22-ethyl-7,11,14,15-tetrahydroxy-6'-(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: 103435
• Molecular Formular: C45H74O11
• Molecular Mass: 791.06246
• Monoisotopic Mass: 790.52311319
• SMILES: CCC1CCC2OC3(CCC(C)C(CC(C)O)O3)C(C)C(OC(=O)/C=C/C(C)C(O)C(C)C(=O)C(C)C(O)C(C)C(=O)C(C)(O)C(O)C(C)C/C=C/C=C\1)C2C
• Canonical SMILES: CCC1/C=C\C=C\CC(C)C(O)C(C)(O)C(=O)C(C)C(O)C(C)C(=O)C(C(C(/C=C/C(=O)OC2C(C(CC1)OC1(CCC(C(O1)CC(O)C)C)C2C)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
• InChIKey: MNULEGDCPYONBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 22-ethyl-7,11,14,15-tetrahydroxy-6'-(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: 22-ethyl-7,11,14,15-tetrahydroxy-6'-(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: Olivomycin; OLIGOMYCIN A

Database IDs

• CAS Number: 579-13-5
• EC Number: 209-437-3
• PubChem SID: 162090860
• PubChem CID: 6450197

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: 0°C
• RTECS: RK3328000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: II
• Australian Hazchem: 2XE
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02151783

From Streptomyces olivoreticuli
Reportedly inhibits growth of Aspergillus niger and other moulds.

REFERENCES

• Nakakita, V., et al., J. Antibiot., 33: 514 (1980).