(2R)-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

• ChemBase ID: 159087
• Molecular Formular: C15H19NO5
• Molecular Mass: 294.30771484
• Monoisotopic Mass: 294.12967755
• SMILES: c1cc(c2c(c1OC)C[C@](CC2)([13C](=O)O)NC(=O)C)OC
• Canonical SMILES: COc1ccc(c2c1C[C@@](CC2)(NC(=O)C)[13C](=O)O)OC
• InChI: InChI=1S/C15H19NO5/c1-9(17)16-15(14(18)19)7-6-10-11(8-15)13(21-3)5-4-12(10)20-2/h4-5H,6-8H2,1-3H3,(H,16,17)(H,18,19)/t15-/m1/s1/i14+1
• InChIKey: ODABCKMSNZLGFO-YLXGLDRJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
• IUPAC Traditional name: (2R)-2-acetamido-5,8-dimethoxy-3,4-dihydro-1H-naphthalene-2-carboxylic acid
• Synonyms: 2-(Acetylamino)-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic Acid-13C; 2-(Acetylamino)-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic Acid-13C

Database IDs

• PubChem SID: 162253222
• PubChem CID: 71312790

CALCULATED PROPERTIES

• Acid pKa: 3.5007908
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.8493977
• LogD (pH = 7.4): -2.2336204
• Log P: 1.1415342
• Molar Refractivity: 75.3618 cm^3
• Polarizability: 29.30712 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A168137

Used in the preparation of Amrubicin (A635200), an anthracycline antibiotic.