Structure Database (LMSD)

OH HO H O O H H
Common Name
Uzarigenin
Systematic Name
3β,14β-dihydroxy-5-α-card-20(22)-enolide
Synonyms
LM ID
LMST01120057
Formula
C23H34O4
Exact Mass
Calculate m/z
374.24571
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

String Representations

InChiKey (Click to copy)
XZTUSOXSLKTKJQ-CIXPXFMPSA-N
InChi (Click to copy)
InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2([H])CC[C@@]3([H])[C@@]4(O)CC[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pergularia tomentosa (#264979)
Magnoliopsida (#3398)
Cardenolide glycosides from Pergularia tomentosa and their proapoptotic activity in Kaposi's sarcoma cells.,
J Nat Prod, 2006
Pubmed ID: 16989527

Other Databases

PubChem CID
92760

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 5
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 374.54
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.46
Molar Refractivity 103.24

Admin

Created at
11th Jan 2022
Updated at
11th Jan 2022