LIPID MAPS

Structure Database (LMSD)

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Common Name

Cinobufagin

Systematic Name

3β-hydroxy-16β-acetoxy-14β,15β-epoxy-5β-bufa-20,22-dienolide

Synonyms

LM ID

LMST01130032

Formula

C₂₆H₃₄O₆

Exact Mass

Calculate m/z

442.23554

Sum Composition

ST 26:6;O6

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

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Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Duttaphrynus melanostictus (#30335)

Amphibia (#8292)

Isolation and structure of five new cancer cell growth inhibitory bufadienolides from the Chinese traditional drug Ch'an Su.,
J Nat Prod, 2001

Pubmed ID: 11575946

String Representations

InChiKey (Click to copy)

SCULJPGYOQQXTK-OLRINKBESA-N

InChi (Click to copy)

InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](OC(=O)C)[C@H]5O[C@@]45[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

KEGG ID

C16931

CHEBI ID

80805

PubChem CID

11969542

Cayman ID

19844

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 6

Aromatic Rings 1

Rotatable Bonds 3

Van der Waals Molecular Volume 415.48

Topological Polar Surface Area 89.27

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 6

logP 5.85

Molar Refractivity 118.04

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Created at

13th May 2020

Updated at