL     1       7.683   1.050   0.833  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.369   0.693   1.879  1.00  0.00           C  
HETATM   17  O3  UNL     1       5.820   1.036   2.989  1.00  0.00           O  
HETATM   18  O4  UNL     1       4.037   0.301   1.657  1.00  0.00           O  
HETATM   19  C15 UNL     1       0.126  -0.498  -0.269  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.072  -0.040  -1.703  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.314  -1.911  -0.213  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.800  -2.083   0.019  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.623  -0.902  -0.421  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.193   0.400   0.150  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.068   0.845   1.331  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.500   0.938   0.937  1.00  0.00           C  
HETATM   27  O5  UNL     1      -5.360   0.038   1.551  1.00  0.00           O  
HETATM   28  C23 UNL     1      -4.959  -0.111   0.128  1.00  0.00           C  
HETATM   29  C24 UNL     1      -6.144   0.058  -0.760  1.00  0.00           C  
HETATM   30  O6  UNL     1      -5.738   0.727  -1.940  1.00  0.00           O  
HETATM   31  C25 UNL     1      -6.797  -1.208  -1.158  1.00  0.00           C  
HETATM   32  C26 UNL     1      -6.016  -2.238  -1.434  1.00  0.00           C  
HETATM   33  C27 UNL     1      -4.579  -2.024  -1.315  1.00  0.00           C  
HETATM   34  O7  UNL     1      -3.796  -2.501  -2.210  1.00  0.00           O  
HETATM   35  C28 UNL     1      -4.070  -1.255  -0.150  1.00  0.00           C  
HETATM   36  C29 UNL     1      -4.165  -2.243   1.025  1.00  0.00           C  
HETATM   37  C30 UNL     1      -0.812   0.246   0.674  1.00  0.00           C  
HETATM   38  O8  UNL     1      -0.912  -0.443   1.882  1.00  0.00           O  
HETATM   39  H1  UNL     1      -0.992   4.622  -2.073  1.00  0.00           H  
HETATM   40  H2  UNL     1       0.753   4.051  -2.178  1.00  0.00           H  
HETATM   41  H3  UNL     1       0.320   5.445  -1.169  1.00  0.00           H  
HETATM   42  H4  UNL     1      -0.502   2.112   1.770  1.00  0.00           H  
HETATM   43  H5  UNL     1       2.077   1.700   1.308  1.00  0.00           H  
HETATM   44  H6  UNL     1       1.241   0.475   2.338  1.00  0.00           H  
HETATM   45  H7  UNL     1       1.939   0.497  -0.581  1.00  0.00           H  
HETATM   46  H8  UNL     1       2.467  -1.869  -0.328  1.00  0.00           H  
HETATM   47  H9  UNL     1       3.160  -1.899   2.480  1.00  0.00           H  
HETATM   48  H10 UNL     1       2.263  -3.077   1.532  1.00  0.00           H  
HETATM   49  H11 UNL     1       1.406  -1.790   2.413  1.00  0.00           H  
HETATM   50  H12 UNL     1       4.494  -1.526   0.857  1.00  0.00           H  
HETATM   51  H13 UNL     1       4.225  -0.721  -1.547  1.00  0.00           H  
HETATM   52  H14 UNL     1       3.866   0.949  -0.894  1.00  0.00           H  
HETATM   53  H15 UNL     1       6.339  -0.493  -2.343  1.00  0.00           H  
HETATM   54  H16 UNL     1       6.636   1.285  -2.169  1.00  0.00           H  
HETATM   55  H17 UNL     1       7.742   0.064  -1.351  1.00  0.00           H  
HETATM   56  H18 UNL     1       7.880   1.427   1.857  1.00  0.00           H  
HETATM   57  H19 UNL     1       7.924   1.806   0.059  1.00  0.00           H  
HETATM   58  H20 UNL     1       8.341   0.187   0.666  1.00  0.00           H  
HETATM   59  H21 UNL     1      -0.271  -0.896  -2.379  1.00  0.00           H  
HETATM   60  H22 UNL     1       0.928   0.355  -2.057  1.00  0.00           H  
HETATM   61  H23 UNL     1      -0.765   0.785  -1.823  1.00  0.00           H  
HETATM   62  H24 UNL     1      -0.025  -2.392  -1.196  1.00  0.00           H  
HETATM   63  H25 UNL     1       0.176  -2.552   0.542  1.00  0.00           H  
HETATM   64  H26 UNL     1      -2.121  -2.944  -0.606  1.00  0.00           H  
HETATM   65  H27 UNL     1      -2.005  -2.377   1.070  1.00  0.00           H  
HETATM   66  H28 UNL     1      -2.513  -0.833  -1.530  1.00  0.00           H  
HETATM   67  H29 UNL     1      -2.316   1.235  -0.594  1.00  0.00           H  
HETATM   68  H30 UNL     1      -2.719   1.908   1.517  1.00  0.00           H  
HETATM   69  H31 UNL     1      -2.842   0.319   2.255  1.00  0.00           H  
HETATM   70  H32 UNL     1      -4.980   1.958   0.833  1.00  0.00           H  
HETATM   71  H33 UNL     1      -6.880   0.743  -0.291  1.00  0.00           H  
HETATM   72  H34 UNL     1      -5.882   0.140  -2.739  1.00  0.00           H  
HETATM   73  H35 UNL     1      -7.871  -1.325  -1.232  1.00  0.00           H  
HETATM   74  H36 UNL     1      -6.404  -3.222  -1.748  1.00  0.00           H  
HETATM   75  H37 UNL     1      -3.817  -3.248   0.735  1.00  0.00           H  
HETATM   76  H38 UNL     1      -3.764  -1.853   1.954  1.00  0.00           H  
HETATM   77  H39 UNL     1      -5.278  -2.358   1.188  1.00  0.00           H  
HETATM   78  H40 UNL     1      -0.798   0.123   2.668  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   37   42
CONECT    6    7   43   44
CONECT    7    8   19   45
CONECT    8    9   10   46
CONECT    9   47   48   49
CONECT   10   11   18   50
CONECT   11   12   51   52
CONECT   12   13   14   14
CONECT   13   53   54   55
CONECT   14   15   16
CONECT   15   56   57   58
CONECT   16   17   17   18
CONECT   19   20   21   37
CONECT   20   59   60   61
CONECT   21   22   62   63
CONECT   22   23   64   65
CONECT   23   24   35   66
CONECT   24   25   37   67
CONECT   25   26   68   69
CONECT   26   27   28   70
CONECT   27   28
CONECT   28   29   35
CONECT   29   30   31   71
CONECT   30   72
CONECT   31   32   32   73
CONECT   32   33   74
CONECT   33   34   34   35
CONECT   35   36
CONECT   36   75   76   77
CONECT   37   38
CONECT   38   78
END

