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CHEBI:67649 - (+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether

ChEBI IDCHEBI:67649
ChEBI Name(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether
Stars
ASCII Name(+)-(7S,8S)-guaiacylglycerol-beta-vanillic acid ether
DefinitionAn aromatic ether in which the oxygen atom is connected to a guaiacylglyceryl and a vanillyl group. It has been isolated from the stems of Sinocalamus affinis.
Last Modified7 April 2017
DownloadsMolfile
FormulaC18H20O8
Net Charge0
Average Mass364.350
Monoisotopic Mass364.11582
SMILESCOc1cc([C@H](O)[C@H](CO)Oc2ccc(C(=O)O)cc2OC)ccc1O
InChIInChI=1S/C18H20O8/c1-24-14-7-10(3-5-12(14)20)17(21)16(9-19)26-13-6-4-11(18(22)23)8-15(13)25-2/h3-8,16-17,19-21H,9H2,1-2H3,(H,22,23)/t16-,17-/m0/s1
InChIKeyUDFDXTXZIMXARD-IRXDYDNUSA-N
Species of MetaboliteComponentSourceComments
Sinocalamus affinis (IPNI:421970-1) stem (BTO:0001300) PubMed (21469695) 95% Ethanolic extract of skin-removed, air-dried, powdered stems.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) has functional parent (+)-(7S,8S)-guaiacylglycerol (CHEBI:67646)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) has functional parent vanillic acid (CHEBI:30816)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) is a aromatic ether (CHEBI:35618)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) is a benzoic acids (CHEBI:22723)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) is a guaiacols (CHEBI:134251)
(+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) is a triol (CHEBI:27136)
IUPAC Name 
4-{[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxybenzoic acid
Registry NumbersSources
Reaxys:21559767Reaxys
Citations