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佛波醇 12,13-二丁酸酯

佛波醇 12,13-二丁酸酯

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?佛波醇 12,13-二丁酸酯名称
















中文名

佛波醇 12,13-二丁酸酯
英文名

phorbol 12,13-dibutanoate
英文别名
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?佛波醇 12,13-二丁酸酯生物活性










































描述
Phorbol 12,13-dibutyrate (Phorbol dibutyrate) 是一种 PKC 激活剂和有效的皮肤肿瘤启动子。
相关类别




靶点

PKC[1]


体外研究

佛波醇12,13-二丁酸酯(佛波醇二丁酸酯)(1毫米)激活PKC并抑制OK细胞中的Na/K-ATP酶转运活性[3]。
溶解度

In Vitro:

DMSO : ≥ 125 mg/mL (247.72 mM)

* “≥” means soluble, but saturation unknown.

In Vivo:

1.请依序添加每种溶剂:?10% DMSO ?? 40% PEG300 ?? 5% Tween-80 ?? 45% saline

Solubility: ≥ 2.08 mg/mL (4.12 mM); Clear solution

2.请依序添加每种溶剂:?10% DMSO ?? 90% (20% SBE-β-CD in saline)

Solubility: ≥ 2.08 mg/mL (4.12 mM); Clear solution

3.请依序添加每种溶剂:?10% DMSO ?? 90% corn oil

Solubility: ≥ 2.08 mg/mL (4.12 mM); Clear solution


储备液

1 mM 1.9817 mL 9.9086 mL 19.8173 mL
5 mM 0.3963 mL 1.9817 mL 3.9635 mL
10 mM 0.1982 mL 0.9909 mL 1.9817 mL


SMILES

O=C1C(C)=C[C@@]2([H])[C@]3(O)[C@@]([C@@](C4(C)C)([H])[C@@]4(OC(CCC)=O)[C@H](OC(CCC)=O)[C@H]3C)([H])C=C(CO)C[C@]12O
参考文献

[1]. Singh J, et al. Immunocytochemical evidence for PDBu-induced activation of RhoA/ROCK in human internal anal sphincter smooth muscle cells. Am J Physiol Gastrointest Liver Physiol. 2011 Aug;301(2):G317-25.

[2]. Szallasi Z, et al. Dissociation of phorbol esters leads to immediate redistribution to the cytosol of protein kinases C alpha and C delta in mouse keratinocytes. J Biol Chem. 1994 Nov 4;269(44):27159-62.

[3]. Middleton JP, et al. Heterogeneity of protein kinase C-mediated rapid regulation of Na/K-ATPase in kidney epithelial cells. J Biol Chem. 1993 Jul 25;268(21):15958-64.







?佛波醇 12,13-二丁酸酯物理化学性质












































密度 1.27g/cm3
沸点 623.4?C at 760mmHg
分子式 C28H40O8
分子量 504.61200
闪点 199.3?C
精确质量 504.27200
PSA 130.36000
LogP 2.63210
外观性状 powder | clear, light yellow, film
折射率 1.574
储存条件 ?20°C
水溶解性 H2O: 30?μM
计算化学

1、 疏水参数计算参考值(XlogP):2

2、 氢键供体数量:3

3、 氢键受体数量:8

4、 可旋转化学键数量:9

5、 拓扑分子极性表面积(TPSA):130

6、 重原子数量:36

7、 表面电荷:0

8、 复杂度:1030

9、 同位素原子数量:0

10、 确定原子立构中心数量:8

11、 不确定原子立构中心数量:0

12、 确定化学键立构中心数量:0

13、 不确定化学键立构中心数量:0

14、 共价键单元数量:1






?佛波醇 12,13-二丁酸酯安全信息
































个人防护装备
dust mask type N95 (US);Eyeshields;Gloves
危害码 (欧洲)
Xi: Irritant;
风险声明 (欧洲)
36/37/38
安全声明 (欧洲)
S26-S36
危险品运输编码 2928
WGK德国 3
RTECS号 EK7767000
包装等级 II
危险类别 6.1(a)














?佛波醇 12,13-二丁酸酯文献49

更多文献














A-kinase Anchoring Protein 79/150 Recruits Protein Kinase C to Phosphorylate Roundabout Receptors.

J. Biol. Chem. 290 , 14107-19, (2015)

Anchoring proteins direct protein kinases and phosphoprotein phosphatases toward selected substrates to control the efficacy, context, and duration of neuronal phosphorylation events. The A-kinase anc…





Charge density influences C1 domain ligand affinity and membrane interactions.

ChemBioChem. 15(8) , 1131-44, (2014)

The C1 domain, which represents the recognition motif on protein kinase C for the lipophilic second messenger diacylglycerol and its ultrapotent analogues, the phorbol esters, has emerged as a promisi…





Differential 12-O-Tetradecanoylphorbol-13-acetate-induced activation of rat mammary carcinoma susceptibility Fbxo10 variant promoters via a PKC-AP1 pathway.

Mol. Carcinog. 54(2) , 134-47, (2015)

Rat mammary carcinoma susceptibility 5a1 (Mcs5a1), which is concordant to human MCS5A1 breast cancer risk locus, mediates susceptibility by a non-mammary cell-autonomous mechanism associated with T ce…









?佛波醇 12,13-二丁酸酯英文别名



























PDBU


PHORBOL 12,13-DIBUTYRATE,4BETA


MFCD00036783


Phorbol 12,13-dibutanoate


Phorbol 12,13-dibutyrate,(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1a,1b,4,4a,5,7a,7b,8,9,9a-Decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9,9a-diylbutanoicacidester


Phorbol 12,13-dibutyrate








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