CAS Number17650-84-9
Synonymskaempferol-3-O-rutinoside; Nicotiflorin; Kaempferol 3-O-rutinose; Nicotiflorine; kaempferol 3-O-rutinoside; NICOTIFLOROSIDE; Kaempferol 3-O-β-rutinoside; Kaempferol-3-rutinoside; kaempferol-3-rhamnoglucoside
Molecular FormulaC27H30O15
Molecular Weight594.52
Purity≥98.0 (HPLC)%
Density1.76
Boiling Point941.7±65.0 °C at 760 mmHg
Melting Point220 - 225 °C ((428 - 437 °F ))
Appearancepowder or crystals
Symbol
Signal WordWarning
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 17650-84-9 |
| Catalog No. | 2A-9067061 |
| Chinese Name | 山奈酚-3-O-芸香糖苷 |
| Synonyms | kaempferol-3-O-rutinoside; Nicotiflorin; Kaempferol 3-O-rutinose; Nicotiflorine; kaempferol 3-O-rutinoside; NICOTIFLOROSIDE; Kaempferol 3-O-β-rutinoside; Kaempferol-3-rutinoside; kaempferol-3-rhamnoglucoside |
| Molecular Formula | C27H30O15 |
| Molecular Weight | 594.52 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.76 |
| Boiling Point | 941.7±65.0 °C at 760 mmHg |
| Melting Point | 220 - 225 °C ((428 - 437 °F )) |
| Appearance | powder or crystals |
| Storage Condition | ?20°C |
| Application | Nicotiflorin is a flavonoid glycoside extracted from the traditional Chinese medicine Flos Carthami. Nicotiflorin has potent antiglycation activity and neuroprotective effects. |
| PubChem ID | 329769863 |
| MDL Number | MFCD03427292 |
| SMILES | C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)cc5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O |
| InChI | 1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 |
| InChI Key | RTATXGUCZHCSNG-QHWHWDPRSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352201 |
| Hazard Symbols | transportation |
| MSDS | msds/67061_1_17650_84_9.pdf |
| Bioactivity | Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Flos Carthami. Nicotiflorin shows potent antiglycation activity and neuroprotection effects. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Neurological Disease Target Antiglycation[1] In Vitro For primarily cultured neurons suffered 2 h hypoxia followed by 24 h reoxygenation, nicotiflorin significantly attenuates cell death and reduces LDH release. Morphological observation also directly confirms its protective effect on neuron[2]. After total 4 h hypoxia and 12 h reoxygenation, eNOS activity, mRNA and protein levels in the primarily cultured rat cerebral blood vessel endothelial cells treated with nicotiflorin (25-100 g/mL) 2 h after onset of hypoxia are significantly higher than eNOS activity, mRNA and protein levels in the pure H-R cells and also higher than eNOS activity, mRNA and protein levels in cells cultured under normoxic conditions[3]. 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]. Cell Assay Cortical neurons are treated with nicotiflorin (25-100 mg/mL) just before hypoxia. Cell viability is determined using the MTT assay[2]. Animal Admin Rats[2] A neurological examination is performed on each rat 24 h after the onset of ischemia. Briefly, neurological scores (NS) are derived using a 10-point sliding scale. Rats are administered 2.5, 5, and 10 mg/kg nicotiflorin or vehicle immediately after occlusion. Each animal is examined for reduced resistance to lateral push (score, 4), open field circling (score, 3), and shoulder adduction (score, 2) or contralateral forelimb flexion (score, 1) when held by the tail and suspended approximately 0.5 m above the floor. Rats extending both forelimbs toward the floor and not showing any other signs of neurological impairment are scored 0[2]. References [1]. Lal Shyaula S, et al. Synthesis and antiglycation activity of kaempferol-3-O-rutinoside (nicotiflorin). Med Chem. 2012 May;8(3):415-20. [2]. Li R, et al. Neuroprotection of nicotiflorin in permanent focal cerebral ischemia and in neuronal cultures. Biol Pharm Bull. 2006 Sep;29(9):1868-72. Chemical & Physical Properties Density 1.76 Boiling Point 941.7±65.0 °C at 760 mmHg Melting Point 181-186 ºC Molecular Formula C27H30O15 Molecular Weight 594.518 Flash Point 312.8±27.8 °C Exact Mass 594.158447 PSA 249.20000 LogP 1.96 Vapour Pressure 0.0±0.3 mmHg at 25°C Index of Refraction 1.744 Storage condition ?20°C |
| Use of | Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Flos Carthami. Nicotiflorin shows potent antiglycation activity and neuroprotection effects. Properties Name kaempferol-3-rutinoside Synonym More Synonyms Nicotiflorin Biological Activity Description Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Flos Carthami. Nicotiflorin shows potent antiglycation activity and neuroprotection effects. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Neurological Disease Antiglycation[1] References [1]. Lal Shyaula S, et al. Synthesis and antiglycation activity of kaempferol-3-O-rutinoside (nicotiflorin). Med Chem. 2012 May;8(3):415-20. [2]. Li R, et al. Neuroprotection of nicotiflorin in permanent focal cerebral ischemia and in neuronal cultures. Biol Pharm Bull. 2006 Sep;29(9):1868-72. Chemical & Physical Properties Molecular Formula C27H30O15 Exact Mass 594.158447 PSA 249.20000 Index of Refraction 1.744 |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip. |
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