- 英文名称
- (Z)-(1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a-Dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl 2-methylbut-2-enoate
- 分子式
- C25H34O6
- 分子量
- 430.53
- 中文别名
- 丁烯英酯; Indoxyl |A-D-galactopyranoside; 3-O-angeloylingenol; Ingenol 3-angelate; 3-Indolyl-b-D-galactopyranoside; (1S,4S,5S,6R,9R,10R,12R,14R)-5,6-Dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0<sup>1,5</sup>.0<sup>10,12</sup>]pentadeca-2,7-dien-4-yl (2Z)-2-methyl-2-butenoate; indican (glucoside); Picato; Ingenol mebutate; (1S,4S,5S,6R,9R,10R,12R,14R)-5,6-Dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0.0]pentadeca-2,7-dien-4-yl (2Z)-2-methyl-2-butenoate; Ingenol-3-angelate; 3-Ingenyl angelate; 3-Angeloylingenol
- 用途
- - 生物活性
Ingenol Mebutate 是 Euphorbia peplus 中的活性成分，为 PKC 的调节剂，对 PKC-α，PKC-β，PKC-γ，PKC-δ 和 PKC-ε 的 Ki 值分别为 0.3，0.105，0.162，0.376 和 0.171 nM。
- 靶点
PKC-β
0.105 nM (Ki)
PKC-γ
0.162 nM (Ki)
PKC-ε
0.171 nM (Ki)
PKC-α
0.3 nM (Ki)
PKC-δ
0.376 nM (Ki)
- 体外研究
Ingenol Mebutate (Ingenol 3-angelate) is an active ingredient in
Euphorbia peplus
, acting as a potent PKC activator, with K
i
s of 0.3, 0.105, 0.162, 0.376, and 0.171 nM for PKC-α, PKC-β, PKC-γ, PKC-δ, and PKC-ε, respectively. Ingenol Mebutate also EC
50
s of 13 ± 2.4 nM (PKC-α), 4.37 ± 0.4 nM (PKC-βI), 10.5 ± 2.2 nM (PKC-βII), 38.6 ± 2.9 nM (PKC-δ), 1.08 ± 0.01 nM (PKC-ε), 0.9 ± 0.13 nM (PKC-μ) in WEHI-231 cells, 198 ± 12.5 nM (PKC-α), 69.1 ± 8.2 nM (PKC-βI), 4.6 ± 0.4 nM (PKC-ε) and 1 nM (PKC-μ) in HOP-92 cells, 635 ± 245 nM (PKC-α), 146 ± 35 nM (PKC-βI), 4.7 ± 0.7 nM (PKC-δ), 1.1 ± 0.5 nM (PKC-ε), and 30 nM (PKC-μ) in Colo-205 cells. Ingenol Mebutate sensitizes WEHI-231 cells, HOP-92 and Colo-205 cells, with IC
50
s of 1.41 ± 0.255 nM, 3.24 ± 2.01 nM, and 11.9 ± 1.307 nM, respectively. Ingenol Mebutate (PEP005; 20 nM) actions are PKC-δ dependent, induces apoptosis in primary AML marrow blasts but not in normal myeloblasts. Ingenol Mebutate (PEP005) activates PKCδ and inhibits PKCα. Colo205-R cells (IC
50
: >10 μM) are >300-fold more resistant to Ingenol Mebutate than parental Colo205-S cells.
- 化学性质
白色粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于大戟科(Euphorbia)植物的全草。
- 用于含量测定/鉴定/药理实验等
