2-[(9R,10R)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4-ol

• ChemBase编号: 156069
• 分子式: C25H37NO4
• 平均质量: 415.56558
• 单一同位素质量: 415.27225867
• SMILES: C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/Cc1c(c(c(c(n1)OC)OC)O)C)/C)O
• Canonical SMILES: C/C=C(/[C@@H]([C@@H](/C=C(/C=C/C/C(=C/Cc1nc(OC)c(c(c1C)O)OC)/C)\C)C)O)\C
• InChI: InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/t19-,22+/m1/s1
• InChIKey: BBLGCDSLCDDALX-KNQAVFIVSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(9R,10R)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4-ol
• IUPAC传统名: 2-[(9R,10R)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4-ol
• 别名: 2,6,9,11-Tridecatetraen-4-ol,13-(4-hydrox-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-(all-E)-(4R,5R); 4-Pyridinol,2-(10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraenyl)-5,6-dimethoxy- [R-[R*,R*-(all-E)]]-3-methyl-; Piericidin A1; SN 198E; Shaoguamycin B; Piericidin A from microbial source; Shaoguanmycin B; Piericidin A from Streptomyces mobaraensis

登记号

• CAS号: 2738-64-9
• MDL号: MFCD01677956
• PubChem SID: 24898532; 162250207
• PubChem CID: 6437838

理论计算性质

• Acid pKa: 10.905995
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 5.383146
• LogD (pH = 7.4): 5.38313
• Log P: 5.3832645
• 摩尔折射率: 127.292 cm^3
• 极化性: 47.806007 Å^3
• 极化表面积: 71.81 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: DMSO solution; green-yellow liquid
• 闪点: 185 °F; 85 °C

安全信息

• RTECS编号: YD4588000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3382
• 德国WGK号: 1; 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 20/21/22; 26/27/28
• 安全公开号: 28-36/37-45; 36/37
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 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 3382 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: >95% (HPLC); ≥90.0% (HPLC)
• 干燥失重: <10% loss on drying
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C25H37NO4

详细说明

Sigma Aldrich - P4368

Biochem/physiol Actions
Piericidin A is a potent inhibitor of the mitochondrial and bacterial type I NADH-ubiquinone oxireductase (Complex I). It is considered to bind to the ubiquinone binding sites of the enzyme. Peiricidin A inactivation of complex I completely prevents NADH-induced proton translocation in the NADH-endogenous ubiquinone reductase reaction.

Sigma Aldrich - 96861

Other Notes
Neurotoxin for the respiratory chain1