CHEBI:66554 - laurebiphenyl

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ChEBI Name laurebiphenyl
ChEBI ID CHEBI:66554
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H38O2
Net Charge 0
Average Mass 430.62150
Monoisotopic Mass 430.28718
InChI InChI=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
InChIKey XNIZFYLMUVNEOT-MUVIMXQCSA-N
SMILES [H][C@]12CC[C@@](C)(c3cc(c(C)cc3O)-c3cc(c(O)cc3C)[C@]3(C)CC[C@]4([H])C[C@]34C)[C@@]1(C)C2
Metabolite of Species Details
Laurencia nidifica (NCBI:txid689809) See: DOI
Laurencia tristicha (WORMS:374064) See: PubMed
Roles Classification
Biological Role(s): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
9706857 ChemSpider
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Registry Number Type Source
6539345 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15974618 PubMed citation Europe PMC
Last Modified
10 February 2015