CHEBI:134224 - lucibufagin C

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ChEBI Name lucibufagin C
ChEBI ID CHEBI:134224
Definition A defensive steroid lactone that is produced by males of the species Photinus pyralis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H36O10
Net Charge 0
Average Mass 532.581
Monoisotopic Mass 532.23085
InChI InChI=1S/C28H36O10/c1-14(29)37-19-11-25(3)22-18(7-9-27(25,34)12-20(19)38-15(2)30)28(35)10-8-17(16-5-6-21(31)36-13-16)26(28,4)24(33)23(22)32/h5-6,13,17-20,22-23,32,34-35H,7-12H2,1-4H3/t17-,18-,19+,20-,22-,23+,25-,26+,27+,28+/m1/s1
InChIKey DVEVNJSTCHVUOO-AXGBFFCYSA-N
SMILES C=1(C=CC(OC1)=O)[C@@H]2[C@]3(C([C@H]([C@@]4([C@]5(C[C@@H]([C@@H](C[C@]5(CC[C@]4([C@]3(CC2)O)[H])O)OC(=O)C)OC(=O)C)C)[H])O)=O)C
Metabolite of Species Details
Photinus pyralis (NCBI:txid7054) See: MetaboLights Study
Photinus pyralis (NCBI:txid7054) See: PubMed
ChEBI Ontology
Outgoing lucibufagin C (CHEBI:134224) has parent hydride 5β-bufanolide (CHEBI:20661)
lucibufagin C (CHEBI:134224) is a 11α-hydroxy steroid (CHEBI:19129)
lucibufagin C (CHEBI:134224) is a 12-oxo steroid (CHEBI:48070)
lucibufagin C (CHEBI:134224) is a 14β-hydroxy steroid (CHEBI:36862)
lucibufagin C (CHEBI:134224) is a 2-pyranones (CHEBI:75885)
lucibufagin C (CHEBI:134224) is a 5β-hydroxy steroid (CHEBI:38195)
lucibufagin C (CHEBI:134224) is a secondary α-hydroxy ketone (CHEBI:2468)
lucibufagin C (CHEBI:134224) is a steroid ester (CHEBI:47880)
lucibufagin C (CHEBI:134224) is a steroid lactone (CHEBI:26766)
IUPAC Name
2β,3β-bis(acetyloxy)-5β,11α,14-trihydroxy-12-oxobufa-20,22-dienolide
Synonym Source
(2β,3β,5β,11α)-2,3-bis(acetyloxy)-5,11,14-trihydroxy-12-oxobufa-20,22-dienolide IUPAC
Registry Number Type Source
1415624 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
28004739 PubMed citation Europe PMC
7816804 PubMed citation Europe PMC
Last Modified
06 February 2018