Structure Database (LMSD)

H H OH O OH O O H OH OH O O OH
Common Name
Physachenolide A
Systematic Name
1-oxo-18-acetoxy-5α,6β,14α,17β,20S-pentahydroxy-witha-1,24-dienolide
Synonyms
LM ID
LMST01160060
Formula
C30H42O10
Exact Mass
Calculate m/z
562.2778
Sum Composition
ST 30:6;O10
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)
JTCXLPXXHYHANN-SRPSTUDXSA-N
InChi (Click to copy)
InChI=1S/C30H42O10/c1-16-13-23(40-24(34)17(16)2)26(5,35)30(38)12-11-28(36)20-14-22(33)29(37)9-6-7-21(32)25(29,4)19(20)8-10-27(28,30)15-39-18(3)31/h6-7,19-20,22-23,33,35-38H,8-15H2,1-5H3/t19-,20+,22+,23+,25-,26-,27+,28+,29-,30+/m0/s1
SMILES (Click to copy)
C1(=O)C=CC[C@]2(O)[C@H](O)C[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(C)=O)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
162988289

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 540.46
Topological Polar Surface Area 172.89
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 3.26
Molar Refractivity 143.91

Admin

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