Structure Database (LMSD)

Common Name
Physalolactone B
Systematic Name
(20R,22R)-1α-acetoxy-3β,20-dihydroxy-witha 5,24-dienolide
Synonyms
  • 3,20-Dihydroxy-26-oxo-22,26-epoxyergosta-5,24-dien-1-yl acetate
LM ID
LMST01160013
Formula
C30H44O6
Exact Mass
Calculate m/z
500.31379
Sum Composition
ST 30:5;O6
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 peruviana (#126903)
Magnoliopsida (#3398)
Withanolides and related ergostane-type steroids,
Nat Prod Rep, 1991
Pubmed ID: 1787922

String Representations

InChiKey (Click to copy)
ANGCIHCSPJLGME-RKCWJGHXSA-N
InChi (Click to copy)
InChI=1S/C30H44O6/c1-16-13-26(36-27(33)17(16)2)30(6,34)24-10-9-22-21-8-7-19-14-20(32)15-25(35-18(3)31)29(19,5)23(21)11-12-28(22,24)4/h7,20-26,32,34H,8-15H2,1-6H3/t20-,21+,22+,23+,24+,25+,26-,28+,29+,30-/m1/s1
SMILES (Click to copy)
O1C(=O)C(C)=C(C)C[C@]1([H])[C@](O)([C@]1([H])[C@@]2(C)CC[C@@]3([H])[C@@]([H])(CC=C4C[C@@H](O)C[C@H](OC(C)=O)[C@@]43C)[C@]2([H])CC1)C

Other Databases

HMDB ID
HMDB0034200
PubChem CID
157279

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 507.94
Topological Polar Surface Area 95.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 6.02
Molar Refractivity 137.68

Admin

Created at
-
Updated at
6th May 2022