(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 102101
• Molecular Formular: C11H13NO4
• Molecular Mass: 223.22522
• Monoisotopic Mass: 223.0844579
• SMILES: CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C
• InChI: InChI=1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1
• InChIKey: CAHKINHBCWCHCF-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: N-acetyl-L-tyrosine; acetyl-L-tyrosine
• Synonyms: N-Acetyl-L-tyrosine; ACETYL-L-TYROSINE; Ac-Tyr-OH; alpha-(Acetamido)-beta-(4-Hydroxyphenyl)-propionic Acid; N-ACETYL-L-TYROSINE; N-乙酰-L-酪氨酸

Database IDs

• CAS Number: 537-55-3
• EC Number: 208-671-3
• MDL Number: MFCD00037190
• Beilstein Number: 2697172
• PubChem SID: 24890665; 24900210; 162088081
• PubChem CID: 68310

CALCULATED PROPERTIES

• Acid pKa: 3.6702335
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.2347076
• LogD (pH = 7.4): -2.727705
• Log P: 0.59289634
• Molar Refractivity: 56.541 cm^3
• Polarizability: 21.92055 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble25 mg/mL
• Melting Point: 149-152 °C; 149-152 °C(lit.); 149-152°C; 150-151°C
• Optical Rotation: [α]20/D +58±2°, c = 5% in ethanol; +58 (c=5 in ethanol)

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-39
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: >99% (TLC); ≥98.0% (T); ≥98.5%; 98%; 99%
• Grade: certified reference material; EP
• Packaging: pkg of 1 g
• Suitability: suitable for manufacturing use
• Impurities: endotoxin, tested
• Biological Source: from non-animal source
• Loss on Drying: ≤0.2% loss on drying
• Quality Level: GMP-COMPENDIA
• Pharmacopeia Traceability: traceable to USP 1010106
• Linear Formula: 4-(HO)C6H4CH2CH(NHCOCH3)CO2H

DETAILS

MP Biomedicals - 05210402

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100150

Crystalline

Sigma Aldrich - T4446

Packaging
Manufactured and Packaged under CGMP

Sigma Aldrich - PHR1173

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.