Structure Database (LMSD)

Common Name
Withaperuvin
Systematic Name
17S,20S,22R-4β,5β,6α,14α,17β,20α-hexahydroxy-1-oxo-ergosta-2,24-dienolide
Synonyms
LM ID
LMST01160032
Formula
C28H40O9
Exact Mass
Calculate m/z
520.267235
Sum Composition
ST 28:5;O9
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 peruviana (#126903)
Magnoliopsida (#3398)
Structures of Withaperuvin B and C, Withanolides of Physalis peruviana Roots,
Heterocycles, 1970

String Representations

InChiKey (Click to copy)
XLUKITCTLVOOAW-VQDSAXESSA-N
InChi (Click to copy)
InChI=1S/C28H40O9/c1-14-12-21(37-22(32)15(14)2)25(5,33)27(35)11-10-26(34)17-13-20(31)28(36)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30-31,33-36H,8-13H2,1-5H3/t16-,17+,19-,20-,21+,23-,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])[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

Other Databases

PubChem CID
333470

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 499.71
Topological Polar Surface Area 166.82
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 2.68
Molar Refractivity 134.37

Admin

Created at
17th Feb 2021
Updated at
17th Feb 2021