(+)-larreatricin (CHEBI:67153)

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ChEBI Name	(+)-larreatricin

ChEBI ID	CHEBI:67153

Definition	An antiviral lignan isolated from the creosote bush, Larrea tridentata, which consists of a 3,4-dimethyltetrahydrofuran skeleton substituted by 4-hydroxyphenyl groups at positions 2 and 5 (the 2R,3R,4S,5R stereoisomer).

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

Submitter	KAX

Supplier Information

Download	Molfile XML SDF

Formula

C18H20O3

Net Charge

Average Mass

284.34960

Monoisotopic Mass

284.14124

InChI

InChI=1S/C18H20O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-12,17-20H,1-2H3/t11-,12+,17-,18-/m1/s1

InChIKey

PIBJADPEZQHMQS-FVEFGIFQSA-N

SMILES

C[C@H]1[C@@H](C)[C@@H](O[C@H]1c1ccc(O)cc1)c1ccc(O)cc1

Roles Classification
Biological Role(s):	antiviral agent A substance that destroys or inhibits replication of viruses. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	(+)-larreatricin (CHEBI:67153) has role antiviral agent (CHEBI:22587) (+)-larreatricin (CHEBI:67153) has role metabolite (CHEBI:25212) (+)-larreatricin (CHEBI:67153) is a lignan (CHEBI:25036) (+)-larreatricin (CHEBI:67153) is a oxolanes (CHEBI:26912) (+)-larreatricin (CHEBI:67153) is a phenols (CHEBI:33853)

IUPAC Name

4,4'-[(2R,3R,4S,5R)-3,4-dimethyltetrahydrofuran-2,5-diyl]diphenol

Synonyms	Sources
(+)-larreatricin	UniProt
(2R,3R,4S,5R)-2,5-bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran	ChEBI
(2R,3R,4S,5R)-2,5-di(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran	ChEBI

Registry Number	Type	Source
9411082	Reaxys Registry Number	Reaxys

Citation	Type	Source
12960376	PubMed citation	SUBMITTER

Last Modified

21 August 2012