CHEBI:65371 - adxanthromycin A

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ChEBI Name adxanthromycin A
ChEBI ID CHEBI:65371
Definition An organic peroxide, which is the 3-α-D-galactopyranosyl substituted derivative of the dimer obtained by oxidation at the 10-hydroxy position of (10S)-3,8,10-trihydroxy-1,7,10-trimethyl-9-oxo-9,10-dihydroanthracene-2-carboxylic acid. It is isolated from the fermentation broth of Streptomyces.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H40O17
Net Charge 0
Average Mass 816.75680
Monoisotopic Mass 816.22655
InChI InChI=1S/C42H40O17/c1-14-7-9-18-29(31(14)45)34(48)25-16(3)27(38(52)53)22(44)11-20(25)41(18,5)58-59-42(6)19-10-8-15(2)32(46)30(19)35(49)26-17(4)28(39(54)55)23(12-21(26)42)56-40-37(51)36(50)33(47)24(13-43)57-40/h7-12,24,33,36-37,40,43-47,50-51H,13H2,1-6H3,(H,52,53)(H,54,55)/t24-,33+,36+,37-,40+,41-,42-/m1/s1
InChIKey JQXRWMLDLWYXKW-KWEXCAGTSA-N
SMILES Cc1ccc2c(C(=O)c3c(C)c(C(O)=O)c(O)cc3[C@]2(C)OO[C@]2(C)c3ccc(C)c(O)c3C(=O)c3c(C)c(C(O)=O)c(O[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)cc23)c1O
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain NA 148 See: PubMed
Roles Classification
Chemical Role(s): oxidising agent
A substance that removes electrons from another reactant in a redox reaction.
(via peroxides )
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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing adxanthromycin A (CHEBI:65371) has role antimicrobial agent (CHEBI:33281)
adxanthromycin A (CHEBI:65371) has role metabolite (CHEBI:25212)
adxanthromycin A (CHEBI:65371) is a α-D-galactoside (CHEBI:46953)
adxanthromycin A (CHEBI:65371) is a anthracenes (CHEBI:46955)
adxanthromycin A (CHEBI:65371) is a dicarboxylic acid (CHEBI:35692)
adxanthromycin A (CHEBI:65371) is a monosaccharide derivative (CHEBI:63367)
adxanthromycin A (CHEBI:65371) is a organic peroxide (CHEBI:25702)
adxanthromycin A (CHEBI:65371) is a phenols (CHEBI:33853)
IUPAC Name
(10S)-10-{[(9S)-3-carboxy-2,5-dihydroxy-4,6,9-trimethyl-10-oxo-9,10-dihydroanthracen-9-yl]peroxy}-3-(α-D-galactopyranosyloxy)-8-hydroxy-1,7,10-trimethyl-9-oxo-9,10-dihydroanthracene-2-carboxylic acid
Citation Waiting for Citations Type Source
10344578 PubMed citation Europe PMC
Last Modified
20 September 2012