Structure database (LMSD)

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LM IDLMST01160025
Common Name-
Systematic Name(20S,22R)-3a,6a-epoxy-4β,5β,27-trihydroxy-1-oxowitha-24-enolide
Synonyms-
Exact Mass
488.2774 (neutral)    Calculate m/z:
FormulaC28H40O7
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevFA 28:8;O5
PubChem CID11038270
CHEBI ID69125
InChIKeyYXNFYOIERQXPKC-UXAIKDGVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H40O7/c1-13-9-20(35-25(32)16(13)12-29)14(2)17-5-6-18-15-10-23-28(33)24(31)21(34-23)11-22(30)27(28,4)19(15)7-8-26(17,18)3/h14-15,17-21,23-24,29,31,33H,5-12H2,1-4H3/t14-,15-,17+,18-,19-,20+,21+,23-,24-,26+,27-,28-/m0/s1
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SMILES
O1C(=O)C(CO)=C(C)C[C@]1([H])[C@]([H])([C@]1([H])[C@@]2(C)CC[C@@]3([H])[C@@]([H])(C[C@@H]4O[C@H]5[C@H](O)[C@]4(O)[C@]3(C)C(C5)=O)[C@]2([H])CC1)C
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StatusActive
ReferencesWithanolide derivatives from the roots of Withania somnifera and their neurite outgrowth activities.
Chem Pharm Bull (Tokyo), 2002
DOI: 10.1248/cpb.50.760
PMID: 12045329
Calculated physicochemical properties (?):
 Heavy Atoms35Rings6Aromatic Rings0Rotatable Bonds3
 van der Waals
Molecular Volume
472.41Topological Polar
Surface Area
117.43Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
7
 logP4.26Molar
Refractivity
129.00