20831-76-9
基本信息
龙胆苦苷
GENTIOPICRIN
GENTIOPICROSIDE
(5R-trans)-6-(beta-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one
Gentiop icroin
1H,3H-Pyrano[3,4-c]pyran-1-one,5-ethenyl-6-(β-D-
glucopyranosyloxy)-5,6-dihydro-,(5R-trans)-
(5R,6S)-5-ethenyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-3H-pyrano[5,4-c]pyran-1-one
1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-
1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-
(5R)-5β-Ethenyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
(5R)-5β-Vinyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
6α-(β-D-Glucopyranosyloxy)-5,6-dihydro-5β-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one
物理化学性质
外观性状 | 类白色结晶粉末,易溶于甲醇,几乎不溶于乙醚,来源于长梗秦艽(西藏,甘肃)秦艽根茎 龙胆,苦胆草。 |
熔点 | 191°C |
比旋光度 | -200 º (c=2, H2O) |
沸点 | 667.8±55.0 °C(Predicted) |
密度 | 1.52±0.1 g/cm3(Predicted) |
储存条件 | Keep in dark place,Sealed in dry,2-8°C |
溶解度 | 可溶于DMSO(轻微)、乙醇(轻微、超声处理) |
酸度系数(pKa) | 12.79±0.70(Predicted) |
形态 | 固体 |
颜色 | 浅米色 |
稳定性 | 吸湿性 |
LogP | -3.170 (est) |
CAS 数据库 | 20831-76-9(CAS DataBase Reference) |
安全数据
危险性符号(GHS) | GHS07,GHS02 |
警示词 | 警告 |
危险性描述 | H315-H319-H226 |
防范说明 | P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 |
海关编码 | 29389090 |
常见问题列表
龙胆苦苷是一种天然的环烯醚萜苷,能够抑制 P450 的活性,对 CYP2A6 的 IC50 和 Ki 值分别为 61 µM 和 22.8 µM;Gentiopicroside 具有抗炎和抗氧化活性。
Target | Value |
CYP2A6
(in human liver microsomes) | |
CYP2E1
(in human liver microsomes) |
Gentiopicroside inhibits P450 activity, with an IC 50 and a K i of 61 µM and 8.12 µM for CYP2A6, also slightly inhibits CYP2E1 activity with an IC 50 of 1.6 mM, but shows no inhibition on CYP1A2 and CYP3A4. Gentiopicroside (12.5, 25 and 50 μM) inhibits RANKL-induced osteoclast formation from mouse bone marrow macrophages (BMMs) in a dose-dependent manner, blocks the expression of osteoclast-related proteins, prevents receptor activator of nuclear factor-κB ligand (RANKL)-triggered JNK and NF-κB activation. Gentiopicroside (50 μM) also inhibits RANKL-induced bone resorption.
Gentiopicroside (20, 40, and 80 mg/kg, p.o.) significantly reduces gastric ulcerindex in mice. Gentiopicroside (20, 40, and 80 mg/kg) also ovbiously decreases the levels of HSP-70, TNF-α, IL-6, MDA and increases ncreased GSH level and SOD activity. In addition, Gentiopicroside normalizes EGF and VEGF level in mice.