CHEBI:132789 - oxypaeoniflorin

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ChEBI Name oxypaeoniflorin
ChEBI ID CHEBI:132789
Definition A monoterpene glycoside with formula C23H28O12, isolated from several species of Paeoniae.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C23H28O12
Net Charge 0
Average Mass 496.462
Monoisotopic Mass 496.15808
InChI InChI=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
InChIKey FCHVXNVDFYXLIL-WRJNSLSBSA-N
SMILES [C@@H]1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O[C@@]23[C@]4([C@@](C2)([C@@]5(O[C@]4(O[C@]3(C5)C)[H])O)[H])COC(C6=CC=C(C=C6)O)=O
Metabolite of Species Details
Paeonia lactiflora (NCBI:txid35924) Found in root (BTO:0001188). See: PubMed
Paeonia lactiflora (NCBI:txid35924) Found in seed (BTO:0001226). See: PubMed
Paeonia delavayi (NCBI:txid40707) Found in seed (BTO:0001226). See: PubMed
Paeonia obovata var. japonica (NCBI:txid40709) Found in seed (BTO:0001226). See: PubMed
Paeonia obovata (NCBI:txid40716) Found in seed (BTO:0001226). See: PubMed
Paeonia suffruticosa (NCBI:txid45171) Found in root (BTO:0001188). See: PubMed
Paeonia suffruticosa (NCBI:txid45171) Found in seed (BTO:0001226). See: PubMed
Paeonia ludlowii (NCBI:txid459176) Found in seed (BTO:0001226). See: PubMed
Paeonia ostii (NCBI:txid459177) Found in seed (BTO:0001226). See: PubMed
Paeonia qiui (NCBI:txid459178) Found in seed (BTO:0001226). See: PubMed
Paeonia rockii (NCBI:txid62886) Found in seed (BTO:0001226). See: PubMed
Glycyrrhiza uralensis (NCBI:txid74613) Found in root (BTO:0001188). See: PubMed
Glycyrrhiza uralensis (NCBI:txid74613) Found in rhizome (BTO:0001181). 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 oxypaeoniflorin (CHEBI:132789) has role plant metabolite (CHEBI:76924)
oxypaeoniflorin (CHEBI:132789) is a β-D-glucoside (CHEBI:22798)
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)
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 Xref Database
C00033281 KNApSAcK
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Registry Numbers Types Sources
39011-91-1 CAS Registry Number ChemIDplus
7504628 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20580804 PubMed citation Europe PMC
20822014 PubMed citation Europe PMC
22547314 PubMed citation Europe PMC
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23738461 PubMed citation Europe PMC
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24927419 PubMed citation Europe PMC
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25044951 PubMed citation Europe PMC
25335282 PubMed citation Europe PMC
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25800193 PubMed citation Europe PMC
26323145 PubMed citation Europe PMC
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26838074 PubMed citation Europe PMC
Last Modified
17 January 2017