LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Arenobufagin

Systematic Name

12-oxo-3β,11α,14β-trihydroxy-5β-bufa-20,22-dienolide

Synonyms

LM ID

LMST01130079

Formula

C₂₄H₃₂O₆

Exact Mass

Calculate m/z

416.21989

Sum Composition

ST 24:5;O6

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rhinella arenarum (#38577)

Amphibia (#8292)

Konstitution des Arenobufagins. Über Krötengifte, 23. Mitteilung,
Helv Chim Acta, 1960

DOI: 10.1002/hlca.19600430711

String Representations

InChiKey (Click to copy)

JGDCRWYOMWSTFC-AZGSIFHYSA-N

InChi (Click to copy)

InChI=1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19-20,25,27,29H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,19-,20+,22+,23+,24+/m1/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])[C@H](O)C(=O)[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

CHEBI ID

197067

PubChem CID

12305198

Calculated Physicochemical Properties

Heavy Atoms 30

Rings 5

Aromatic Rings 1

Rotatable Bonds 1

Van der Waals Molecular Volume 393.24

Topological Polar Surface Area 107.97

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 6

logP 4.15

Molar Refractivity 110.34

Admin

Created at

15th Aug 2024

Updated at