Preferred Name |
masoprocol |
|
Synonyms |
masoprocolum masoprocol meso-NDGA CHX 100 CHX-100 meso-nordihydroguaiaretic acid meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol Actinex meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol) meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol erythro-nordihydroguaiaretic acid 4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol |
|
Definitions |
The meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_73468 |
|
charge |
0 |
|
database_cross_reference |
PMID:15814253 PMID:11016888 HMDB:HMDB0014325 PMID:18672930 PMID:10950827 PMID:9169274 KNApSAcK:C00000693 PMID:8040425 CAS:27686-84-6 Drug_Central:1637 DrugBank:DB00179 Wikipedia:Masoprocol Reaxys:2056826 PMID:8412980 PMID:9617755 PMID:10206430 Reaxys:9874298 CAS:500-38-9 PMID:10411373 KEGG:D04862 PMID:1869646 PMID:10027587 KEGG:C10719 |
|
definition |
The meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. |
|
formula |
C18H22O4 |
|
has role |
http://purl.obolibrary.org/obo/CHEBI_35856 http://purl.obolibrary.org/obo/CHEBI_35610 |
|
has_exact_synonym |
4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
masoprocolum masoprocol meso-NDGA CHX 100 CHX-100 meso-nordihydroguaiaretic acid meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol Actinex meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol) meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol erythro-nordihydroguaiaretic acid |
|
id |
CHEBI:73468 |
|
in_subset | ||
inchi |
InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+ |
|
inchikey |
HCZKYJDFEPMADG-TXEJJXNPSA-N |
|
label |
masoprocol |
|
mass |
302.36490 |
|
monoisotopicmass |
302.15181 |
|
notation |
CHEBI:73468 |
|
prefLabel |
masoprocol |
|
smiles |
C[C@@H](Cc1ccc(O)c(O)c1)[C@H](C)Cc1ccc(O)c(O)c1 |
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treeView | ||
subClassOf |