LIPID MAPS

Structure Database (LMSD)

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Common Name

Withaperuvin C

Systematic Name

17S,20S,22R-6β,14α,17β,20α-tetrahydroxy-1-oxo-ergosta-2,4,24-trienolide

Synonyms

LM ID

LMST01160033

Formula

C₂₈H₃₈O₇

Exact Mass

Calculate m/z

486.261755

Sum Composition

ST 28:6;O7

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

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

DOI: 10.3987/R-1982-01-0037

String Representations

InChiKey (Click to copy)

IBJZGHYOMSKIJB-TWLFGGHSSA-N

InChi (Click to copy)

InChI=1S/C28H38O7/c1-15-13-22(35-23(31)16(15)2)26(5,32)28(34)12-11-27(33)19-14-20(29)18-7-6-8-21(30)25(18,4)17(19)9-10-24(27,28)3/h6-8,17,19-20,22,29,32-34H,9-14H2,1-5H3/t17-,19+,20+,22+,24-,25+,26-,27+,28-/m0/s1

SMILES (Click to copy)

C1(=O)C=CC=C2[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

CHEBI ID

197060

PubChem CID

11092126

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 5

Aromatic Rings 0

Rotatable Bonds 2

Van der Waals Molecular Volume 479.49

Topological Polar Surface Area 126.36

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 7

logP 3.95

Molar Refractivity 130.47

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Created at

17th Feb 2021

Updated at