(2S,3S)-N-[(1S,2R)-2-hydroxy-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}propyl]-3-methyl-2-[(2S,3S)-3-methyl-2-(N-methylacetamido)pentanamido]pentanamide

• ChemBase编号: 127272
• 分子式: C28H50N4O7
• 平均质量: 554.7192
• 单一同位素质量: 554.36794996
• SMILES: O=C([C@@]1(C)CO1)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)C)[C@H](O)C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@]1(C)OC1)CC(C)C)[C@H](O)C)NC(=O)[C@@H](N(C(=O)C)C)[C@H](CC)C)C
• InChI: InChI=1S/C28H50N4O7/c1-11-16(5)21(30-27(38)23(17(6)12-2)32(10)19(8)34)25(36)31-22(18(7)33)26(37)29-20(13-15(3)4)24(35)28(9)14-39-28/h15-18,20-23,33H,11-14H2,1-10H3,(H,29,37)(H,30,38)(H,31,36)/t16-,17-,18+,20-,21-,22-,23-,28+/m0/s1
• InChIKey: DOGIDQKFVLKMLQ-JTHVHQAWSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S)-N-[(1S,2R)-2-hydroxy-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}propyl]-3-methyl-2-[(2S,3S)-3-methyl-2-(N-methylacetamido)pentanamido]pentanamide
• IUPAC传统名: epoxomicin
• 别名: BU 4061T; Epoxomicin; N-Acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]-L-threoninamide; Epoxomicin

登记号

• CAS号: 134381-21-8
• MDL号: MFCD03791061
• PubChem SID: 162221593
• PubChem CID: 11226684; 16760412
• CHEMBL: 207990
• 维基百科标题: Epoxomicin

理论计算性质

• Acid pKa: 11.898782
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): 1.770858
• LogD (pH = 7.4): 1.7708464
• Log P: 1.7708585
• 摩尔折射率: 146.0534 cm^3
• 极化性: 57.873833 Å^3
• 极化表面积: 157.44 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: 10 mg/mL in DMSO
• 外观: solid; White solid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)

详细说明

Sigma Aldrich - E3652

Biochem/physiol Actions
Epoxomicin, a natural product isolated from Actinomyces sp., is a cell-permeable, potent, selective and irreversible proteasome inhibitor.