Structure Database (LMSD)

Common Name
Withalongolide I
Systematic Name
3-O-β-d-glucopyranosyl 22R,26-epoxyergosta-19,27-dihydroxy-5,24-diene-1,26-dione
Synonyms
  • 3-O-beta-d-glucopyranosyl-19,27-dihydroxy-1-oxo-witha-5,24-dienolide
LM ID
LMST01160075
Formula
C34H50O11
Exact Mass
Calculate m/z
634.335315
Sum Composition
ST 28:5;O6;Hex
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)
PRNFAKRMKREHJM-XYLPFXPVSA-N
InChi (Click to copy)
InChI=1S/C34H50O11/c1-16-10-25(44-31(42)21(16)13-35)17(2)22-6-7-23-20-5-4-18-11-19(43-32-30(41)29(40)28(39)26(14-36)45-32)12-27(38)34(18,15-37)24(20)8-9-33(22,23)3/h4,17,19-20,22-26,28-30,32,35-37,39-41H,5-15H2,1-3H3/t17-,19+,20-,22+,23-,24-,25+,26+,28+,29-,30+,32+,33+,34-/m0/s1
SMILES (Click to copy)
O=C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)CC2=CC[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@]21CO

Other Databases

CHEBI ID
69113
PubChem CID
56926205

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 608.73
Topological Polar Surface Area 187.35
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 4.02
Molar Refractivity 164.14

Admin

Created at
6th Dec 2023
Updated at
6th Dec 2023