17-(2H3)methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol; 2,3-dihydroxybutanedioic acid

• ChemBase ID: 166732
• Molecular Formular: C21H29NO7
• Molecular Mass: 407.45746
• Monoisotopic Mass: 407.19440227
• SMILES: c1(cc2c(cc1)CC1C3C2(CCCC3)CCN1C)O.C(C(O)C(=O)O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(C(C(=O)O)O)O.Oc1ccc2c(c1)C13CCCCC3C(C2)N(CC1)C
• InChI: InChI=1S/C17H23NO.C4H6O6/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;5-1(3(7)8)2(6)4(9)10/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: RWTWIZDKEIWLKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 17-(^2H₃)methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-ol; 2,3-dihydroxybutanedioic acid
• IUPAC Traditional name: (.+-.)-tartaric acid; 17-(^2H₃)methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-ol
• Synonyms: (9α,13α,14α)-17-(Methyl-d3)-morphinan-3-ol (2R,3R)-2,3-Dihydroxybutanedioate; NIH 4591; d-3-Hydroxy-N-(methyl-d3)morphinan Tartrate; Dextrorphan-d3, Tartrate Salt

Database IDs

• PubChem SID: 162260865
• PubChem CID: 45038917

CALCULATED PROPERTIES

• Acid pKa: 10.461597
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.095644645
• LogD (pH = 7.4): 0.9349801
• Log P: 2.9030437
• Molar Refractivity: 78.0809 cm^3
• Polarizability: 30.386805 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 181-183°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D299487

A labelled Dextrorphan. Orally active synthetic morphine analog. Analgesic (narcotic). The labelled d-form of Levorphanol.

REFERENCES

• Tallarida, R., et al.: Life Sci., 45, 947 (1989)
• Netzer, R., et al.: Eur. J. Pharmacol., 238, 209 (1989)
• Mao, J., et al.: Pain, 67, 361 (1989)
• Chow, L., et al.: J. Biomed. Sci., 11, 717 (1989)