HMDB0033976
     RDKit          3D
Physapubenolide
 78 83  0  0  0  0  0  0  0  0999 V2000
   -0.0617    4.4515   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7209    4.1527    0.7384 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0654    1.5091    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866    0.9361    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -0.1292    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439   -1.1599    0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -1.9871    1.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8802   -0.6340    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3682   -0.0387   -0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899    0.3272   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7003    0.2963   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2298    0.6781    0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828    1.0500    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.6932    1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8003   -2.0834    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -0.9025   -0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1928    0.3997    0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682    0.8450    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5001    0.9383    0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3602    0.0376    1.5514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9591   -0.1110    0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    0.0577   -0.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7380    0.7272   -1.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7966   -1.2080   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0156   -2.2378   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5787   -2.0240   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7961   -2.5013   -2.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698   -1.2546   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -2.2433    1.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    0.2463    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124   -0.4430    1.8818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921    4.6219   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7527    4.0507   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3200    5.4446   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    2.1120    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    1.7004    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413    0.4750    2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394    0.4969   -0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -1.8688   -0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1604   -1.8989    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -3.0773    1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061   -1.7895    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939   -1.5261    0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -0.7205   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.9488   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3389   -0.4931   -2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6359    1.2853   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7418    0.0637   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8802    1.4268    1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9237    1.8064    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3415    0.1872    0.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -0.8957   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282    0.3548   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    0.7847   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -2.3921   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1760   -2.5518    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209   -2.9436   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -2.3768    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5126   -0.8331   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3160    1.2347   -0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    1.9077    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    0.3191    2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9796    1.9575    0.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8800    0.7427   -0.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819    0.1400   -2.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8707   -1.3246   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4041   -3.2216   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8167   -3.2480    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644   -1.8527    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776   -2.3577    1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7978    0.1234    2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
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  7 19  1  0
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 37  5  1  0
 18 10  1  0
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 35 28  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
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 25 69  1  0
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 29 71  1  0
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 31 73  1  0
 32 74  1  0
 36 75  1  0
 36 76  1  0
 36 77  1  0
 38 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15a-Acetoxy-5b,6b-epoxy-4b,14b-dihydroxy-1-oxo-20S,22R-witha-2,24-dienolide	HMDB

Chemical Formula

C₃₀H₄₀O₈

Average Molecular Weight

528.6338

Monoisotopic Molecular Weight

528.272318256

IUPAC Name

15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

Traditional Name

15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

CAS Registry Number

100217-92-3

SMILES

CC(C1CC(OC(C)=O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1

InChI Identifier

InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3

InChI Key

OPYWYTLAPWWTKW-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
Steroid ester
5,6-epoxysteroid
Dihydropyranone
Oxepane
Cyclohexenone
Dicarboxylic acid or derivatives
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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: HMDB0033976)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0033976)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033976)

Source

Endogenous

Endogenous (HMDB: HMDB0033976)

Plant

Plant (HMDB: HMDB0033976)

Animal

Animal (HMDB: HMDB0033976)

