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CHEBI:65566 - callophycol B

ChEBI IDCHEBI:65566
ChEBI Namecallophycol B
Stars
DefinitionA dibromophenol that is 2,4-dibromophenol substituted at position 6 by a decahydronaphthalen-1-ylmethyl group which in turn is substituted by a bromo, 4-bromo-3-chloro-4-methylpentyl group, two methyl groups and a methylidene group at positions 6, 5, 5, 8a and 2 respectively. A diterpenoid isolated from the Fijian red alga Callophycus serratus, it exhibits antibacterial, antimalarial and anticancer activities.
Last Modified3 December 2012
DownloadsMolfile
FormulaC26H35Br4ClO
Net Charge0
Average Mass718.634
Monoisotopic Mass713.91099
SMILES[H][C@]12CCC(=C)[C@@H](Cc3cc(Br)cc(Br)c3O)[C@]1(C)CC[C@@H](Br)[C@]2(C)CCC(Cl)C(C)(C)Br
InChIInChI=1S/C26H35Br4ClO/c1-15-6-7-20-25(4,18(15)13-16-12-17(27)14-19(28)23(16)32)10-8-21(29)26(20,5)11-9-22(31)24(2,3)30/h12,14,18,20-22,32H,1,6-11,13H2,2-5H3/t18-,20+,21-,22?,25+,26-/m1/s1
InChIKeyNFMVWIXBGOEENC-VJCWLMRASA-N
Species of MetaboliteComponentSourceComments
Callophycus serratus (ncbitaxon:632897) - PubMed (17715978)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
callophycol B (CHEBI:65566) has role antibacterial agent (CHEBI:33282)
callophycol B (CHEBI:65566) has role antimalarial (CHEBI:38068)
callophycol B (CHEBI:65566) has role antineoplastic agent (CHEBI:35610)
callophycol B (CHEBI:65566) has role metabolite (CHEBI:25212)
callophycol B (CHEBI:65566) is a carbobicyclic compound (CHEBI:36785)
callophycol B (CHEBI:65566) is a dibromophenol (CHEBI:33625)
callophycol B (CHEBI:65566) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
2,4-dibromo-6-{[(1R,4aS,5R,6R,8aS)-6-bromo-5-(4-bromo-3-chloro-4-methylpentyl)-5,8a-dimethyl-2-methylidenedecahydronaphthalen-1-yl]methyl}phenol
Manual XrefsDatabases
27023088ChemSpider
Registry NumbersSources
Reaxys:11167770Reaxys
Citations