(+)-lariciresinol (CHEBI:67246)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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:

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

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

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