(9R)-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4,15-triol hydrobromide

• ChemBase ID: 132070
• Molecular Formular: C17H18BrNO3
• Molecular Mass: 364.23372
• Monoisotopic Mass: 363.04700544
• SMILES: CN1CCc2cc(cc3c2[C@H]1Cc1c3c(c(cc1)O)O)O.Br
• Canonical SMILES: Oc1cc2CCN([C@H]3c2c(c1)c1c(C3)ccc(c1O)O)C.Br
• InChI: InChI=1S/C17H17NO3.BrH/c1-18-5-4-10-6-11(19)8-12-15(10)13(18)7-9-2-3-14(20)17(21)16(9)12;/h2-3,6,8,13,19-21H,4-5,7H2,1H3;1H/t13-;/m1./s1
• InChIKey: SJXJEAQVHBGSDL-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4,15-triol hydrobromide
• IUPAC Traditional name: (9R)-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4,15-triol hydrobromide
• Synonyms: R(-)-2-Hydroxyapomorphine hydrobromide; R(-)-2,10,11-Trihydroxyaporphine hydrobromide

Database IDs

• CAS Number: 77630-01-4
• MDL Number: MFCD00069240
• PubChem SID: 24277902; 162226347
• PubChem CID: 11957531

CALCULATED PROPERTIES

• Acid pKa: 8.963132
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.8373656
• LogD (pH = 7.4): 2.444525
• Log P: 2.6307266
• Molar Refractivity: 81.969 cm^3
• Polarizability: 32.211903 Å^3
• Polar Surface Area: 63.93 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: dilute aqueous acid: moderately soluble; ethanol: moderately soluble; H2O: moderately soluble (dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidants.); methanol: soluble
• Apperance: gray to green small crystals
• Optical Rotation: [α]21/546 -103.6°, c = 0.4 in methanol(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Product Information

• Purity: >97%

DETAILS

Sigma Aldrich - D029

Biochem/physiol Actions
Dopamine receptor agonist.
Caution
Photosensitive and hygroscopic