(5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1,3-dien-1-yl]-2,5-dihydrothiophen-2-one

• ChemBase编号: 3910
• 分子式: C11H14O2S
• 平均质量: 210.29266
• 单一同位素质量: 210.07145069
• SMILES: S1C(=O)C(=C([C@]1(/C=C(/C=C)\C)C)O)C
• Canonical SMILES: C=C/C(=C/[C@@]1(C)SC(=O)C(=C1O)C)/C
• InChI: InChI=1S/C11H14O2S/c1-5-7(2)6-11(4)9(12)8(3)10(13)14-11/h5-6,12H,1H2,2-4H3/b7-6+/t11-/m1/s1
• InChIKey: SYQNUQSGEWNWKV-XUIVZRPNSA-N

名称和登记号

名称

• IUPAC标准名: (5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1,3-dien-1-yl]-2,5-dihydrothiophen-2-one; (5R)-4-hydroxy-3,5-dimethyl-5-(2-methylbuta-1,3-dien-1-yl)-2,5-dihydrothiophen-2-one
• IUPAC传统名: thiolactomycin; (5R)-4-hydroxy-3,5-dimethyl-5-(2-methylbuta-1,3-dien-1-yl)thiophen-2-one
• 别名: 4-Hydroxy-3,5-Dimethyl-5-(2-Methyl-Buta-1,3-Dienyl)-5h-Thiophen-2-One; (5R)-4-Hydroxy-3,5-dimethyl-5-[(1E)-2-methyl-1,3-butadienyl]-2(5H)-thiophenone; Antibiotic 2-200; [R-(E)]-4-Hydroxy-3,5-dimethyl-5-(2-methyl-1,3-butadienyl)-2(5H)-thiophenone; Thiolactomycin

登记号

• CAS号: 82079-32-1
• MDL号: MFCD01940028
• PubChem SID: 24278631; 46505720; 160967345
• PubChem CID: 445629

理论计算性质

JChem

• Acid pKa: 6.8191414
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.5264478
• LogD (pH = 7.4): 1.8651812
• Log P: 2.5467854
• 摩尔折射率: 62.0118 cm^3
• 极化性: 23.335169 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.14
• LOG S: -2.62
• 溶解度: 4.99e-01 g/l

分子性质

理化性质

• 溶解度: DMSO: soluble ~21 mg/mL; H2O: insoluble
• 外观: light yellow solid

安全信息

• RTECS编号: XN1928870
• 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 ... FASN(2194)

产品相关信息

• 纯度: 98% (HPLC)
• Empirical Formula (Hill Notation): C11H14O2S

详细说明

DrugBank - DB04302

Drug information: experimental

Sigma Aldrich - T9567

Biochem/physiol Actions
Inhibitor of bacterial myristate synthesis. Does not inhibit eukaryotic myristate synthesis; antibiotic; antitrypanosomal. Shown to be effective against human sleeping sickness parasite, Trypanosoma brucei, as well as malaria parasite and toxoplasma.