京尼平((+)-Genipin) CAS: 6902-77-8原料药研发供应中间体

更新时间：2024-05-12 07:00:00

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型号:CMO

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详细介绍

中文名	京尼平
英文名	(+)-Genipin
别名	京尼平栀子苷元格尼泊素京尼平(栀子苷元 GENIPIN 京尼平格尼泊素,GENIPIN 京尼平(栀子苷元,格尼泊素) (1S,2R,6S)-2-羟基-9-(羟甲基)-3-氧代二环丙[4.3.0]壬-4,8-二烯-5-甲酸甲酯
英文别名	enipin Genipin GENIPIN (+)-Genipin cyclopenta(c)pyran-4-carboxylicacid,1,4a-alpha,5,7a-alpha-tetrahydro-1-hydrox methyl 1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate Methyl (1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate 1,4A,5,7A-Tetrahydro-1-Hydroxy-7-(Hydroxymethyl)-Cyclopenta(C)Pyran-4-Carboxylic Acid Methyl Ester 1,4a,5,7a-tetrahydro-1-hydroxy-7-(hydroxymethyl)-cyclopenta(c)pyran-4-carboxylic acid methyl ester methyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (1R)-1,4aα,5,7aα-Tetrahydro-1-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester (1R)-1,4aα,5,7aα-Tetrahydro-1α-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester Cyclopenta(c)pyran-4-carboxylic acid, 1,4a-alpha,5,7a-alpha-tetrahydro-1-hydroxy-7-(hydroxymethyl)-, methyl ester
CAS	6902-77-8
EINECS	636-196-5
化学式	C11H14O5
分子量	226.23
InChI	InChI=1/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1
InChIKey	AZKVWOSA-N
密度	1.1230 (rough estimate)
熔点	118.0 to 123.0 °C
沸点	287.83°C (rough estimate)
比旋光度	(MeOH)+135
闪点	164.9°C
蒸汽压	1.17E-08mmHg at 25°C
溶解度	DMSO: ≥25mg/mL
折射率	1.4720 (estimate)
酸度系数	12.06±0.60(Predicted)
存储条件	Inert atmosphere,Room Temperature
敏感性	Easily absorbing moisture
外观	powder
颜色	White to Almost white
Zui大波长(λmax)	['240nm(MeOH)(lit.)']
物化性质	白色结晶粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于栀子果实。
MDL号	MFCD00888600
体外研究	Genipin increases mitochondrial membrane potential, increased ATP levels, closed KATP channels, and stimulated insulin secretion in pancreatic islet cells. Genipin causes suppression of insulin signal transduction through hyperactivation of c-Jun N-terminal kinase (JNK) and subsequent serine phosphorylation of insulin receptor substrate-1 (IRS-1), thus impairing insulin-stimulated glucose uptake in 3T3-L1 adipocytes. Genipin activates IRS-1, PI3-K, and downstream signaling pathway and increases concentrations of calcium, resulting in glucose transporter 4 (GLUT4) translocation and glucose uptake increase in C2C12 myotubes. Cytochrome c content increases significantly in the cytosol of Genipin-treated FaO cells. Activation of caspase-3 and caspase-7 is ultimately responsible for Genipin-induced apoptotic process in hepatoma cells. ROS level notably increases in Hep3B cells treated with 200 μM Genipin.