methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-5-hydroxy-3-methoxybenzoate

• ChemBase ID: 154541
• Molecular Formular: C17H16O7
• Molecular Mass: 332.30474
• Monoisotopic Mass: 332.08960285
• SMILES: Cc1cc(c(c(c1)O)C(=O)c1c(cc(cc1OC)O)C(=O)OC)O
• Canonical SMILES: COc1cc(O)cc(c1C(=O)c1c(O)cc(cc1O)C)C(=O)OC
• InChI: InChI=1S/C17H16O7/c1-8-4-11(19)15(12(20)5-8)16(21)14-10(17(22)24-3)6-9(18)7-13(14)23-2/h4-7,18-20H,1-3H3
• InChIKey: YJRLSCDUYLRBIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(2,6-dihydroxy-4-methylbenzoyl)-5-hydroxy-3-methoxybenzoate
• IUPAC Traditional name: sulochrin
• Synonyms: Sulochrin

Database IDs

• CAS Number: 519-57-3
• MDL Number: MFCD07370145
• PubChem SID: 162248680; 24899610
• PubChem CID: 160505

CALCULATED PROPERTIES

• Acid pKa: 7.4801936
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 4.1766334
• LogD (pH = 7.4): 3.8895762
• Log P: 4.18113
• Molar Refractivity: 86.1059 cm^3
• Polarizability: 32.578476 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble; ethanol: soluble; methanol: soluble
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16O7

DETAILS

Sigma Aldrich - S4570

Biochem/physiol Actions
Antibiotic from Aspergillus and Penicillium sp. Fungal metabolite; VEGF inhibitor and anti-angiogenic that inhibits the VEGF-induced tube formation of human umbilical vein endothelial cells.