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
Status
Active
Exact Mass
Calculate m/z
520.267235
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

References

Reference
Structures of Withaperuvin B and C, Withanolides of Physalis peruviana Roots
Heterocycles 1970
DOI: 10.3987/R-1982-01-0037

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

Other Databases

PubChem CID

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

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