EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:2448 - actinorhodin

ChEBI IDCHEBI:2448
ChEBI Nameactinorhodin
Stars
DefinitionA member of the class of benzoisochromanequinone that is produced by Streptomyces coelicolor A3(2) and exhibits antibiotic activity.
Last Modified28 March 2022
DownloadsMolfile
FormulaC32H26O14
Net Charge0
Average Mass634.546
Monoisotopic Mass634.13226
SMILESC[C@H]1O[C@H](CC(=O)O)CC2=C1C(=O)c1c(O)c(-c3cc(O)c4c(c3O)C(=O)C3=C(C[C@@H](CC(=O)O)O[C@@H]3C)C4=O)cc(O)c1C2=O
InChIInChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33-34,39-40H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
InChIKeyVTIKDEXOEJDMJP-WYUUTHIRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces coelicolor A3(2) (ncbitaxon:100226) - PubMed (17579485)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
actinorhodin (CHEBI:2448) has role antimicrobial agent (CHEBI:33281)
actinorhodin (CHEBI:2448) has role bacterial metabolite (CHEBI:76969)
actinorhodin (CHEBI:2448) is a p-quinones (CHEBI:25830)
actinorhodin (CHEBI:2448) is a benzoisochromanequinone (CHEBI:48129)
actinorhodin (CHEBI:2448) is a dicarboxylic acid (CHEBI:35692)
actinorhodin (CHEBI:2448) is a polyketide (CHEBI:26188)
actinorhodin (CHEBI:2448) is a polyphenol (CHEBI:26195)
actinorhodin (CHEBI:2448) is a ring assembly (CHEBI:36820)
actinorhodin (CHEBI:2448) is conjugate acid of actinorhodin(3−) (CHEBI:91020)
Incoming Relation(s)
actinorhodin(3−) (CHEBI:91020) is conjugate base of actinorhodin (CHEBI:2448)
IUPAC Name 
2,2'-[(1R,1'R,3S,3'S)-6,6',9,9'-tetrahydroxy-1,1'-dimethyl-5,5',10,10'-tetraoxo-3,3',4,4',5,5',10,10'-octahydro-1H,1'H-[8,8'-bibenzo[g]isochromene]-3,3'-diyl]diacetic acid
Synonyms  Source
ActinorhodineKEGG COMPOUND
ActinorhodinChemIDplus
2,2'-[(1R,1'R,3S,3'S)-6,6',9,9'-tetrahydroxy-1,1'-dimethyl-5,5',10,10'-tetraoxo-3,3',4,4',5,5',10,10'-octahydro-1H,1'H-[8,8'-binaphtho[2,3-c]pyran]-3,3'-diyl]diacetic acidIUPAC
ActinorhodinKEGG COMPOUND
Manual XrefsDatabases
C06691KEGG COMPOUND
ZCTPDBeChem
CPD1A0-6123MetaCyc
ActinorhodinWikipedia
Registry NumbersSources
Beilstein:76401Beilstein
Reaxys:22788170Reaxys
CAS:1397-77-9KEGG COMPOUND
CAS:1397-77-9ChemIDplus
Citations