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CHEBI:68877 - kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside
| Formula | C28H30O15 |
| Net Charge | 0 |
| Average Mass | 606.533 |
| Monoisotopic Mass | 606.15847 |
| SMILES | CC(=O)OC[C@@]1(O)CO[C@H](Oc2c(-c3ccc(O)cc3)oc3cc(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)cc(O)c3c2=O)[C@H]1O |
| InChI | InChI=1S/C28H30O15/c1-11-19(32)21(34)22(35)26(40-11)41-15-7-16(31)18-17(8-15)42-23(13-3-5-14(30)6-4-13)24(20(18)33)43-27-25(36)28(37,10-39-27)9-38-12(2)29/h3-8,11,19,21-22,25-27,30-32,34-37H,9-10H2,1-2H3/t11-,19-,21+,22+,25+,26-,27+,28+/m0/s1 |
| InChIKey | XOUMRQRJVFZBHB-JMCDDRANSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Vicia faba (ncbitaxon:3906) | |||
| branch (BTO:0000148) | PubMed (22014228) | Methanolic extract of leaves and branches | |
| leaf (BTO:0000713) | PubMed (22014228) | Methanolic extract of leaves and branches | |
| Lotus edulis (ncbitaxon:181270) | |||
| branch (BTO:0000148) | PubMed (22014228) | Methanolic extract of leaves and branches | |
| leaf (BTO:0000713) | PubMed (22014228) | Methanolic extract of leaves and branches |
| Roles Classification |
|---|
| Biological Roles: | EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands. EC 5.99.1.2 (DNA topoisomerase) inhibitor A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| Application: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has functional parent kaempferol (CHEBI:28499) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has role antineoplastic agent (CHEBI:35610) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) has role plant metabolite (CHEBI:76924) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) is a acetate ester (CHEBI:47622) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) is a dihydroxyflavone (CHEBI:38686) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) is a glycosyloxyflavone (CHEBI:50018) |
| kaempferol 3-O-(5-O-acetyl-α-D-apiofuranosyl)-7-O-α-L-rhamnopyranoside (CHEBI:68877) is a α-L-rhamnoside (CHEBI:27848) |
| IUPAC Name |
|---|
| [(3S,4S,5R)-5-({7-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl}oxy)-3,4-dihydroxytetrahydrofuran-3-yl]methyl acetate |
| Registry Numbers | Sources |
|---|---|
| Reaxys:20310874 | Reaxys |
| Citations |
|---|