| Identification | Back Directory | [Name]
KAEMPFEROL-3-O-RUTINOSIDE | [CAS]
17650-84-9 | [Synonyms]
Nictoflorin Nicotifiorin NICOTIFLORIN Nicotoflorin Nicotiflorine Nicotifloroside Nictoflorin (incorr Rutoside EP Impurity B KAEMPFEROL-3-RUTINOSIDE Kaempfeol-3-O-rutinoside Kaempferol-3-O-rutinosid Aempferol-3-O-rutinoside KAEMPFEROL-3-O-RUTINOSIDE KAEMPFEROL-3-RUTINOSIDE hplc Kaempferol 3-rhamnoglucoside Kaempferol-3-O-rutinosid ,98% Kaempferol-3-O-beta-rutinoside Rutoside Trihydrate EP Impurity B KAEMPFEROL-3-O-RUTINOSIDE WITH HPLC Kaempferol-3-O-rutinosid, ≥98.0%(HPLC) KaeMpferol-3-O-rutinoside, Nicotiflorin Kaempferol 3-O-β -Rutinoside (Nicotiflorin) Nicotiflorin (Kaempferol-3-O-beta-Rutinoside) 3,4′,5,7-Tetrahydroxyflavone 3-rhamnoglucoside KaeMpferol-3-O-rutinosid, froM CarthaMus tinctorius Kaempferol-3-O-rutinosid, 98%, from Carthamus tinctorius L. Rutoside Trihydrate Impurity 2(Rutoside Trihydrate EP Impurity B) 3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(4-hydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one 3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-Mannopyranosyl)-b-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)- 4H-1-Benzopyran-4-one, 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)- 3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | [Molecular Formula]
C27H30O15 | [MDL Number]
MFCD03427292 | [MOL File]
17650-84-9.mol | [Molecular Weight]
594.52 |
| Chemical Properties | Back Directory | [Melting point ]
200°C (dec.) | [Boiling point ]
941.7±65.0 °C(Predicted) | [density ]
1.76 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
6.20±0.40(Predicted) | [color ]
Off-White to Yellow | [biological source]
plant (Clematis cultivar) | [Stability:]
Hygroscopic | [InChIKey]
RTATXGUCZHCSNG-FVJKAJKWNA-N | [SMILES]
C1(O[C@H]2[C@H](O)[C@H]([C@H](O)[C@@H](CO[C@@H]3O[C@H]([C@H](O)[C@@H](O)[C@H]3O)C)O2)O)C(=O)C2=C(C=C(O)C=C2O)OC=1C1C=CC(O)=CC=1 |&1:2,3,5,6,8,11,13,14,16,18,r| |
| Hazard Information | Back Directory | [Description]
Nicotiflorin is a flavonoid that has been found in I. glandulifera and has antioxidant and neuroprotective activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and ABTS (Item No. 27317) radicals with EC50 values of 0.52 and 0.48 mg/ml, respectively, in cell-free assays.1 Nicotiflorin (1 μM) prevents hydrogen peroxide-induced decreases in tyrosine hydroxylase activity in PC12 cells and cell death in primary rat mesencephalic neurons.2 It decreases infarct volume by 24.5, 45.8, and 63.2% when administered at doses of 2.5, 5, and 10 mg/kg, respectively, in a rat model of cerebral ischemia-reperfusion injury induced by transient middle central artery occlusion (MCAO).3 | [Chemical Properties]
Light yellow needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Sophora japonica seeds and safflower. | [Uses]
Kaempferol 3-O-β -Rutinoside is a flavonoid antioxidant compound from Cichorium spinosum L. ecotype plants and also may display anti-diabetic activity. It is a component of many plant species including Helianthemum ruficomum. | [Definition]
ChEBI: Kaempferol-3-rutinoside is a kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme. It has a role as a metabolite, a radical scavenger and a plant metabolite. It is a rutinoside, a trihydroxyflavone, a disaccharide derivative and a kaempferol O-glucoside. | [General Description]
Kaempferol 3-O-β -rutinoside is a bitter tasting flavonol glycoside that was isolated from flowers of a Clematis cultivar. | [in vivo]
At doses of 2.5, 5 and 10 mg/kg, nicotiflorin administered immediately after the onset of ischemia markedly reduces brain infarct volume and neurological deficits[2]. Nicotiflorin (2.5-10 mg/kg) administered after onset of ischemia markedly reduces brain infarct volume by 24.5-63.2% and neurological deficits[3]. | [References]
[1] KATARZYNA SZEWCZYK . Phenolic constituents of the aerial parts of Impatiens glandulifera Royle (Balsaminaceae) and their antioxidant activities[J]. Natural Product Research, 2019, 33 19: Pages 2851-2855. DOI: 10.1080/14786419.2018.1499644 [2] WEI QU . Kaempferol Derivatives Prevent Oxidative Stress–Induced Cell Death in a DJ-1–Dependent Manner[J]. Journal of pharmacological sciences, 2009, 110 2: Pages 191-200. DOI: 10.1254/jphs.09045fp [3] RUNPING LI . Nicotiflorin reduces cerebral ischemic damage and upregulates endothelial nitric oxide synthase in primarily cultured rat cerebral blood vessel endothelial cells[J]. Journal of ethnopharmacology, 2006, 107 1: Pages 143-150. DOI: 10.1016/j.jep.2006.04.024 |
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