LIPID MAPS

Structure Database (LMSD)

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Common Name

Marinobufagin

Systematic Name

3β,5β-dihydroxy14β,15β-epoxy-bufa-20,22-dienolide

Synonyms

Marinobufagenin

LM ID

LMST01130078

Formula

C₂₄H₃₂O₅

Exact Mass

Calculate m/z

400.224975

Sum Composition

ST 24:5;O5

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rhinella marina (#8386)

Amphibia (#8292)

The isolation and structure of new bufadienolide, resibufagin and the isolation of marinobufagin.,
Tetrahedron Lett, 1968

Pubmed ID: 5748699

String Representations

InChiKey (Click to copy)

JMNQTHQLNRILMH-OBBGIPBRSA-N

InChi (Click to copy)

InChI=1S/C24H32O5/c1-21-8-5-15(25)12-23(21,27)10-7-17-16(21)6-9-22(2)18(11-19-24(17,22)29-19)14-3-4-20(26)28-13-14/h3-4,13,15-19,25,27H,5-12H2,1-2H3/t15-,16-,17+,18+,19+,21+,22+,23-,24+/m0/s1

SMILES (Click to copy)

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

Other Databases

CHEBI ID

146151

PubChem CID

11969465

PDB ID

P4S

Calculated Physicochemical Properties

Heavy Atoms 29

Rings 6

Aromatic Rings 1

Rotatable Bonds 1

Van der Waals Molecular Volume 374.73

Topological Polar Surface Area 83.20

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 5.42

Molar Refractivity 108.57

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Created at

14th Aug 2024

Updated at