Structure Database (LMSD)

Common Name
Withanolide D
Systematic Name
(3aS,5aR,9bR)-5a,9-dimethyl-3-methylene-4,5,6,7,8,9b-hexahydro-3aH-benzo[g]benzofuran-2-one
Synonyms
  • withanolide
  • AC1L4PUZ
  • CHEBI:10041
LM ID
LMST01160020
Formula
C28H38O6
Exact Mass
Calculate m/z
470.26684
Sum Composition
ST 28:6;O6
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
Withania somnifera (#126910)
Magnoliopsida (#3398)
Mode of action of Withaferin A and Withanolide D.,
Biochem Pharmacol, 1975
Pubmed ID: 1125091

String Representations

InChiKey (Click to copy)
SASUFNRGCZMRFD-JCUIILOWSA-N
InChi (Click to copy)
InChI=1S/C28H38O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-23,30,32H,6-7,10-13H2,1-5H3/t16-,17-,18-,19-,21-,22+,23+,25-,26-,27+,28+/m0/s1
SMILES (Click to copy)
O1[C@]2([H])C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@](C)([C@@H]5OC(C(C)=C(C)C5)=O)O)[C@@]4(C)CC[C@]3([H])[C@]3(C(C=C[C@@H]([C@]132)O)=O)C

Other Databases

KEGG ID
C08842
CHEBI ID
10041
PubChem CID
161671

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 6
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 460.98
Topological Polar Surface Area 98.43
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 4.93
Molar Refractivity 127.07

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Created at
-
Updated at
1st Mar 2021