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> Main
CHEBI:68169 -
meso
-dihydroguaiaretic acid
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ChEBI Name
meso
-dihydroguaiaretic acid
ChEBI ID
CHEBI:68169
ChEBI ASCII Name
meso-dihydroguaiaretic acid
Definition
A lignan that is 2,3-dimethylbutane substituted by 2-methoxyphenol groups at positions 1 and 4 respectively. It has been isolated from the bark of
Machilus robusta
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C20H26O4
Net Charge
0
Average Mass
330.41800
Monoisotopic Mass
330.18311
InChI
InChI=1S/C20H26O4/c1-
13(9-
15-
5-
7-
17(21)
19(11-
15)
23-
3)
14(2)
10-
16-
6-
8-
18(22)
20(12-
16)
24-
4/h5-
8,11-
14,21-
22H,9-
10H2,1-
4H3/t13-
,14+
InChIKey
ADFOLUXMYYCTRR-OKILXGFUSA-N
SMILES
COc1cc(C[C@H](C)[C@H](C)Cc2ccc(O)c(OC)c2)ccc1O
Metabolite of Species
Details
Machilus robusta
(NCBI:txid460780)
Found in bark
(BTO:0001301)
. 95%aqueous EtOH extract of air-dried bark 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
meso
-dihydroguaiaretic acid (
CHEBI:68169
)
has role
plant metabolite (
CHEBI:76924
)
meso
-dihydroguaiaretic acid (
CHEBI:68169
)
is a
guaiacols (
CHEBI:134251
)
meso
-dihydroguaiaretic acid (
CHEBI:68169
)
is a
lignan (
CHEBI:25036
)
IUPAC Name
4,4'-[(2
R
,3
S
)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol)
Synonyms
Sources
4,4'-dihydroxy-3,3'-dimethoxylignan
ChEBI
dihydroguaiaretic acid
ChEBI
Registry Number
Type
Source
3157473
Reaxys Registry Number
Reaxys
Citation
Type
Source
21627109
PubMed citation
Europe PMC
Last Modified
07 April 2017