(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18Z,20Z,22R,25S,27R,28S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-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 ID: 72701
• Molecular Formular: C45H74O11
• Molecular Mass: 791.06246
• Monoisotopic Mass: 790.52311319
• SMILES: C1C[C@]2(O[C@H]([C@H]1C)C[C@@H](C)O)[C@H]([C@H]1C([C@@H](O2)CC[C@@H](/C=C\C=C/C[C@H]([C@@H]([C@@](C(=O)[C@H]([C@@H]([C@H](C(=O)[C@H]([C@@H]([C@H](/C=C/C(=O)O1)C)O)C)C)O)C)(C)O)O)C)CC)C)C
• Canonical SMILES: CC[C@@H]1/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)O[C@@H]2C([C@H](CC1)O[C@]1(CC[C@@H]([C@@H](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/b14-13-,17-15-,21-18+/t25-,26-,27+,28+,29?,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m0/s1
• InChIKey: MNULEGDCPYONBU-WFTQPAASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18Z,20Z,22R,25S,27R,28S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-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 Traditional name: (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18Z,20Z,22R,25S,27R,28S)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-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
• Synonyms: BRN 5702132; RP-32705; Oligomycin A

Database IDs

• CAS Number: 579-13-5
• PubChem SID: 162037622
• PubChem CID: 46930990

CALCULATED PROPERTIES

• Acid pKa: 12.26453
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 7.4476266
• LogD (pH = 7.4): 7.447621
• Log P: 7.4476266
• Molar Refractivity: 219.2278 cm^3
• Polarizability: 86.11735 Å^3
• Polar Surface Area: 180.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: ATPase

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1478

Research Area: Infection
Biological Activity:
Oligomycins are macrolides created by Streptomyces that can be poisonous to other organisms. Oligomycin is an inhibitor of ATP synthase. In oxidative phosphorylation research, it is used to prevent state 3 (phosphorylating) respiration. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Oligomycin