CHEBI:84367 - cladoniamide B

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ChEBI Name cladoniamide B
ChEBI ID CHEBI:84367
Definition 8a,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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H15Cl2N3O5
Net Charge 0
Average Mass 472.27800
Monoisotopic Mass 471.03888
InChI InChI=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
InChIKey BCFVHVKRKHBTGK-YADHBBJMSA-N
SMILES COc1c2-c3[nH]c4ccc(Cl)cc4c3[C@@]3(O)C(=O)N(C)C(=O)[C@@]3(O)n2c2ccc(Cl)cc12
Metabolite of Species Details
Streptomyces uncialis (NCBI:txid1048205) See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via cladoniamide )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19021255 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18646774 PubMed citation Europe PMC
21876764 PubMed citation Europe PMC
Last Modified
19 January 2015