Structure Database (LMSD)

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

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 longifolia (#161495)
Magnoliopsida (#3398)
Cytotoxic withanolide constituents of Physalis longifolia.,
J Nat Prod, 2011
Pubmed ID: 22098611

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

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

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Created at
17th Dec 2021
Updated at
17th Dec 2021