(2E,10E,12E,16E,18E)-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-19-(3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid

• ChemBase编号: 131740
• 分子式: C33H48O7
• 平均质量: 556.73002
• 单一同位素质量: 556.34000388
• SMILES: CC/C(=C\C(C)C/C=C/C(=C/C(CO)C(=O)C(C)C(C(C)C/C(=C/C(=O)O)/C)O)/C)/C=C/C1C(C=CC(=O)O1)C
• Canonical SMILES: OCC(C(=O)C(C(C(C/C(=C/C(=O)O)/C)C)O)C)/C=C(/C=C/CC(/C=C(/C=C/C1OC(=O)C=CC1C)\CC)C)\C
• InChI: InChI=1S/C33H48O7/c1-8-27(13-14-29-24(5)12-15-31(37)40-29)17-21(2)10-9-11-22(3)18-28(20-34)33(39)26(7)32(38)25(6)16-23(4)19-30(35)36/h9,11-15,17-19,21,24-26,28-29,32,34,38H,8,10,16,20H2,1-7H3,(H,35,36)/b11-9+,14-13+,22-18+,23-19+,27-17+
• InChIKey: KZMHNEBMQDBQND-MRBODPGGSA-N

名称和登记号

名称

• IUPAC标准名: (2E,10E,12E,16E,18E)-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-19-(3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• IUPAC传统名: (2E,10E,12E,16E,18E)-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• 别名: Kazusamycin A

登记号

• CAS号: 92090-94-3
• MDL号: MFCD03265635
• PubChem SID: 162226017
• PubChem CID: 5477877

理论计算性质

• Acid pKa: 4.568904
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 5.316503
• LogD (pH = 7.4): 3.5421696
• Log P: 6.294634
• 摩尔折射率: 164.2527 cm^3
• 极化性: 61.916958 Å^3
• 极化表面积: 121.13 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: chloroform: soluble; DMSO: soluble; ethanol: soluble; H2O: insoluble; hexane: insoluble; methanol: soluble; methanol: water: soluble7:3
• 外观: aqueous methanol solution
• 闪点: 15 °C; 59 °F

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 1230
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25
• 安全公开号: 16-36/37-45
• GHS危险品标识: GHS02; GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H225-H301-H311-H331-H370
• GHS警示性声明: P210-P260-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1230 3/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• 生物来源: from Streptomyces sp.
• 运输包装: dry ice

详细说明

Sigma Aldrich - K1764

Biochem/physiol Actions
Kazusamycin A, an unsaturated branched chain fatty acid with a terminal lactone ring, is a hydroxy analog of Leptomycin B. It has significant in vitro cytotoxic activity against various human and mouse tumor lines encompassing a wide range of tissue types. Kazusamycin A exhibits in vivo antitumor activity against experimental murine tumors. It inhibits nuclear export and Rev translocation, a regulatory gene product in the HIV genome, at nanomolar concentrations.
Physical form
70% methanol solution.