LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Withalongolide A

Systematic Name

5β,6β:22R,26-diepoxyergosta-4β,19,27-trihydroxy-2,24-diene-1,26-dione

Synonyms

19-hydroxy-Withaferin A

LM ID

LMST01160053

Formula

C₂₈H₃₈O₇

Exact Mass

Calculate m/z

486.261755

Sum Composition

ST 28:6;O7

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

FJMXKFSOKLFYRC-CKNDUULBSA-N

InChi (Click to copy)

InChI=1S/C28H38O7/c1-14-10-21(34-25(33)17(14)12-29)15(2)18-4-5-19-16-11-24-28(35-24)23(32)7-6-22(31)27(28,13-30)20(16)8-9-26(18,19)3/h6-7,15-16,18-21,23-24,29-30,32H,4-5,8-13H2,1-3H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1

SMILES (Click to copy)

O1[C@@H]2C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(C)=C(CO)C(=O)O5)[C@@]4(C)CC[C@]3([H])[C@]3(C(C=C[C@@H]([C@]132)O)=O)CO

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Physalis longifolia (#161495)

Magnoliopsida (#3398)

Cytotoxic withanolide constituents of Physalis longifolia.,
J Nat Prod, 2011

Pubmed ID: 22098611

DOI: 10.1021/np200635r

Other Databases

CHEBI ID

69106

PubChem CID

56649343

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 6

Aromatic Rings

Rotatable Bonds 4

Van der Waals Molecular Volume 469.77

Topological Polar Surface Area 118.66

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 7

logP 4.04

Molar Refractivity 128.90

Admin

Created at

17th Dec 2021

Updated at