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quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside
A quercetin O-glucoside that consists of quercetin attached to a alpha-L-rhamnopyranosyl moiety at position 4' and a beta-D-allopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Acacia pennata, it exhibits inhibitory activity against cyclooxygenase 1 and 2.


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06. Name of Biological Source of Chemical: Plantae > Magnoliophyta
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 cyclooxygenase inhibitor [CHEBI:35544] (58) 
 cyclooxygenase 2 inhibitor [CHEBI:50629] (37) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 cyclooxygenase 1 inhibitor [CHEBI:50630] (15) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Fabales (151) 
 Fabaceae (151) 
 Mimosoideae (39) 
 Acacia (19) 
 Acacia pennata (1)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 deoxy hexoside [CHEBI:35315] (35) 
 rhamnoside [CHEBI:26547] (22) 
 alpha-L-rhamnoside [CHEBI:27848] (22) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 glycosyloxyflavone [CHEBI:50018] (49) 
 quercetin O-glucoside [CHEBI:64621] (14) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 glycosyloxyflavone [CHEBI:50018] (49) 
 quercetin O-glucoside [CHEBI:64621] (14) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 deoxy hexoside [CHEBI:35315] (35) 
 rhamnoside [CHEBI:26547] (22) 
 alpha-L-rhamnoside [CHEBI:27848] (22) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 glycosyloxyflavone [CHEBI:50018] (49) 
 quercetin O-glucoside [CHEBI:64621] (14) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 deoxy hexoside [CHEBI:35315] (35) 
 rhamnoside [CHEBI:26547] (22) 
 alpha-L-rhamnoside [CHEBI:27848] (22) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 glycosyloxyflavone [CHEBI:50018] (49) 
 quercetin O-glucoside [CHEBI:64621] (14) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 glycosyloxyflavone [CHEBI:50018] (49) 
 quercetin O-glucoside [CHEBI:64621] (14) 
 quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside [CHEBI:66289] (1)
ChEBI Compound Accession Identifier  [CHEBI:66289]
ChEBI Compound Description  A quercetin O-glucoside that consists of quercetin attached to a alpha-L-rhamnopyranosyl moiety at position 4' and a beta-D-allopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Acacia pennata, it exhibits inhibitory activity against cyclooxygenase 1 and 2.
ChEBI Compound Identification Number  66289
ChEBI InChI Value  InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(39-8)41-13-3-2-9(4-11(13)30)24-25(19(34)16-12(31)5-10(29)6-14(16)40-24)43-27-23(38)21(36)18(33)15(7-28)42-27/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21+,22+,23+,26-,27-/m0/s1
ChEBI InChIKey Value  RKMUSTNOWMLGOU-ZRLZMVRZSA-N
ChEBI Compound Name  quercetin 4'-O-alpha-L-rhamnopyranosyl-3-O-beta-D-allopyranoside
ChEBI SMILES Value  C[C@@H]1O[C@@H](Oc2ccc(cc2O)-c2oc3cc(O)cc(O)c3c(=O)c2O[C@@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O
ChEBI Substance ID  160709793
ChEBI URL  ChEBI:66289
ChemSpider ID  28638987
Ontomatica Chemical Accession Key (OnChAKey)  RKMUSTNOWMLGOU_ZRLZMVRZSA_N_000_000000
PubChem Compound ID  71306323