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CHEBI:65371 - adxanthromycin A

ChEBI IDCHEBI:65371
ChEBI Nameadxanthromycin A
Stars
DefinitionAn 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.
Last Modified20 September 2012
DownloadsMolfile
FormulaC42H40O17
Net Charge0
Average Mass816.765
Monoisotopic Mass816.22655
SMILESCc1ccc2c(c1O)C(=O)c1c(cc(O)c(C(=O)O)c1C)[C@]2(C)OO[C@@]1(C)c2cc(O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)c(C(=O)O)c(C)c2C(=O)c2c1ccc(C)c2O
InChIInChI=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
InChIKeyJQXRWMLDLWYXKW-KWEXCAGTSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (10344578) Strain: NA 148
Roles Classification
Chemical Roles:
oxidising agent  A substance that removes electrons from another reactant in a redox reaction.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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)
adxanthromycin A (CHEBI:65371) is a α-D-galactoside (CHEBI:46953)
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
Citations