EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65371 - adxanthromycin A

Default Structure
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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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