Structure Database (LMSD)

Common Name
Physachenolide C
Systematic Name
1-oxo-5β,6β-epoxy--18-acetoxy-14α,17β,20S-trihydroxy-witha-1,24-dienolide
Synonyms
LM ID
LMST01160058
Formula
C30H40O9
Exact Mass
Calculate m/z
544.267235
Sum Composition
ST 30:7;O9
Status
Curated
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 chenopodiifolia (#304141)
Magnoliopsida (#3398)
18-Acetoxywithanolides from Physalis chenopodifolia1.,
Planta Med, 2004
Pubmed ID: 14765295

String Representations

InChiKey (Click to copy)
GKMMNQCWGZRQTN-XVRWHRFDSA-N
InChi (Click to copy)
InChI=1S/C30H40O9/c1-16-13-22(38-24(33)17(16)2)26(5,34)30(36)12-11-28(35)20-14-23-29(39-23)9-6-7-21(32)25(29,4)19(20)8-10-27(28,30)15-37-18(3)31/h6-7,19-20,22-23,34-36H,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@@]23O[C@@H]2C[C@@]2([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@]2([H])[C@@]13C

Other Databases

PubChem CID
122186568

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 6
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 519.31
Topological Polar Surface Area 144.96
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 4.30
Molar Refractivity 140.56

Admin

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