hexasodium 8-{4-methyl-3-[3-({[3-({2-methyl-5-[(4,6,8-trisulfonatonaphthalen-1-yl)carbamoyl]phenyl}carbamoyl)phenyl]carbamoyl}amino)benzamido]benzamido}naphthalene-1,3,5-trisulfonate

• ChemBase编号: 105193
• 分子式: C51H34N6Na6O23S6
• 平均质量: 1429.17068
• 单一同位素质量: 1427.93857306
• SMILES: [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Cc1c(NC(=O)c2cccc(NC(=O)Nc3cccc(c3)C(=O)Nc3c(C)ccc(c3)C(=O)Nc3ccc(c4c3c(cc(c4)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])c2)cc(cc1)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-]
• Canonical SMILES: O=C(Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])Nc1cccc(c1)C(=O)Nc1cc(ccc1C)C(=O)Nc1ccc(c2c1c(cc(c2)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C51H40N6O23S6.6Na/c1-25-9-11-29(49(60)54-37-13-15-41(83(69,70)71)35-21-33(81(63,64)65)23-43(45(35)37)85(75,76)77)19-39(25)56-47(58)27-5-3-7-31(17-27)52-51(62)53-32-8-4-6-28(18-32)48(59)57-40-20-30(12-10-26(40)2)50(61)55-38-14-16-42(84(72,73)74)36-22-34(82(66,67)68)24-44(46(36)38)86(78,79)80;;;;;;/h3-24H,1-2H3,(H,54,60)(H,55,61)(H,56,58)(H,57,59)(H2,52,53,62)(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74)(H,75,76,77)(H,78,79,80);;;;;;/q;6*+1/p-6
• InChIKey: VAPNKLKDKUDFHK-UHFFFAOYSA-H

名称和登记号

名称

• IUPAC标准名: hexasodium 8-{4-methyl-3-[3-({[3-({2-methyl-5-[(4,6,8-trisulfonatonaphthalen-1-yl)carbamoyl]phenyl}carbamoyl)phenyl]carbamoyl}amino)benzamido]benzamido}naphthalene-1,3,5-trisulfonate
• IUPAC传统名: hexasodium 8-{4-methyl-3-[3-({[3-({2-methyl-5-[(4,6,8-trisulfonatonaphthalen-1-yl)carbamoyl]phenyl}carbamoyl)phenyl]carbamoyl}amino)benzamido]benzamido}naphthalene-1,3,5-trisulfonate; hexapotassium 8-{4-methyl-3-[3-({[3-({2-methyl-5-[(4,6,8-trisulfonatonaphthalen-1-yl)carbamoyl]phenyl}carbamoyl)phenyl]carbamoyl}amino)benzamido]benzamido}naphthalene-1,3,5-trisulfonate
• 别名: Suramine sodium salt; Suramin sodium salt; SURAMIN SODIUM SALT

登记号

• CAS号: 129-46-4
• EC号: 204-949-3
• MDL号: MFCD00210217
• Beilstein号: 3694087
• PubChem SID: 162092285; 24277738
• PubChem CID: 8514

理论计算性质

• Acid pKa: -3.4551167
• 质子受体: 23
• 质子供体: 6
• LogD (pH = 5.5): -8.680967
• LogD (pH = 7.4): -8.681957
• Log P: 5.577431
• 摩尔折射率: 308.1744 cm^3
• 极化性: 120.47429 Å^3
• 极化表面积: 500.73 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: >10 mg/mL

安全信息

• 保存条件: 2-8°C
• RTECS编号: QM7000000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... EGF(1950), P2RX1(5023), P2RY1(5028), PDGFA(5154), PLD1(5337)

产品相关信息

• 纯度: ≥95%; ≥99.0% (TLC); 98%
• Empirical Formula (Hill Notation): C51H34N6Na6O23S6

详细说明

MP Biomedicals - 02159021

Sodium Salt
Purity: 98%
Various growth factor inhibitor. Protein G uncoupler from receptors through interaction with intracellular domains. A strong competitive reverse transcriptase inhibitor. Also demonstrates T-lymphocyte protection against HIV infection. Strongly inhibits melanoma heparanase and tumor cell metastasis.

Sigma Aldrich - S2671

Biochem/physiol Actions
Suramin is a polysulfonated naphthylurea anticancer agent that inhibits tumor cell proliferation. It inhibits the activity of topoisomerase II by blocking the binding of the enzyme to DNA. It′s antiangiogenic activity may be related to its ability to bind to and inhibit the activity of several growth factors, including FGFa, FGFb, and PGDF. It uncouples G-proteins from receptors. It is an broad spectrum antagonist at P2X and P2Y purinergic receptors. Suramin has well documented antiprotozoal and anthelmintic activity.

Sigma Aldrich - 86203

Biochem/physiol Actions
Suramin is a polysulfonated naphthylurea anticancer agent that inhibits tumor cell proliferation. It inhibits the activity of topoisomerase II by blocking the binding of the enzyme to DNA. It′s antiangiogenic activity may be related to its ability to bind to and inhibit the activity of several growth factors, including FGFa, FGFb, and PGDF. It uncouples G-proteins from receptors. It is an broad spectrum antagonist at P2X and P2Y purinergic receptors. Suramin has well documented antiprotozoal and anthelmintic activity.

参考文献

• Huang, R.-R.C., et al., Mol. Pharmacol. , 37 : 304, (1990).
• Hosang, M., J. Cell Biochem. , 29 : 265, (1985).
• Nakajima, M., et al., J. Biol. Chem. , 266 : 9661, (1991).
• Mitsuya, H., et al., Science , 226 : 172, (1984).