Structure database (LMSD)

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LM IDLMST01160011
Common NameIxocarpalactone A
Systematic Name(1S,2R,6S,7R,9R,11S,12S,14S,15R,16S)-15-[(1R,2R)-1-[(2R,3R,4R)-3,4-Dimethyl-5-
oxooxolan-2-yl]-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-
oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
Synonyms-
Exact Mass
504.2723 (neutral)    Calculate m/z:
FormulaC28H40O8
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 28:5;O8
PubChem CID101316966
HMDB IDHMDB0034393
InChIKeyPHBPDHFIJFLEGD-QXYLURSYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H40O8/c1-12-13(2)24(33)35-21(12)23(32)27(5,34)22-17(29)11-16-14-10-20-28(36-20)19(31)7-6-18(30)26(28,4)15(14)8-9-25(16,22)3/h6-7,12-17,19-23,29,31-32,34H,8-11H2,1-5H3/t12-,13-,14-,15+,16+,17+,19+,20-,21-,22+,23-,25+,26+,27-,28-/m1/s1
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SMILES
[C@]12(C[C@H]3O[C@@]43[C@@H](O)C=CC(=O)[C@]4(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)(O)[C@H](O)[C@@H]3OC(=O)[C@H](C)[C@H]3C)[C@@H](O)C[C@@]21[H])[H]
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StatusActive
ReferencesIsolation and characterization of bioactive principles of the leaves and stems of Physalis philadelphica
Tetrahedron 1982
DOI:
Calculated physicochemical properties (?):
 Heavy Atoms36Rings6Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
481.20Topological Polar
Surface Area
138.89Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
8
 logP3.38Molar
Refractivity
130.83