2-[3-(dimethylamino)propylidene]tricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

• ChemBase ID: 157374
• Molecular Formular: C20H23NO
• Molecular Mass: 293.40272
• Monoisotopic Mass: 293.17796436
• SMILES: CN(C)CC/C=C/1\c2ccccc2CC(c2c1cccc2)O
• Canonical SMILES: CN(CC/C=C/1\c2ccccc2CC(c2c1cccc2)O)C
• InChI: InChI=1S/C20H23NO/c1-21(2)13-7-12-17-16-9-4-3-8-15(16)14-20(22)19-11-6-5-10-18(17)19/h3-6,8-12,20,22H,7,13-14H2,1-2H3
• InChIKey: GHWBJXOKAFHZAI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(dimethylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol
• IUPAC Traditional name: 2-[3-(dimethylamino)propylidene]tricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol
• Synonyms: (±)-(E)-5-[3-(Dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol; Amitriptyline metabolite, (±)-E-10-hydroxylated-; (±)-E-5-[3-(二甲氨基)丙叉基]-10.11-二氢-5H-二苯并[a,d]环庚烯-10-醇; 阿米替林代谢物，(±)-E-10-羟基化-

Database IDs

• CAS Number: 64520-05-4
• MDL Number: MFCD00069200
• PubChem SID: 162251511
• PubChem CID: 6454906

CALCULATED PROPERTIES

• Acid pKa: 14.257287
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.14699037
• LogD (pH = 7.4): 1.2464269
• Log P: 3.578724
• Molar Refractivity: 103.0227 cm^3
• Polarizability: 35.88354 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble; H2O: insoluble; methanol: soluble
• Apperance: white solid
• Melting Point: 97-99 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: analytical standard, for drug analysis
• Empirical Formula (Hill Notation): C20H23NO

DETAILS

Sigma Aldrich - A115

Biochem/physiol Actions
Metabolite of amitriptyline, tricyclic antidepressant; chromatographic standard.