3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid

• ChemBase ID: 105326
• Molecular Formular: C18H16O8
• Molecular Mass: 360.31484
• Monoisotopic Mass: 360.08451747
• SMILES: OC(=O)C(Cc1ccc(O)c(O)c1)OC(=O)/C=C/c1ccc(O)c(O)c1
• Canonical SMILES: O=C(OC(C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O
• InChI: InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)
• InChIKey: DOUMFZQKYFQNTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
• IUPAC Traditional name: 3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
• Synonyms: ROSMARINIC ACID

Database IDs

• CAS Number: 20283-92-5
• PubChem SID: 162093590
• PubChem CID: 5315615
• CHEBI ID: 17226
• CHEMBL: 324842
• Chemspider ID: 4474888
• Wikipedia Title: Rosmarinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.1312933
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.66241366
• LogD (pH = 7.4): -0.46487963
• Log P: 3.0041263
• Molar Refractivity: 90.9501 cm^3
• Polarizability: 34.615208 Å^3
• Polar Surface Area: 144.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171-175 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: GD8990000