L-Dihydroorotic acid - ≥98% , CAS No.5988-19-2

CAS: 5988-19-2 Cat. No.: S139053 Peso molecular: 158.11 Número EC: 624-952-7

GRADE & PURITY ≥98%

Synonyms

2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid | bmse000342 | Hydroorotic acid, L- | (S)-dihydroorotic acid | UNII-4LPL64ZNA5 | L-4,5-dihydroorotic acid | 1,2,3,4-tetrahydro-2-quinolinylcarboxylic acid methyl ester | 2,6-Dioxohexahydro-4-pyrimidinecarboxy

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

Application：

L-Dihydroorotic acid has been used as a substrate in dihydroorotate dehydrogenase (DHODH) assay.

Specifications

Sinónimos

2, 6-Dioxohexahydro-4-pyrimidinecarboxylic acid | bmse000342 | Hydroorotic acid, L- | (S)-dihydroorotic acid | UNII-4LPL64ZNA5 | L-4, 5-dihydroorotic acid | 1, 2, 3, 4-tetrahydro-2-quinolinylcarboxylic acid methyl ester | 2, 6-Dioxohexahydro-4-pyrimidinecarboxy

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

L-Dihydroorotic acid (DHO) serves as a substrate for dihydroorotate dehydrogenase (DHODH), an enzyme in the de novo synthesis of pyrimidine. Inhibition of DHOH by its inhibitors causes a large accumulation of upstream metabolite DHO and a reduction in the

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

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Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488189736
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189736
• Sonrisas canónicas: C1C(NC(=O)NC1=O)C(=O)O
• IUPAC Name: (4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid
• InChIKey: UFIVEPVSAGBUSI-REOHCLBHSA-N
• 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
• Isómeros SMILES: C1[C@H](NC(=O)NC1=O)C(=O)O
• WGK Alemania: 3
• Peso molecular: 158.11
• Reaxy-Rn: 83959
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=83959&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Pyrimidones N-acyl ureas Diazinanes Dicarboximides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - N-acyl urea - Pyrimidone - Ureide - 1,3-diazinane - Pyrimidine - Dicarboximide - Urea - Carbonic acid derivative - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: dihydroorotic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in water (partly), and dimethyl formamide.
• Punto de fusión (°C): 254-255°C
• Peso molecular: 158.110 g/mol
• XLogP3: -1.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.033 Da
• Monoisotopic Mass: 158.033 Da
• Topological Polar Surface Area: 95.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 225.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Yiming Liu, Mingrui Zhang, Jingjing Zhao, Yongshuo Ren, Shubin Li, Weichen Wang, Wei Mu, Xiaojun Han.  (2025)  Construction of a De Novo Nucleotide Biosynthesis Pathway in Artificial Cells for RNA Transcription.  Journal of the American Chemical Society,      [PMID:40708544] [10.1021/jacs.5c09375]