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isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]
A glycosyloxyflavone that consists of isorhamnetin substituted by a alpha-L-(6''''-p-coumaroyl-beta-D-glucopyranosyl)-(1->2)-rhamnopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Ginkgo biloba, it exhibits antioxidant activity.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Ginkgophyta (8) 
 Ginkgoopsida (8) 
 Ginkgoales (8) 
 Ginkgoaceae (8) 
 Ginkgo (8) 
 Ginkgo biloba (8)
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) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 methoxyflavone [CHEBI:25241] (41) 
 monomethoxyflavone [CHEBI:25401] (22) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 glycosyloxyflavone [CHEBI:50018] (49) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 disaccharide derivative [CHEBI:63353] (242) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 methoxyflavone [CHEBI:25241] (41) 
 monomethoxyflavone [CHEBI:25401] (22) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 glycosyloxyflavone [CHEBI:50018] (49) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 methoxyflavone [CHEBI:25241] (41) 
 monomethoxyflavone [CHEBI:25401] (22) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 glycosyloxyflavone [CHEBI:50018] (49) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 disaccharide derivative [CHEBI:63353] (242) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (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) 
 ether [CHEBI:25698] (876) 
 methoxyflavone [CHEBI:25241] (41) 
 monomethoxyflavone [CHEBI:25401] (22) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 glycosyloxyflavone [CHEBI:50018] (49) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 disaccharide derivative [CHEBI:63353] (242) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 methoxyflavone [CHEBI:25241] (41) 
 monomethoxyflavone [CHEBI:25401] (22) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 glycosyloxyflavone [CHEBI:50018] (49) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 trihydroxyflavone [CHEBI:27116] (39) 
 isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside] [CHEBI:66097] (1)
ChEBI Compound Accession Identifier  [CHEBI:66097]
ChEBI Compound Description  A glycosyloxyflavone that consists of isorhamnetin substituted by a alpha-L-(6''''-p-coumaroyl-beta-D-glucopyranosyl)-(1->2)-rhamnopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Ginkgo biloba, it exhibits antioxidant activity.
ChEBI Compound Identification Number  66097
ChEBI InChI Value  InChI=1S/C37H38O18/c1-15-27(43)31(47)35(55-36-32(48)30(46)28(44)24(53-36)14-50-25(42)10-5-16-3-7-18(38)8-4-16)37(51-15)54-34-29(45)26-21(41)12-19(39)13-23(26)52-33(34)17-6-9-20(40)22(11-17)49-2/h3-13,15,24,27-28,30-32,35-41,43-44,46-48H,14H2,1-2H3/b10-5+/t15-,24+,27-,28+,30-,31+,32+,35+,36-,37-/m0/s1
ChEBI InChIKey Value  NACZCQPMPCWDEE-APOKSGMJSA-N
ChEBI Compound Name  isorhamnetin 3-O-alpha-L-[6''''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]
ChEBI SMILES Value  [H][C@]1(O[C@H](COC(=O)\C=C\c2ccc(O)cc2)[C@@H](O)[C@H](O)[C@H]1O)O[C@H]1[C@@H](O[C@@H](C)[C@H](O)[C@H]1O)Oc1c(oc2cc(O)cc(O)c2c1=O)-c1ccc(O)c(OC)c1
ChEBI Substance ID  160709825
ChEBI URL  ChEBI:66097
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  NACZCQPMPCWDEE_APOKSGMJSA_N_000_000000
PubChem Compound ID  11018161