(+)-lariciresinol (CHEBI:67246)

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CHEBI:67246 - (+)-lariciresinol

ChEBI ID	CHEBI:67246
ChEBI Name	(+)-lariciresinol
Stars
Definition	A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer).
Last Modified	26 May 2015
Submitter	KAX
Downloads	Molfile

Formula	C20H24O6
Net Charge	0
Average Mass	360.406
Monoisotopic Mass	360.15729
SMILES	COc1cc(C[C@H]2CO[C@H](c3ccc(O)c(OC)c3)[C@H]2CO)ccc1O
InChI	InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1
InChIKey	MHXCIKYXNYCMHY-AUSJPIAWSA-N

Wikipedia

Species of Metabolite	Component	Source	Comments
Rubia yunnanensis (IPNI:765385-1)	root (BTO:0001188)	PubMed (21973054)	Methanolic extract of air dried powdered roots.
Taxus yunnanensis (ncbitaxon:147275)	xylem (BTO:0001468)	PubMed (21138310)	Previous component: wood; Aqueous extract of air-dried, powdered wood

Roles Classification

Biological Roles:

antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology

Outgoing Relation(s)
	(+)-lariciresinol (CHEBI:67246) has role antifungal agent (CHEBI:35718)
	(+)-lariciresinol (CHEBI:67246) has role plant metabolite (CHEBI:76924)
	(+)-lariciresinol (CHEBI:67246) is a aromatic ether (CHEBI:35618)
	(+)-lariciresinol (CHEBI:67246) is a lignan (CHEBI:25036)
	(+)-lariciresinol (CHEBI:67246) is a oxolanes (CHEBI:26912)
	(+)-lariciresinol (CHEBI:67246) is a phenols (CHEBI:33853)
	(+)-lariciresinol (CHEBI:67246) is a primary alcohol (CHEBI:15734)
	(+)-lariciresinol (CHEBI:67246) is enantiomer of (−)-lariciresinol (CHEBI:67244)
Incoming Relation(s)
	(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) has functional parent (+)-lariciresinol (CHEBI:67246)
	(+)-5'-methoxylariciresinol (CHEBI:67651) has functional parent (+)-lariciresinol (CHEBI:67246)
	(−)-lariciresinol (CHEBI:67244) is enantiomer of (+)-lariciresinol (CHEBI:67246)

IUPAC Name
4-[(2S,3R,4R)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol

Synonym	Source
Lariciresinol	ChemIDplus

UniProt Name	Source
(+)-lariciresinol	UniProt

Manual Xrefs	Databases
C00000602	KNApSAcK
C10646	KEGG COMPOUND
CPD-8907	MetaCyc
Lariciresinol	Wikipedia

Registry Numbers	Sources
CAS:27003-73-2	KEGG COMPOUND
CAS:83327-19-9	ChemIDplus

Citations