CHEBI:65482 - benthophoenin

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ChEBI Name benthophoenin
ChEBI ID CHEBI:65482
Definition A member of the class of phenazines that is 5,10-dihydrophenazine-1-carboxylic acid substituted by benzoyl groups at positions 3 and 7 and a geranyl moiety at position 5. It is isolated from the mycelium of Streptomyces prunicolor and acts as a free radical scavenger.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H34N2O4
Net Charge 0
Average Mass 570.67690
Monoisotopic Mass 570.25186
InChI InChI=1S/C37H34N2O4/c1-24(2)11-10-12-25(3)19-20-39-32-22-28(35(40)26-13-6-4-7-14-26)17-18-31(32)38-34-30(37(42)43)21-29(23-33(34)39)36(41)27-15-8-5-9-16-27/h4-9,11,13-19,21-23,38H,10,12,20H2,1-3H3,(H,42,43)/b25-19+
InChIKey ZXEFSITWOFAFSF-NCELDCMTSA-N
SMILES CC(C)=CCC\C(C)=C\CN1c2cc(ccc2Nc2c1cc(cc2C(O)=O)C(=O)c1ccccc1)C(=O)c1ccccc1
Metabolite of Species Details
Streptomyces prunicolor (NCBI:txid67348) Found in mycelium (BTO:0001436). of strain 1884 SVT2 See: DOI
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing benthophoenin (CHEBI:65482) has role metabolite (CHEBI:25212)
benthophoenin (CHEBI:65482) has role radical scavenger (CHEBI:48578)
benthophoenin (CHEBI:65482) is a aromatic ketone (CHEBI:76224)
benthophoenin (CHEBI:65482) is a diketone (CHEBI:46640)
benthophoenin (CHEBI:65482) is a dioxo monocarboxylic acid (CHEBI:35951)
benthophoenin (CHEBI:65482) is a phenazines (CHEBI:39201)
IUPAC Name
3,7-dibenzoyl-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,10-dihydrophenazine-1-carboxylic acid
Registry Number Type Source
22344588 Reaxys Registry Number Reaxys
Last Modified
07 November 2013
General Comment
2012-11-20 J. Nat. Prod. 1993, 56, 1255-1258