Structure Database (LMSD)

O H OH O OH H O H OH OH O O OH OH
Common Name
Physachenolide B
Systematic Name
1-oxo-18-acetoxy-5α,6β,14α,17β,20S,28-hexahydroxy-witha-1,24-dienolide
Synonyms
LM ID
LMST01160059
Formula
C30H42O11
Exact Mass
Calculate m/z
578.272715
Sum Composition
ST 30:6;O11
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)
CDVYESFDLOEWEP-SRPSTUDXSA-N
InChi (Click to copy)
InChI=1S/C30H42O11/c1-16-18(14-31)12-23(41-24(16)35)26(4,36)30(39)11-10-28(37)20-13-22(34)29(38)8-5-6-21(33)25(29,3)19(20)7-9-27(28,30)15-40-17(2)32/h5-6,19-20,22-23,31,34,36-39H,7-15H2,1-4H3/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(CO)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
162986313

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 549.25
Topological Polar Surface Area 193.12
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 2.51
Molar Refractivity 145.82

Admin

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