CAS 16837-52-8|Matrine N-oxide|oxymatrine|(1R,2R,9S,17S)-7,13$l^{5}-diazatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadecane-6,13-dione|Oxymatrine|Matrine 1beta-oxide|Matrine oxide|(4(1)S,7aS,13aR,13bR)-...

基本信息

化学结构

分子式

C₁₅H₂₄N₂O₂

分子量

264.36326

精确质量

264.18377802

电荷

InChI

InChI=1S/C15H24N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-,17?/m0/s1

InChIKey

XVPBINOPNYFXID-LHDUFFHYSA-N

Canonic Smiles

O=C1CCC[C@H]2N1C[C@@H]1CCC[N+]3([C@@H]1[C@@H]2CCC3)[O-]

Isomeric Smiles

C1CC[N+]2([C@H]3[C@@H]1CN1[C@@H]([C@H]3CCC2)CCCC1=O)[O-]

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

-0.04851039

LogD (pH = 7.4)

-0.04844866

Log P

-0.04844787

摩尔折射率

73.4934

极化性

28.323685

极化表面积

47.19

可自由旋转的化学键

里宾斯基五规则

true

数据来源

产品目录

学术数据

数据来源

名称和标识

别名

Matrine N-oxideOxymatrineMatrine 1beta-oxideMatrine oxide(4(1)S,7aS,13aR,13bR)-10-oxohexadecahydrodipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine 4-oxideAmmothamnineOxymatrineMatrine N -oxidePachycarpidine

IUPAC传统名

oxymatrine (1R,2R,9S,17S)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate

IUPAC标准名

(1R,2R,9S,17S)-7,13$l^{5}-diazatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadecane-6,13-dione (1R,2R,9S,17S)-6-oxo-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-13-ium-13-olate (1R,2R,9S,17S)-7,13λ⁵-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecane-6,13-dione

名称和标识

数据登录号

CAS号

16837-52-8

PubChem CID

114850

PubChem SID

162037887

数据登录号

化合物性质

产品相关信息

成盐信息

Free Base

应用领域

Have effects on liver fibrosis

Antiulcer

生物来源

Alkaloid from Sophora flavescens, Sophora macrocarpa, Ammothamnus lehmannii, Euchresta horsfeldii and other plants (Leguminosae)

安全信息

保存条件

-20°C

理化性质

Powder

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S2338

Research Area: Immunology
Biological Activity:
Oxymatrine(Matrine N-oxide) is one of components of the root of Sophora flavescens. Sophora flavescens is a species of plant in the genus Sophora. Ku shen (the root) or kushenin (a flavonoid compound) is a typical traditional Chinese medicinethat is found in this plant. It is commonly used for the treatment of viral hepatitis, cancer, viral myocarditis, gastrointestinal hemorrhage and skin diseases (such as colpitis, psoriasis and eczema). Its roots contain quinolizidine alkaloids, includying matrine and its oxide, that interfere TNF-alpha and IL-6, suggesting that oxymatrine may inhibit the expression of the above pro-inflammatory cytokines. Matrine also inhibited expression of Substance P and NK-1R in a human model of skin inflammation, as well as acting as an agonist at mu and kappa opioid receptors. [1]

描述信息

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Sophora_flavescens

• Ibragimov, B.T. et al., Khim. Prir. Soedin., 1979, 15, 416; Chem. Nat. Compd. (Engl. Transl.), 1979, 15, 368, (cryst struct)

• Aslanov, A. et al., CA, 1967, 67, 71108, (oxide)

• Schtte, H.R. et al., Annalen, 1965, 685, 194, (biosynth)

• Sakamoto, T. et al., Chem. Pharm. Bull., 1986, 34, 2018, (synth)

• Kojima, R. et al., Chem. Pharm. Bull., 1970, 18, 2555, (pharmacol)

• Mandell, L. et al., J.A.C.S., 1965, 87, 5234, (synth)

• Abdusalamov, B.A., Khim. Prir. Soedin., 1984, 20, 3; Chem. Nat. Compd. (Engl. Transl.), 1984, 20, 1, (biosynth)