Structure Database (LMSD)

H H OH O OH O O O O H OH
Common Name
Physachenolide D
Systematic Name
1-oxo-18-acetoxy-14α,17β,20S-trihydroxy-witha-1,5,24-trienolide
Synonyms
LM ID
LMST01160057
Formula
C30H40O8
Exact Mass
Calculate m/z
528.27232
Sum Composition
ST 30:7;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)
RGHQRULWHKEQHE-GRVQADPTSA-N
InChi (Click to copy)
InChI=1S/C30H40O8/c1-17-15-24(38-25(33)18(17)2)27(5,34)30(36)14-13-29(35)22-10-9-20-7-6-8-23(32)26(20,4)21(22)11-12-28(29,30)16-37-19(3)31/h6,8-9,21-22,24,34-36H,7,10-16H2,1-5H3/t21-,22+,24+,26-,27-,28+,29+,30+/m0/s1
SMILES (Click to copy)
C1(=O)C=CCC2=CC[C@@]3([H])[C@]4(O)CC[C@@](O)([C@](O)(C)[C@]5([H])OC(=O)C(C)=C(C)C5)[C@@]4(COC(=O)C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis chenopodiifolia (#304141)
Magnoliopsida (#3398)
18-Acetoxywithanolides from Physalis chenopodifolia1.,
Planta Med, 2004
Pubmed ID: 14765295

Other Databases

PubChem CID
101883242

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 520.24
Topological Polar Surface Area 132.43
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 4.52
Molar Refractivity 140.02

Admin

Created at
30th Sep 2022
Updated at
30th Sep 2022