Structure Database (LMSD)

Common Name
Afrogenin
Systematic Name
2α,3β,14β,15β-tetrahydroxy-5-α-card-20(22)-enolide
Synonyms
LM ID
LMST01120058
Formula
C23H34O6
Exact Mass
Calculate m/z
406.23554
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
PPMVAFKDEJNUOY-WGIKCKTPSA-N
InChi (Click to copy)
InChI=1S/C23H34O6/c1-21-10-18(25)17(24)8-13(21)3-4-15-14(21)5-6-22(2)16(9-19(26)23(15,22)28)12-7-20(27)29-11-12/h7,13-19,24-26,28H,3-6,8-11H2,1-2H3/t13-,14-,15+,16+,17+,18+,19+,21-,22+,23+/m0/s1
SMILES (Click to copy)
C1[C@@H](O)[C@H](O)C[C@]2([H])CC[C@@]3([H])[C@@]4(O)[C@H](O)C[C@H](C5=CC(=O)OC5)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
23252526

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 392.12
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 2.98
Molar Refractivity 107.04

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