(1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27R,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-3,3',9,13-tetrone

• ChemBase ID: 158339
• Molecular Formular: C45H72O12
• Molecular Mass: 805.04598
• Monoisotopic Mass: 804.50237774
• SMILES: CC[C@@H]1CC[C@@H]2[C@@H]([C@@H]([C@H]([C@@]3(O2)C(=O)C[C@H]([C@H](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: 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]2[C@H]([C@@H](CC1)O[C@]1(O[C@H](C[C@@H](O)C)[C@@H](CC1=O)C)[C@@H]2C)C)C)O)C
• InChI: InChI=1S/C45H72O12/c1-12-33-17-15-13-14-16-25(3)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)24(2)18-21-37(48)55-41-28(6)34(20-19-33)56-45(32(41)10)36(47)22-26(4)35(57-45)23-27(5)46/h13-15,17-18,21,24-35,38,40-42,46,49,51-52,54H,12,16,19-20,22-23H2,1-11H3/t24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,38+,40+,41+,42-,44+,45+/m1/s1
• InChIKey: QPRQJOHKNJIMGN-HFCHTRRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27R,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-3,3',9,13-tetrone
• IUPAC Traditional name: (1S,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,22S,25R,27R,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-3,3',9,13-tetrone
• Synonyms: Oligomycin B

Database IDs

• CAS Number: 11050-94-5
• EC Number: 234-275-5
• MDL Number: MFCD00043232
• Beilstein Number: 5705502
• PubChem SID: 162252475
• PubChem CID: 71312640

CALCULATED PROPERTIES

• Acid pKa: 12.264458
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 7.1649523
• LogD (pH = 7.4): 7.1649466
• Log P: 7.1649523
• Molar Refractivity: 219.6566 cm^3
• Polarizability: 86.214195 Å^3
• Polar Surface Area: 197.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: RK3330000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ~80% (HPLC)
• Linear Formula: C45H72O12