1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol

• ChemBase ID: 127700
• Molecular Formular: C16H17NO3
• Molecular Mass: 271.31108
• Monoisotopic Mass: 271.12084341
• SMILES: Oc1ccc(cc1)CC1c2c(cc(O)c(O)c2)CCN1
• Canonical SMILES: Oc1ccc(cc1)CC1NCCc2c1cc(O)c(c2)O
• InChI: InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2
• InChIKey: WZRCQWQRFZITDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
• IUPAC Traditional name: higenamine
• Synonyms: Norcoclaurine; Demethylcoclaurine; Higenamine

Database IDs

• CAS Number: 5843-65-2
• PubChem SID: 162222018
• PubChem CID: 114840
• CHEBI ID: 18418
• CHEMBL: 19344
• Chemspider ID: 102800
• KEGG ID: C06346
• MeSH Name: higenamine
• Wikipedia Title: Higenamine

CALCULATED PROPERTIES

• Acid pKa: 8.745575
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.3110609
• LogD (pH = 7.4): 1.1421052
• Log P: 2.2310176
• Molar Refractivity: 77.5961 cm^3
• Polarizability: 29.736675 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true