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CHEBI:67244 - (−)-lariciresinol

ChEBI IDCHEBI:67244
ChEBI Name(−)-lariciresinol
Stars
ASCII Name(-)-lariciresinol
DefinitionA 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).
Last Modified15 January 2014
SubmitterKAX
DownloadsMolfile
FormulaC20H24O6
Net Charge0
Average Mass360.406
Monoisotopic Mass360.15729
SMILESCOc1cc(C[C@@H]2CO[C@@H](c3ccc(O)c(OC)c3)[C@@H]2CO)ccc1O
InChIInChI=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
InChIKeyMHXCIKYXNYCMHY-SXGZJXTBSA-N
ChEBI Ontology
Outgoing Relation(s)
(−)-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 Relation(s)
(+)-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
Synonym  Source
LariciresinolChemIDplus
UniProt Name  Source
(−)-lariciresinolUniProt
Manual XrefsDatabases
CPD-8908MetaCyc
Registry NumbersSources
Reaxys:5622895Reaxys
CAS:83327-19-9ChemIDplus
Citations