LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

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

Admin

Created at

11th Jan 2022

Updated at