(2E)-2-[2-(4-hydroxy-2-methylphenoxymethyl)phenyl]-2-(methoxyimino)acetic acid

• ChemBase ID: 170688
• Molecular Formular: C17H17NO5
• Molecular Mass: 315.32058
• Monoisotopic Mass: 315.11067265
• SMILES: c1cccc(c1/C(=N\OC)/C(=O)O)COc1c(cc(cc1)O)C
• Canonical SMILES: CO/N=C(\c1ccccc1COc1ccc(cc1C)O)/C(=O)O
• InChI: InChI=1S/C17H17NO5/c1-11-9-13(19)7-8-15(11)23-10-12-5-3-4-6-14(12)16(17(20)21)18-22-2/h3-9,19H,10H2,1-2H3,(H,20,21)/b18-16+
• InChIKey: HEMVDCDJEKCCCZ-FBMGVBCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-[2-(4-hydroxy-2-methylphenoxymethyl)phenyl]-2-(methoxyimino)acetic acid
• IUPAC Traditional name: (2E)-[2-(4-hydroxy-2-methylphenoxymethyl)phenyl](methoxyimino)acetic acid
• Synonyms: 2-[(4-Hydroxy-2-methylphenoxy)methyl]-α-(methoxyimino)benzeneacetic Acid; 4-Hydroxy Kresoxim-methyl Carboxylic Acid

Database IDs

• CAS Number: 181373-11-5
• PubChem SID: 164226598
• PubChem CID: 71749084

CALCULATED PROPERTIES

• Acid pKa: 3.328305
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.4983469
• LogD (pH = 7.4): 0.2335976
• Log P: 3.6545858
• Molar Refractivity: 84.6576 cm^3
• Polarizability: 32.26662 Å^3
• Polar Surface Area: 88.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943690

A metabolite of the agricultural fungicide Kresoxim-methyl(K659000).

REFERENCES

• Salmon, F. et a.: Xenobiotica, 26, 803 (1996)
• Gold, R.E. et al: Mod. Fungic. Antifungal Compd., 11, 79 (1996)