(4R)-2,6-dioxo-1,3-diazinane-4-carboxylic acid

• ChemBase ID: 150341
• Molecular Formular: C5H6N2O4
• Molecular Mass: 158.11214
• Monoisotopic Mass: 158.03275668
• SMILES: C1[C@@H](NC(=O)NC1=O)C(=O)O
• Canonical SMILES: O=C1NC(=O)N[C@H](C1)C(=O)O
• InChI: InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m1/s1
• InChIKey: UFIVEPVSAGBUSI-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2,6-dioxo-1,3-diazinane-4-carboxylic acid
• IUPAC Traditional name: (R)-dihydroorotic acid
• Synonyms: R-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid; Dihydro-D-orotic acid; D-Hydroorotic acid; D-二氢乳清酸; D-六氢-2,6-二氧-4-嘧啶羧酸; D-氢化乳清酸

Database IDs

• CAS Number: 5988-53-4
• MDL Number: MFCD01862150
• PubChem SID: 162244502; 24878210
• PubChem CID: 1149667

CALCULATED PROPERTIES

• Acid pKa: 3.2849202
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.7204242
• LogD (pH = 7.4): -4.95254
• Log P: -1.5232681
• Molar Refractivity: 31.5754 cm^3
• Polarizability: 12.478441 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 255 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -33°, c = 1 in NaHCO3

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: 98%
• Empirical Formula (Hill Notation): C5H6N2O4

DETAILS

Sigma Aldrich - 537306

Packaging
1 g in glass bottle