(1aR,8S,13S,14S,15aR)-5,13,14-trihydroxy-3-methoxy-8-methyl-8,9,13,14,15,15a-hexahydro-6H-oxireno[k][2]benzoxacyclotetradecine-6,12(1aH)-dione

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene.

Zearalenones

Organic compounds

Phenylpropanoids and polyketides

Macrolides and analogues

Zearalenones

Calculated Property

kind Value Source
logP 0.95 ALOGPS
logS -2.3 ALOGPS
Water Solubility 1.86e+00 g/l ALOGPS
logP 1.63 ChemAxon
IUPAC Name (2R,4R,6S,7S,9Z,12S)-6,7,16-trihydroxy-18-methoxy-12-methyl-3,13-dioxatricyclo[13.4.0.0²,⁴]nonadeca-1(19),9,15,17-tetraene-8,14-dione ChemAxon
Traditional IUPAC Name (2R,4R,6S,7S,9Z,12S)-6,7,16-trihydroxy-18-methoxy-12-methyl-3,13-dioxatricyclo[13.4.0.0²,⁴]nonadeca-1(19),9,15,17-tetraene-8,14-dione ChemAxon
Molecular Weight 378.3732 ChemAxon
Monoisotopic Weight 378.13146768 ChemAxon
SMILES [H][C@@]12C[C@]([H])(O)[C@]([H])(O)C(=O)C=C/C[C@]([H])(C)OC(=O)C3=C(O)C=C(OC)C=C3[C@@]1([H])O2 ChemAxon
Molecular Formula C19H22O8 ChemAxon
InChI InChI=1S/C19H22O8/c1-9-4-3-5-12(20)17(23)14(22)8-15-18(27-15)11-6-10(25-2)7-13(21)16(11)19(24)26-9/h3,5-7,9,14-15,17-18,21-23H,4,8H2,1-2H3/b5-3-/t9-,14-,15+,17+,18+/m0/s1 ChemAxon
InChIKey InChIKey=SSNQAUBBJYCSMY-KNTMUCJRSA-N ChemAxon
Polar Surface Area (PSA) 125.82 ChemAxon
Refractivity 94.98 ChemAxon
Polarizability 37.57 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 7 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 9.47 ChemAxon
pKa (strongest basic) -3.3 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Mitogen-activated protein kinase 1 : in Human