7-hydroxy-4-[(1R)-1-hydroxyethyl]-8-methoxy-11,13-dihydro-10H-2,12-diazatetraphen-13-one

• ChemBase ID: 129797
• Molecular Formular: C19H18N2O4
• Molecular Mass: 338.35722
• Monoisotopic Mass: 338.12665707
• SMILES: COc1cc2CCn3c(cc4c(cncc4c3=O)[C@@H](C)O)c2cc1O
• Canonical SMILES: COc1cc2CCn3c(c2cc1O)cc1c(c3=O)cncc1[C@H](O)C
• InChI: InChI=1S/C19H18N2O4/c1-10(22)14-8-20-9-15-13(14)6-16-12-7-17(23)18(25-2)5-11(12)3-4-21(16)19(15)24/h5-10,22-23H,3-4H2,1-2H3/t10-/m1/s1
• InChIKey: HDIPTJUHEOGXQC-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-4-[(1R)-1-hydroxyethyl]-8-methoxy-11,13-dihydro-10H-2,12-diazatetraphen-13-one
• IUPAC Systematic name: 7-Methoxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline
• IUPAC Traditional name: alamarine
• Synonyms: 1,2,3,4-Tetrahydroharmine; leptaflorine; 1H-Pyrido(3,4-B)indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl- (VAN); Tetrahydroharmine

Database IDs

• CAS Number: 17019-01-1
• PubChem SID: 162224085
• PubChem CID: 159809; 442157
• CHEBI ID: 311931
• CHEMBL: 129208
• Chemspider ID: 140510
• KEGG ID: C09243
• MeSH Name: Tetrahydroharmine
• Wikipedia Title: Tetrahydroharmine

CALCULATED PROPERTIES

• Acid pKa: 9.673304
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.8512632
• LogD (pH = 7.4): 0.8535544
• Log P: 0.8560151
• Molar Refractivity: 94.8471 cm^3
• Polarizability: 35.09907 Å^3
• Polar Surface Area: 82.89 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 399.2°C
• Flash Point: 195.2°C
• pKb: 10.334

Safety Information

• Safety Statements: R