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InChI=1S/CH4O/c1-2/h2H,1H3
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CHEBI:65004 - (−)-secoisolariciresinol
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ChEBI Name
(−)-secoisolariciresinol
ChEBI ID
CHEBI:65004
ChEBI ASCII Name
(-)-secoisolariciresinol
Definition
An enantiomer of secoisolariciresinol having (−)-(2
R
,3
R
)-configuration.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Kristian Axelsen
Supplier Information
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Formula
C20H26O6
Net Charge
0
Average Mass
362.41680
Monoisotopic Mass
362.17294
InChI
InChI=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
InChIKey
PUETUDUXMCLALY-HOTGVXAUSA-N
SMILES
COc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O
Metabolite of Species
Details
Rubia yunnanensis
(IPNI:765385-1)
Found in root
(BTO:0001188)
. Methanolic extract of air dried powdered roots. See:
PubMed
Taxus yunnanensis
(NCBI:txid147275)
Found in xylem
(BTO:0001468)
. Previous component: wood; Aqueous extract of air-dried, powdered wood See:
PubMed
Roles Classification
Biological Role
(s):
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
(s):
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(−)-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
7-hydroxysecoisolariciresinol (
CHEBI:88362
)
has functional parent
(−)-secoisolariciresinol (
CHEBI:65004
)
(+)-secoisolariciresinol (
CHEBI:67247
)
is enantiomer of
(−)-secoisolariciresinol (
CHEBI:65004
)
IUPAC Name
(2
R
,3
R
)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol
Synonyms
Sources
(−)-secoisolariciresinol
UniProt
(-)-Secoisolariciresinol
KEGG COMPOUND
Secoisolariciresinol
KEGG COMPOUND
Manual Xrefs
Databases
C18167
KEGG COMPOUND
CPD-8909
MetaCyc
HMDB0013692
HMDB
LSM-5964
LINCS
View more database links
Registry Numbers
Types
Sources
1893026
Reaxys Registry Number
Reaxys
29388-59-8
CAS Registry Number
KEGG COMPOUND
29388-59-8
CAS Registry Number
ChemIDplus
Citations
Types
Sources
15653677
PubMed citation
SUBMITTER
21837520
PubMed citation
Europe PMC
21897049
PubMed citation
Europe PMC
21958542
PubMed citation
Europe PMC
22030618
PubMed citation
Europe PMC
22037685
PubMed citation
Europe PMC
22476613
PubMed citation
Europe PMC
Last Modified
08 June 2016