(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetic acid

• ChemBase ID: 150204
• Molecular Formular: C15H17N3O6
• Molecular Mass: 335.31198
• Monoisotopic Mass: 335.11173528
• SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)O
• Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)O
• InChI: InChI=1S/C15H17N3O6/c1-2-17-7-8-18(13(21)12(17)20)15(24)16-11(14(22)23)9-3-5-10(19)6-4-9/h3-6,11,19H,2,7-8H2,1H3,(H,16,24)(H,22,23)/t11-/m1/s1
• InChIKey: IPARGUVYMOMVNU-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetic acid
• IUPAC Traditional name: (R)-(4-ethyl-2,3-dioxopiperazine-1-carbonylamino)(4-hydroxyphenyl)acetic acid
• Synonyms: (R)-(-)-α-[[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-4-hydroxybenzeneacetic acid; (2R)-2-[(4-ETHYL-2,3-DIOXOPIPERAZINYL)CARBONYLAMINO]-2-(4-HYDROXYPHENYL)ACETIC ACID; 氧哌嗪酸

Database IDs

• CAS Number: 62893-24-7
• MDL Number: MFCD00792472
• PubChem SID: 24870844; 162244365
• PubChem CID: 2733657

CALCULATED PROPERTIES

• Acid pKa: 3.279106
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.2344482
• LogD (pH = 7.4): -3.4656947
• Log P: -0.031739358
• Molar Refractivity: 81.1154 cm^3
• Polarizability: 31.112505 Å^3
• Polar Surface Area: 127.25 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -85°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C15H17N3O6

DETAILS

Sigma Aldrich - 472905

Packaging
1, 5 g in glass bottle