(9S)-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol hydrochloride

• ChemBase ID: 132737
• Molecular Formular: C17H18ClNO2
• Molecular Mass: 303.78332
• Monoisotopic Mass: 303.1026065
• SMILES: CN1CCc2cccc3c2[C@@H]1Cc1c3c(c(cc1)O)O.Cl
• Canonical SMILES: CN1CCc2c3[C@@H]1Cc1ccc(c(c1c3ccc2)O)O.Cl
• InChI: InChI=1S/C17H17NO2.ClH/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12;/h2-6,13,19-20H,7-9H2,1H3;1H/t13-;/m0./s1
• InChIKey: SKYZYDSNJIOXRL-ZOWNYOTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9S)-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-diol hydrochloride
• IUPAC Traditional name: (9S)-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-diol hydrochloride
• Synonyms: S(+)-APO hydrochloride; S(+)-10,11-Dihydroxyaporphine hydrochloride; (S)-(+)-Apomorphine hydrochloride hydrate

Database IDs

• CAS Number: 41035-30-7(anhydrous)
• MDL Number: MFCD00055049
• PubChem SID: 162227014
• PubChem CID: 6852389

CALCULATED PROPERTIES

• Acid pKa: 9.259065
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.79732925
• LogD (pH = 7.4): 2.5251532
• Log P: 2.8666353
• Molar Refractivity: 79.9881 cm^3
• Polarizability: 31.638338 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble20 mg/mL; H2O: ≥10 mg/mL
• Apperance: white to light gray solid
• Optical Rotation: [α]23/D +74.5°, c = 0.15 in methanol(lit.)

Safety Information

• Storage Condition: desiccated; protect from light; under inert gas
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - D043

Biochem/physiol Actions
Dopamine receptor antagonist; inactive as an agonist.
Caution
Hygroscopic, photosensitive, may decompose and turn green on exposure to light and air.Reseal under argon or nitrogen to maximize stability.