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

• ChemBase ID: 1889
• Molecular Formular: C5H6N2O4
• Molecular Mass: 158.11214
• Monoisotopic Mass: 158.03275668
• SMILES: OC(=O)[C@@H]1CC(=O)NC(=O)N1
• 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-/m0/s1
• InChIKey: UFIVEPVSAGBUSI-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid
• IUPAC Traditional name: (S)-dihydroorotic acid; L-dihydroorotic acid
• Synonyms: 2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid; L-Hydroorotic acid; Dihydro-L-orotic acid; L-Dihydroorotic acid; (S)-2,6-Dioxohexahydropyrimidine-4-carboxylic acid; Dihydroorotic Acid; L-DIHYDROOROTIC ACID

Database IDs

• CAS Number: 6202-10-4; 155-54-4; 5988-19-2
• MDL Number: MFCD00085339
• PubChem SID: 46508825; 24894080; 160965344
• PubChem CID: 439216

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -1.7
• LOG S: -1.1
• Solubility (Water): 1.27e+01 g/l

PROPERTIES

Physical Property

• Melting Point: 254-255 °C (dec.)(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• 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: ≥99%; 95+%

DETAILS

MP Biomedicals - 05213012

MP Biomedicals Rare Chemical collection

DrugBank - DB02129

Drug information: experimental

Sigma Aldrich - D7128

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D7128.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.