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CHEBI:136542 - (+)-sesamin monocatechol

ChEBI IDCHEBI:136542
ChEBI Name(+)-sesamin monocatechol
Stars
DefinitionA catechol resulting from the hydrolysis of one of the two methylene acetal groups in (+)-sesamin. Found as a product of (+)-sesamin in rat liver homogenate and also produced from sesamin by an enzyme (SesA) found in Sinomonas species. no. 22 growing on sesamin.
Last Modified26 January 2023
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC19H18O6
Net Charge0
Average Mass342.347
Monoisotopic Mass342.11034
SMILES[H][C@]12CO[C@]([H])(c3ccc4c(c3)OCO4)[C@@]1([H])CO[C@]2([H])c1ccc(O)c(O)c1
InChIInChI=1S/C19H18O6/c20-14-3-1-10(5-15(14)21)18-12-7-23-19(13(12)8-22-18)11-2-4-16-17(6-11)25-9-24-16/h1-6,12-13,18-21H,7-9H2/t12-,13-,18+,19+/m0/s1
InChIKeyCGEORJKFOZSMEZ-MBZVMHRFSA-N
ChEBI Ontology
Outgoing Relation(s)
(+)-sesamin monocatechol (CHEBI:136542) has functional parent (+)-sesamin (CHEBI:66470)
(+)-sesamin monocatechol (CHEBI:136542) is a benzodioxoles (CHEBI:38298)
(+)-sesamin monocatechol (CHEBI:136542) is a catechols (CHEBI:33566)
(+)-sesamin monocatechol (CHEBI:136542) is a furofuran (CHEBI:47790)
(+)-sesamin monocatechol (CHEBI:136542) is a lignan (CHEBI:25036)
Incoming Relation(s)
(+)-sesamin dicatechol (CHEBI:136543) has functional parent (+)-sesamin monocatechol (CHEBI:136542)
IUPAC Name 
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]benzene-1,2-diol
Synonyms  Source
SC-1ChEBI
(1R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3,3,0]octaneChEBI
UniProt Name  Source
(+)-sesamin monocatecholUniProt
Manual XrefsDatabases
CPD-19800MetaCyc
Registry NumbersSources
Reaxys:7388976Reaxys
Citations