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CHEBI:132789 - oxypaeoniflorin

ChEBI IDCHEBI:132789
ChEBI Nameoxypaeoniflorin
Stars
DefinitionA monoterpene glycoside with formula C23H28O12, isolated from several species of Paeoniae.
Last Modified17 January 2017
Submitterliuqingping
DownloadsMolfile
FormulaC23H28O12
Net Charge0
Average Mass496.465
Monoisotopic Mass496.15808
SMILES[H][C@]12O[C@]3(O)C[C@](C)(O1)[C@@]1(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C[C@]3([H])[C@@]21COC(=O)c1ccc(O)cc1
InChIInChI=1S/C23H28O12/c1-20-8-22(30)13-6-23(20,33-18-16(28)15(27)14(26)12(7-24)32-18)21(13,19(34-20)35-22)9-31-17(29)10-2-4-11(25)5-3-10/h2-5,12-16,18-19,24-28,30H,6-9H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
InChIKeyFCHVXNVDFYXLIL-WRJNSLSBSA-N
Species of MetaboliteComponentSourceComments
Paeonia suffruticosa (ncbitaxon:45171)
root (BTO:0001188) PubMed (22547314)
seed (BTO:0001226) PubMed (20822014)
Paeonia ludlowii (ncbitaxon:459176) seed (BTO:0001226) PubMed (23497864)
Paeonia lactiflora (ncbitaxon:35924)
seed (BTO:0001226) PubMed (23497864)
root (BTO:0001188) PubMed (26838074)
Paeonia obovata (ncbitaxon:40716) seed (BTO:0001226) PubMed (23497864)
Glycyrrhiza uralensis (ncbitaxon:74613)
rhizome (BTO:0001181) PubMed (23867078)
root (BTO:0001188) PubMed (23867078)
Paeonia rockii (ncbitaxon:62886) seed (BTO:0001226) PubMed (23497864)
Paeonia obovata var. japonica (ncbitaxon:40709) seed (BTO:0001226) PubMed (23497864)
Paeonia qiui (ncbitaxon:459178) seed (BTO:0001226) PubMed (23497864)
Paeonia ostii (ncbitaxon:459177) seed (BTO:0001226) PubMed (23497864)
Paeonia delavayi (ncbitaxon:40707) seed (BTO:0001226) PubMed (23497864)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
oxypaeoniflorin (CHEBI:132789) has role plant metabolite (CHEBI:76924)
oxypaeoniflorin (CHEBI:132789) is a 4-hydroxybenzoate ester (CHEBI:79323)
oxypaeoniflorin (CHEBI:132789) is a bridged compound (CHEBI:35990)
oxypaeoniflorin (CHEBI:132789) is a cyclic acetal (CHEBI:59770)
oxypaeoniflorin (CHEBI:132789) is a lactol (CHEBI:38131)
oxypaeoniflorin (CHEBI:132789) is a monoterpene glycoside (CHEBI:72293)
oxypaeoniflorin (CHEBI:132789) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
[(1aR,2S,3aR,5R,5aR,5bS)-1a-(β-D-glucopyranosyloxy)-5-hydroxy-2-methyltetrahydro-1H-2,5-methano-3,4-dioxacyclobuta[cd]pentalen-5b(3aH)-yl]methyl 4-hydroxybenzoate
Manual XrefsDatabases
C00033281KNApSAcK
Registry NumbersSources
Reaxys:7504628Reaxys
CAS:39011-91-1ChemIDplus
Citations