EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:84367 - cladoniamide B

ChEBI IDCHEBI:84367
ChEBI Namecladoniamide B
Stars
Definition8a,13-dihydrobenzo[2,3]pyrrolo[3',4':5,6]indolizino[8,7-b]indole-6,8(5aH,7H)-dione which is substituted by chlorines at positions 2 and 10, hydroxy groups at positions 5a and 8a, a methoxy group at position 14, and a methyl group at position 7 (the 5aR,8aS diastereoisomer). It has been isolated from the culture broth of Streptomyces uncialis.
Last Modified19 January 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H15Cl2N3O5
Net Charge0
Average Mass472.284
Monoisotopic Mass471.03888
SMILESCOc1c2n(c3ccc(Cl)cc13)[C@]1(O)C(=O)N(C)C(=O)[C@]1(O)c1c-2nc2ccc(Cl)cc12
InChIInChI=1S/C22H15Cl2N3O5/c1-26-19(28)21(30)15-11-7-9(23)3-5-13(11)25-16(15)17-18(32-2)12-8-10(24)4-6-14(12)27(17)22(21,31)20(26)29/h3-8,25,30-31H,1-2H3/t21-,22+/m1/s1
InChIKeyBCFVHVKRKHBTGK-YADHBBJMSA-N
Species of MetaboliteComponentSourceComments
Streptomyces uncialis (ncbitaxon:1048205) - PubMed (18646774)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
cladoniamide B (CHEBI:84367) is a cladoniamide (CHEBI:83956)
cladoniamide B (CHEBI:84367) is a dicarboximide (CHEBI:35356)
cladoniamide B (CHEBI:84367) is a diol (CHEBI:23824)
cladoniamide B (CHEBI:84367) is a organic heterohexacyclic compound (CHEBI:51914)
cladoniamide B (CHEBI:84367) is a organochlorine compound (CHEBI:36683)
cladoniamide B (CHEBI:84367) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(5aR,8aS)-2,10-dichloro-5a,8a-dihydroxy-14-methoxy-7-methyl-8a,13-dihydrobenzo[2,3]pyrrolo[3',4':5,6]indolizino[8,7-b]indole-6,8(5aH,7H)-dione
Registry NumbersSources
Reaxys:19021255Reaxys
Citations