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CHEBI:66554 - laurebiphenyl

Default Structure
ChEBI IDCHEBI:66554
ChEBI Namelaurebiphenyl
Stars
DefinitionA sesquiterpenoid that is a dimer of a cyclolaurane type sesquiterpene. Isolated from the marine red algae Laurencia nidifica and Laurencia tristicha, it exhibits antineoplastic activity.
Last Modified10 February 2015
DownloadsMolfile
FormulaC30H38O2
Net Charge0
Average Mass430.632
Monoisotopic Mass430.28718
SMILES[H][C@]12CC[C@@](C)(c3cc(-c4cc([C@]5(C)CC[C@]6([H])C[C@@]65C)c(O)cc4C)c(C)cc3O)[C@@]1(C)C2
InChIInChI=1S/C30H38O2/c1-17-11-25(31)23(27(3)9-7-19-15-29(19,27)5)13-21(17)22-14-24(26(32)12-18(22)2)28(4)10-8-20-16-30(20,28)6/h11-14,19-20,31-32H,7-10,15-16H2,1-6H3/t19-,20-,27+,28+,29+,30+/m1/s1
InChIKeyXNIZFYLMUVNEOT-MUVIMXQCSA-N
Species of MetaboliteComponentSourceComments
Laurencia nidifica (ncbitaxon:689809) - DOI (10.1016/S0031-9422(00)81142-5)
Laurencia tristicha (WORMS:374064) - PubMed (15974618)
Roles Classification
Biological Role:
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
laurebiphenyl (CHEBI:66554) has role algal metabolite (CHEBI:84735)
laurebiphenyl (CHEBI:66554) has role antineoplastic agent (CHEBI:35610)
laurebiphenyl (CHEBI:66554) is a biphenyls (CHEBI:22888)
laurebiphenyl (CHEBI:66554) is a phenols (CHEBI:33853)
laurebiphenyl (CHEBI:66554) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name 
5,5'-bis[(1S,2R,5R)-1,2-dimethylbicyclo[3.1.0]hex-2-yl]-2,2'-dimethylbiphenyl-4,4'-diol
Manual XrefsDatabases
9706857ChemSpider
Registry NumbersSources
Reaxys:6539345Reaxys
Citations