1,6,7,8,9,11A,12,13,14,14A-DECAHYDRO-1,13-DIHYDROXY-6-METHYL-4H-CYCLOPENT[F]OXACYCLOTRIDECIN-4-ONE

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Macrolides and analogues

Organic compounds

Phenylpropanoids and polyketides

Macrolides and analogues

Calculated Property

kind Value Source
logP 1.73 ALOGPS
logS -2.5 ALOGPS
Water Solubility 8.12e-01 g/l ALOGPS
logP 2.01 ChemAxon
IUPAC Name (1R,6S,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1H,4H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one ChemAxon
Traditional IUPAC Name brefeldin A ChemAxon
Molecular Weight 280.3594 ChemAxon
Monoisotopic Weight 280.167459256 ChemAxon
SMILES [H][C@]1(O)C[C@@]2([H])C=CCCC[C@]([H])(C)OC(=O)C=C[C@@]([H])(O)[C@]2([H])C1 ChemAxon
Molecular Formula C16H24O4 ChemAxon
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/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1 ChemAxon
InChIKey InChIKey=KQNZDYYTLMIZCT-KQPMLPITSA-N ChemAxon
Polar Surface Area (PSA) 66.76 ChemAxon
Refractivity 78.75 ChemAxon
Polarizability 30.85 ChemAxon
Rotatable Bond Count 0 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 14.42 ChemAxon
pKa (strongest basic) -2.7 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Cytohesin-2 : in Human
  • ADP-ribosylation factor 1 : in Human