N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]carbamoyl}ethyl]-6-methylheptanamide

• ChemBase编号: 154842
• 分子式: C20H36N2O6
• 平均质量: 400.50964
• 单一同位素质量: 400.25733688
• SMILES: CC(C)CCCCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)[C@]1(CO1)CO
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)[C@]1(CO)OC1)CC(C)C)NC(=O)CCCCC(C)C
• InChI: InChI=1S/C20H36N2O6/c1-13(2)7-5-6-8-17(25)21-16(10-23)19(27)22-15(9-14(3)4)18(26)20(11-24)12-28-20/h13-16,23-24H,5-12H2,1-4H3,(H,21,25)(H,22,27)/t15-,16-,20+/m0/s1
• InChIKey: IUDBVFIQSSOIDB-TWOQFEAHSA-N

名称和登记号

名称

• IUPAC标准名: N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]carbamoyl}ethyl]-6-methylheptanamide
• IUPAC传统名: N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]carbamoyl}ethyl]-6-methylheptanamide
• 别名: Dihydroeponemycin

登记号

• CAS号: 126463-64-7
• MDL号: MFCD17215971
• PubChem SID: 162248980
• PubChem CID: 10092400

理论计算性质

• Acid pKa: 12.207601
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 1.258437
• LogD (pH = 7.4): 1.2584313
• Log P: 1.2584373
• 摩尔折射率: 104.0731 cm^3
• 极化性: 41.336353 Å^3
• 极化表面积: 128.26 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥1 mg/mL
• 外观: off-white to light tan powder
• 比旋光度: [α]/D ±35.7°

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H36N2O6

详细说明

Sigma Aldrich - D4321

Biochem/physiol Actions
Dihydroeponemycin is an active derivative of eponemycin an antitumor antibiotic isolated from Streptomyces hygroscopicus. Dihydroeponemycin labels the catalytic threonine residues of the immunoproteasome subunits LMP2 and LMP7 and the constitutive proteasome subunit X, while epoxomicin covalently modifies the N-terminal catalytic threonine residues of the constitutive proteasome (X and Z) and immunoproteasome (LMP7 and MECL1) subunits.