1,13-dihydroxy-6-methyl-1H,4H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one

• ChemBase ID: 105196
• Molecular Formular: C16H24O4
• Molecular Mass: 280.35936
• Monoisotopic Mass: 280.16745925
• SMILES: CC1CCC/C=C/C2CC(O)CC2C(O)/C=C\C(=O)O1
• Canonical SMILES: OC1CC2C(C1)/C=C/CCCC(OC(=O)/C=C\C2O)C
• InChI: InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3
• InChIKey: KQNZDYYTLMIZCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,13-dihydroxy-6-methyl-1H,4H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one
• IUPAC Traditional name: 1,13-dihydroxy-6-methyl-1H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one
• Synonyms: β,4-Dihydroxy-2-[6-hydroxy-1-heptenyl]-4-cyclopentanecrotonic acid λ-lactone; (-4-Dihydroxy-2-[6-Hydroxy-1-Heptenyl]-4-Cyclopentane Crotonic Acid 8-Lactone; BFA; BREFELDIN A

Database IDs

• CAS Number: 20350-15-6
• PubChem SID: 162092264
• PubChem CID: 5477951

CALCULATED PROPERTIES

• Acid pKa: 14.419293
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.007216
• LogD (pH = 7.4): 2.007216
• Log P: 2.007216
• Molar Refractivity: 78.7488 cm^3
• Polarizability: 30.270922 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• RTECS: GY8410000

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159027

Purity: 98%
Blocks binding of the cytosolic coat protein β-COP and ARF to Golgi membranes mediated by protein G. Also blocks protein transportation into post-Golgi compartments.

MP Biomedicals - 02194802

Molecular Biology Reagent Blocks binding of the cytosolic coat protein β-COP and ARF to Golgi membranes mediated by protein G. Also blocks protein transportation into post-Golgi compartments.

REFERENCES

• Donaldson, J.G., et al., Science, 254: 1197 (1991).
• Donaldson, J.G., et al., J. Cell. Biol., 112: 579 (1991).
• Orci, L., et al. Cell, 64: 1183 (1991).
• Lippincott-Schwartz, J., et al., ibid., 60: 821 (1990).
• Misumi, T., et al., J. Biol. Chem., 261: 11398, (1986).