Structure Database (LMSD)

Common Name
Ixocarpalactone 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
LM ID
LMST01160011
Formula
C28H40O8
Exact Mass
Calculate m/z
504.27232
Sum Composition
ST 28:5;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis ixocarpa (#374031)
Magnoliopsida (#3398)
Isolation and characterization of bioactive principles of the leaves and stems of Physalis philadelphica,
Tetrahedron, 2002

String Representations

InChiKey (Click to copy)
PHBPDHFIJFLEGD-QXYLURSYSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[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]

Other Databases

HMDB ID
HMDB0034393
PubChem CID
101316966

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 6
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 481.20
Topological Polar Surface Area 138.89
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 3.38
Molar Refractivity 130.83

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Created at
-
Updated at
17th Feb 2021