(5'R,6R,7S,8R,10R,11R,12S,14S,15R,16S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione

• ChemBase编号: 156002
• 分子式: C45H74O11
• 平均质量: 791.06246
• 单一同位素质量: 790.52311319
• SMILES: CCC1CCC2[C@@H](C([C@H](C3(O2)CC[C@H](C(O3)C[C@H](C)O)C)C)OC(=O)/C=C/[C@H]([C@@H]([C@H](C(=O)[C@@H]([C@H]([C@@H](C(=O)[C@@]([C@@H]([C@H](C/C=C/C=C\1)C)O)(C)O)C)O)C)C)O)C)C
• Canonical SMILES: CCC1/C=C\C=C\C[C@H](C)[C@@H](O)[C@](C)(O)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@H]([C@H]([C@@H](/C=C/C(=O)OC2[C@H](C(CC1)OC1(CC[C@H](C(O1)C[C@@H](O)C)C)[C@@H]2C)C)C)O)C
• InChI: InChI=1S/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/t25-,26-,27+,28+,29+,30-,31+,32+,33-,34?,35?,36?,38+,40-,41?,42-,44+,45?/m1/s1
• InChIKey: MNULEGDCPYONBU-YOKYSHDFSA-N

名称和登记号

名称

• IUPAC标准名: (5'R,6R,7S,8R,10R,11R,12S,14S,15R,16S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione
• IUPAC传统名: (5'R,6R,7S,8R,10R,11R,12S,14S,15R,16S,28R,29S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-oxane]-4,18,20-triene-3,9,13-trione
• 别名: Oligomycin A

登记号

• CAS号: 579-13-5
• EC号: 209-437-3
• MDL号: MFCD00065705
• Beilstein号: 5702132
• PubChem SID: 24886820; 162250140
• PubChem CID: 71312254

理论计算性质

• Acid pKa: 12.26453
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): 7.4476266
• LogD (pH = 7.4): 7.447621
• Log P: 7.4476266
• 摩尔折射率: 219.2278 cm^3
• 极化性: 86.11735 Å^3
• 极化表面积: 180.05 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: RK3328000
• 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

产品相关信息

• 纯度: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C45H74O11

详细说明

Sigma Aldrich - 75351

Other Notes
Inhibits the growth of Rhodotorula glutinis, Aspergillus niger and other moulds3
Application
Oligomycin is used to inhibit membrane bount mitochondrial ATP synthase. It is used to inhibit sucrose synthesis and 14C translocation in sunflower leaves, to study antibiotic resistance, and to study carotid chemoreceptor responses to O2 and CO2 in the cat 1,2.
Biochem/physiol Actions
Oligomycin inhibits membrane bound mitochondrial ATP synthase (ATPase), proton channel (pump, FO subunit) blockers thereby inhibiting oxidative phosphorylation and the electron transport chain.