2-amino-3-(3,4-dihydroxyphenyl)propanoic acid

• ChemBase ID: 102414
• Molecular Formular: C9H11NO4
• Molecular Mass: 197.18794
• Monoisotopic Mass: 197.06880784
• SMILES: NC(Cc1cc(O)c(O)cc1)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1ccc(c(c1)O)O)N
• InChI: InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)
• InChIKey: WTDRDQBEARUVNC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
• IUPAC Traditional name: DL-3,4-dihydroxyphenylalanine; 3',4'-dihydroxyphenylalanine
• Synonyms: 3,4-Dihydroxy-DL-phenylalanine; 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid; DL-3,4-DIHYDROXYPHENYLALANINE; DL-Dopa; 3-(3,4-Dihydroxyphenyl)-DL-alanine; DL-3-Hydroxytyrosine; DL-β-3,4-DIHYDROXYPHENYL-ALANINE; (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid; 3-Hydroxy-DL-tyrosine; 3,4-二羟苯基-DL-苯基丙氨酸

Database IDs

• CAS Number: 63-84-3
• EC Number: 200-566-0
• MDL Number: MFCD00063060
• Beilstein Number: 3204800
• Merck Index: 143420
• PubChem SID: 24894298; 162091220
• PubChem CID: 836

CALCULATED PROPERTIES

• Acid pKa: 1.650697
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.7921518
• LogD (pH = 7.4): -1.8012933
• Log P: -1.7921815
• Molar Refractivity: 49.0781 cm^3
• Polarizability: 19.161877 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline
• Melting Point: 270-272 °C(lit.); 276-278°C (dec.); 290 °C (dec.)(lit.); 290°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: AY5250000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22; 36/37/38
• Safety Statements: 26-36; 36
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)mouse ... DRD1(13488), DRD2(13489), DRD3(13490), DRD4(13491), DRD5(13492)rat ... DRD1(24316), DRD2(24318), DRD3(29238), DRD4(25432), DRD5(25195)

Product Information

• Purity: 97%; 98%
• Linear Formula: (HO)2C6H3CH2CH(NH2)COOH

DETAILS

MP Biomedicals - 02101577

Crystalline

MP Biomedicals - 05203679

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D9503

Biochem/physiol Actions
Immediate precursor of dopamine; product of tyrosine hydroxylase
包装
1, 5, 25 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D9503.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.