prenylterphenyllin B (CHEBI:67527)

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ChEBI Name	prenylterphenyllin B

ChEBI ID	CHEBI:67527

Definition	A para-terphenyl that is 1,1ʼ:4ʼ,1ʼʼ-terphenyl substituted by methoxy groups at positions 3ʼ and 6ʼ, a prenyl group at position 3ʼʼ and hydroxy groups at positions 2ʼ, 4 and 4ʼʼ. Isolated from the fungus, Aspergillus taichungensis, it exhibits cytotoxic activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C25H26O5

Net Charge

Average Mass

406.47090

Monoisotopic Mass

406.17802

InChI

InChI=1S/C25H26O5/c1-15(2)5-6-18-13-17(9-12-21(18)27)20-14-22(29-3)23(24(28)25(20)30-4)16-7-10-19(26)11-8-16/h5,7-14,26-28H,6H2,1-4H3

InChIKey

IWVBXHCTGZHCPU-UHFFFAOYSA-N

SMILES

COc1cc(-c2ccc(O)c(CC=C(C)C)c2)c(OC)c(O)c1-c1ccc(O)cc1

Metabolite of Species	Details
Aspergillus taichungensis (NCBI:txid482145)	Found in mycelium (BTO:0001436). EtOAc extract of fungal strain was isolated from root soil of Acrostichum aureum (mangrove plant) of strain ZHN 7-07 See: PubMed

Roles Classification
Biological Role(s):	Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	prenylterphenyllin B (CHEBI:67527) has role Aspergillus metabolite (CHEBI:76956) prenylterphenyllin B (CHEBI:67527) has role antineoplastic agent (CHEBI:35610) prenylterphenyllin B (CHEBI:67527) is a para-terphenyl (CHEBI:75874) prenylterphenyllin B (CHEBI:67527) is a dimethoxybenzene (CHEBI:51681) prenylterphenyllin B (CHEBI:67527) is a phenols (CHEBI:33853)

IUPAC Name

3ʼ,6ʼ-dimethoxy-3ʼʼ-(3-methylbut-2-en-1-yl)-1,1ʼ:4ʼ,1ʼʼ-terphenyl-2ʼ,4,4ʼʼ-triol

Registry Number	Type	Source
21577512	Reaxys Registry Number	Reaxys

Citation	Type	Source
21486068	PubMed citation	Europe PMC

Last Modified

13 January 2014