Structure Database (LMSD)

Common Name
Withaperuvin B
Systematic Name
17S,20S,22R-4β,5β,6α,17β,20α-pentahydroxy-1-oxo-ergosta-2,14,24-trienolide
Synonyms
LM ID
LMST01160021
Formula
C28H38O8
Exact Mass
Calculate m/z
502.25667
Sum Composition
ST 28:6;O8
Status
Curated
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 peruviana (#126903)
Magnoliopsida (#3398)
Structures of Withaperuvin B and C, Withanolides of Physalis peruviana Roots,
Heterocycles, 1970

String Representations

InChiKey (Click to copy)
IHIHXNCZVACPKN-WOONZQPCSA-N
InChi (Click to copy)
InChI=1S/C28H38O8/c1-14-12-22(36-23(32)15(14)2)26(5,33)27(34)11-9-17-16-13-21(31)28(35)20(30)7-6-19(29)25(28,4)18(16)8-10-24(17,27)3/h6-7,9,16,18,20-22,30-31,33-35H,8,10-13H2,1-5H3/t16-,18-,20-,21-,22+,24-,25-,26-,27-,28+/m0/s1
SMILES (Click to copy)
C1(=O)C=C[C@H](O)[C@@]2(O)[C@@H](O)C[C@@]3([H])C4=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

Other Databases

HMDB ID
HMDB0034191
PubChem CID
3734964

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 488.28
Topological Polar Surface Area 146.59
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.20
Molar Refractivity 132.37

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Created at
-
Updated at
17th Feb 2021