Structure Database (LMSD)

H H OH O OH O O H OH O O OH
Common Name
Physachenolide E
Systematic Name
1-oxo-18-acetoxy-5α,6β,17β,20S-tetrahydroxy-witha-1,14,24-trienolide
Synonyms
LM ID
LMST01160061
Formula
C30H40O9
Exact Mass
Calculate m/z
544.267235
Sum Composition
ST 30:7;O9
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)
QJTIYAVENVBOSV-KUFWAEPRSA-N
InChi (Click to copy)
InChI=1S/C30H40O9/c1-16-13-24(39-25(34)17(16)2)27(5,35)30(37)12-9-21-19-14-23(33)29(36)10-6-7-22(32)26(29,4)20(19)8-11-28(21,30)15-38-18(3)31/h6-7,9,19-20,23-24,33,35-37H,8,10-15H2,1-5H3/t19-,20+,23-,24-,26+,27+,28-,29+,30-/m1/s1
SMILES (Click to copy)
C1(=O)C=CC[C@]2(O)[C@H](O)C[C@@]3([H])C4=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
162970825

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 529.03
Topological Polar Surface Area 152.66
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 3.77
Molar Refractivity 141.92

Admin

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