Nicotiflorin

Modify Date: 2024-01-02 10:17:19

Nicotiflorin Structure
Nicotiflorin structure
 Common Name Nicotiflorin
CAS Number 17650-84-9 Molecular Weight 594.518
Density 1.76 Boiling Point 941.7±65.0 °C at 760 mmHg
Molecular Formula C27H30O15 Melting Point 181-186 ºC
MSDS Chinese USA Flash Point 312.8±27.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Nicotiflorin


Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Flos Carthami. Nicotiflorin shows potent antiglycation activity and neuroprotection effects.

 Names

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
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

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Hazard Codes Xn
Risk Phrases 22
Safety Phrases 22-45
RIDADR NONH for all modes of transport

 Synonyms

kaempferol-3-O-rutinoside
Nicotiflorin
Kaempferol 3-O-rutinose
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
4H-1-Benzopyran-4-one, 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranoside
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Nicotiflorine
4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
kaempferol 3-O-rutinoside
NICOTIFLOROSIDE
Kaempferol 3-O-β-rutinoside
Kaempferol-3-rutinoside
kaempferol-3-rhamnoglucoside
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Related Compounds: More...
Nicotiflorin
17297-56-2
Chemsrc provides Nicotiflorin(CAS#:17650-84-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Nicotiflorin are included as well.>> amp version: Nicotiflorin

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