Exogenous

Food

Food (HMDB: HMDB0033976)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0033976)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033976)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033976)

Lipid metabolism pathway (HMDB: HMDB0033976)

Cellular process

Cell signaling (HMDB: HMDB0033976)

Biochemical process

Lipid transport (HMDB: HMDB0033976)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033976)

Molecular messenger

Signaling molecule (HMDB: HMDB0033976)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033976)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	144 - 145 °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	0.019 g/L	ALOGPS
logP	1.86	ALOGPS
logP	3.15	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.66 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.38 m³·mol⁻¹	ChemAxon
Polarizability	57.16 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]+	220.068	31661259
DarkChem	[M-H]-	212.647	31661259
DeepCCS	[M-2H]-	250.347	30932474
DeepCCS	[M+Na]+	225.772	30932474
AllCCS	[M+H]+	222.8	32859911
AllCCS	[M+H-H2O]+	221.3	32859911
AllCCS	[M+NH4]+	224.3	32859911
AllCCS	[M+Na]+	224.7	32859911
AllCCS	[M-H]-	225.0	32859911
AllCCS	[M+Na-2H]-	227.3	32859911
AllCCS	[M+HCOO]-	230.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Physapubenolide	CC(C1CC(OC(C)=O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1	4626.6	Standard polar	33892256
Physapubenolide	CC(C1CC(OC(C)=O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1	3516.3	Standard non polar	33892256
Physapubenolide	CC(C1CC(OC(C)=O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1	4102.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Physapubenolide,1TMS,isomer #1	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O)C=CC(=O)C35C)C12O[Si](C)(C)C	4161.7	Semi standard non polar	33892256
Physapubenolide,1TMS,isomer #2	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O[Si](C)(C)C)C=CC(=O)C35C)C12O	4093.1	Semi standard non polar	33892256
Physapubenolide,2TMS,isomer #1	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O[Si](C)(C)C)C=CC(=O)C35C)C12O[Si](C)(C)C	4063.7	Semi standard non polar	33892256
Physapubenolide,1TBDMS,isomer #1	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O)C=CC(=O)C35C)C12O[Si](C)(C)C(C)(C)C	4378.6	Semi standard non polar	33892256
Physapubenolide,1TBDMS,isomer #2	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O[Si](C)(C)C(C)(C)C)C=CC(=O)C35C)C12O	4330.9	Semi standard non polar	33892256
Physapubenolide,2TBDMS,isomer #1	CC(=O)OC1CC(C(C)C2CC(C)=C(C)C(=O)O2)C2(C)CCC3C(CC4OC45C(O[Si](C)(C)C(C)(C)C)C=CC(=O)C35C)C12O[Si](C)(C)C(C)(C)C	4521.8	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 - Physapubenolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-8222910000-301444d5cadfe361dc2b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-6130598000-66f0922253fa991152c2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Physapubenolide GC-MS ("Physapubenolide,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Physapubenolide 10V, Positive-QTOF	splash10-01t9-0000960000-7e6913ad9ef86595c0ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 20V, Positive-QTOF	splash10-03xr-2101920000-39ac209f11f72e338687	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 40V, Positive-QTOF	splash10-0j4i-6305910000-b14887677faffe6b1c7e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 10V, Negative-QTOF	splash10-004i-2000960000-7e7da3a01ba2cbfed3f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 20V, Negative-QTOF	splash10-0a70-3000930000-0ea76d15b8626799a9a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 40V, Negative-QTOF	splash10-0a4l-9101300000-1f35ea2e41ade4a14d28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 10V, Negative-QTOF	splash10-004i-0000390000-9c50039722a873aa5839	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 20V, Negative-QTOF	splash10-056r-3003970000-acb819fb67dc211da119	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 40V, Negative-QTOF	splash10-05mo-9201520000-6ac1b2ff83f972b6db64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 10V, Positive-QTOF	splash10-004i-2502590000-9ae8b7a1de956892bebb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 20V, Positive-QTOF	splash10-004i-4607690000-1fa54a75bbfae9e7594e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Physapubenolide 40V, Positive-QTOF	splash10-0cdl-3359300000-288410b31efeaa1f9212	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

FDB012208

KNApSAcK ID

Not Available

Chemspider ID

385029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

435365

PDB ID

Not Available

ChEBI ID

167994

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 Physapubenolide (HMDB0033976)

MOL for HMDB0033976 (Physapubenolide)

3D MOL for HMDB0033976 (Physapubenolide)

3D SDF for HMDB0033976 (Physapubenolide)

3D-SDF for HMDB0033976 (Physapubenolide)

PDB for HMDB0033976 (Physapubenolide)

3D PDB for HMDB0033976 (Physapubenolide)

SMILES for HMDB0033976 (Physapubenolide)

INCHI for HMDB0033976 (Physapubenolide)

Structure for HMDB0033976 (Physapubenolide)

3D Structure for HMDB0033976 (Physapubenolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra