Structure database (LMSD)

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LM IDLMST01160033
Common NameWithaperuvin C
Systematic Name17S,20S,22R-6β,14α,17β,20α-tetrahydroxy-1-oxo-ergosta-2,4,24-trienolide
Synonyms-
Exact Mass
486.2618 (neutral)    Calculate m/z:
FormulaC28H38O7
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 28:6;O7
PubChem CID11092126
InChIKeyIBJZGHYOMSKIJB-TWLFGGHSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H38O7/c1-15-13-22(35-23(31)16(15)2)26(5,32)28(34)12-11-27(33)19-14-20(29)18-7-6-8-21(30)25(18,4)17(19)9-10-24(27,28)3/h6-8,17,19-20,22,29,32-34H,9-14H2,1-5H3/t17-,19+,20+,22+,24-,25+,26-,27+,28-/m0/s1
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SMILES
C1(=O)C=CC=C2[C@H](O)C[C@@]3([H])[C@]4(O)CC[C@@](O)([C@](O)(C)[C@]5([H])OC(=O)C(C)=C(C)C5)[C@@]4(C)CC[C@]3([H])[C@@]12C
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StatusActive
ReferencesStructures of Withaperuvin B and C, Withanolides of Physalis peruviana Roots
Heterocycles 1970
DOI: 10.3987/R-1982-01-0037
Calculated physicochemical properties (?):
 Heavy Atoms35Rings5Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
479.49Topological Polar
Surface Area
126.36Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP3.95Molar
Refractivity
130.47