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CHEBI:65004 - (−)-secoisolariciresinol

ChEBI IDCHEBI:65004
ChEBI Name(−)-secoisolariciresinol
Stars
ASCII Name(-)-secoisolariciresinol
DefinitionAn enantiomer of secoisolariciresinol having (−)-(2R,3R)-configuration.
Last Modified8 June 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H26O6
Net Charge0
Average Mass362.422
Monoisotopic Mass362.17294
SMILESCOc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O
InChIInChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
InChIKeyPUETUDUXMCLALY-HOTGVXAUSA-N
Species of MetaboliteComponentSourceComments
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.
phytoestrogen  Any compound produced by a plant that happens to have estrogenic activity.
Application:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
(−)-secoisolariciresinol (CHEBI:65004) has role antidepressant (CHEBI:35469)
(−)-secoisolariciresinol (CHEBI:65004) has role phytoestrogen (CHEBI:76989)
(−)-secoisolariciresinol (CHEBI:65004) has role plant metabolite (CHEBI:76924)
(−)-secoisolariciresinol (CHEBI:65004) is a secoisolariciresinol (CHEBI:67250)
(−)-secoisolariciresinol (CHEBI:65004) is enantiomer of (+)-secoisolariciresinol (CHEBI:67247)
Incoming Relation(s)
7-hydroxysecoisolariciresinol (CHEBI:88362) has functional parent (−)-secoisolariciresinol (CHEBI:65004)
(+)-secoisolariciresinol (CHEBI:67247) is enantiomer of (−)-secoisolariciresinol (CHEBI:65004)
IUPAC Name 
(2R,3R)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol
Synonyms  Source
SecoisolariciresinolKEGG COMPOUND
(-)-SecoisolariciresinolKEGG COMPOUND
UniProt Name  Source
(−)-secoisolariciresinolUniProt
Manual XrefsDatabases
CPD-8909MetaCyc
C18167KEGG COMPOUND
HMDB0013692HMDB
LSM-5964LINCS
Registry NumbersSources
Reaxys:1893026Reaxys
CAS:29388-59-8ChemIDplus
CAS:29388-59-8KEGG COMPOUND
Citations