CHEBI:67244 - (−)-lariciresinol

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ChEBI Name (−)-lariciresinol
ChEBI ID CHEBI:67244
ChEBI ASCII Name (-)-lariciresinol
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 2R,3S,4S-diastereomer).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C20H24O6
Net Charge 0
Average Mass 360.40100
Monoisotopic Mass 360.15729
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+/m1/s1
InChIKey MHXCIKYXNYCMHY-SXGZJXTBSA-N
SMILES COc1cc(C[C@@H]2CO[C@H]([C@@H]2CO)c2ccc(O)c(OC)c2)ccc1O
ChEBI Ontology
Outgoing (−)-lariciresinol (CHEBI:67244) is a lignan (CHEBI:25036)
(−)-lariciresinol (CHEBI:67244) is a oxolanes (CHEBI:26912)
(−)-lariciresinol (CHEBI:67244) is a phenols (CHEBI:33853)
(−)-lariciresinol (CHEBI:67244) is enantiomer of (+)-lariciresinol (CHEBI:67246)
Incoming (+)-lariciresinol (CHEBI:67246) is enantiomer of (−)-lariciresinol (CHEBI:67244)
IUPAC Name
4-[(2R,3S,4S)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol
Synonyms Sources
(−)-lariciresinol UniProt
Lariciresinol ChemIDplus
Manual Xref Database
CPD-8908 MetaCyc
View more database links
Registry Numbers Types Sources
5622895 Reaxys Registry Number Reaxys
83327-19-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21679690 PubMed citation Europe PMC
22218086 PubMed citation Europe PMC
22466741 PubMed citation Europe PMC
8262939 PubMed citation SUBMITTER
Last Modified
15 January 2014