3-(nona-4,7-dienoyl)oxirane-2-carboxamide

• ChemBase编号: 105920
• 分子式: C12H17NO3
• 平均质量: 223.26828
• 单一同位素质量: 223.12084341
• SMILES: C/C=C/C/C=C/CCC(=O)C1OC1C(=O)N
• Canonical SMILES: C/C=C/C/C=C/CCC(=O)C1OC1C(=O)N
• InChI: InChI=1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)
• InChIKey: GVEZIHKRYBHEFX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(nona-4,7-dienoyl)oxirane-2-carboxamide
• IUPAC传统名: 3-(nona-4,7-dienoyl)oxirane-2-carboxamide
• 别名: (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide; Cerulenin; 2,3-Epoxy-4-oxo-7,10-dodecadienamide; CERULENIN

登记号

• CAS号: 17397-89-6
• EC号: 241-424-8
• MDL号: MFCD00077686
• Beilstein号: 4140423
• PubChem SID: 24892323; 162092849
• PubChem CID: 5352018

理论计算性质

• Acid pKa: 14.156408
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.4996911
• LogD (pH = 7.4): 1.499691
• Log P: 1.4996911
• 摩尔折射率: 62.5427 cm^3
• 极化性: 23.606619 Å^3
• 极化表面积: 72.69 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: acetone: soluble20 mg/mL, clear, colorless to yellow
• 熔点: 93°C

安全信息

• 保存条件: -20°C
• RTECS编号: JR1670000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... FASN(2194)

产品相关信息

• 纯度: >95%; ≥95% (TLC); ≥98% (HPLC)
• 杂质: ≤1% water
• 生物来源: from Cephalosporium caerulens
• Empirical Formula (Hill Notation): C12H17NO3

详细说明

MP Biomedicals - 02195098

From Cephalosporum caerulens
Purity: >95%
Antibiotic which inhibits sterol and fatty acid biosynthesis.

Sigma Aldrich - C2389

Biochem/physiol Actions
Cerulenin, an antibiotic and antifungal, is an inhibitor of fatty acid biosynthesis; in vitro inhibition of HIV-1 proteinase.1,2

Sigma Aldrich - 22450

Biochem/physiol Actions
Cerulenin, an antibiotic and antifungal, is an inhibitor of fatty acid biosynthesis; in vitro inhibition of HIV-1 proteinase.1,2

参考文献

• Ohno, T., et al., Biochem. Biophys. Res. Commun. , 57 : 1999, (1974).