Structure Database (LMSD)

H H H H H HO OH O OH O O O O
Common Name
Withalongolide D
Systematic Name
5β,6β:22R,26-diepoxyergosta-3βmethoyxy-4β,19,27-trihydroxy-24-ene-1,26-dione
Synonyms
LM ID
LMST01160070
Formula
C29H42O8
Exact Mass
Calculate m/z
518.28797
Sum Composition
ST 29:5;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

String Representations

InChiKey (Click to copy)
XGLFAAWROSMYJO-QAYSIJLNSA-N
InChi (Click to copy)
InChI=1S/C29H42O8/c1-14-9-21(36-26(34)17(14)12-30)15(2)18-5-6-19-16-10-24-29(37-24)25(33)22(35-4)11-23(32)28(29,13-31)20(16)7-8-27(18,19)3/h15-16,18-22,24-25,30-31,33H,5-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,22-,24+,25-,27+,28-,29-/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@H](OC)[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

Other Databases

CHEBI ID
69109
PubChem CID
56926115

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 498.50
Topological Polar Surface Area 127.89
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 4.18
Molar Refractivity 135.69

Admin

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