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Human Metabolome Database Version 3.5

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Showing metabocard for N5-Carboxyaminoimidazole ribonucleotide (HMDB12268)

Record Information
Version 3.5
Creation Date 2009-04-06 10:22:03 -0600
Update Date 2013-02-08 17:28:39 -0700
HMDB ID HMDB12268
Secondary Accession Numbers None
Metabolite Identification
Common Name N5-Carboxyaminoimidazole ribonucleotide
Description N5-Carboxyaminoimidazole ribonucleotide is an intermediate in purine nucleotides de novo biosynthesis. Purine nucleotides participate in many aspects of cellular metabolism including the structure of DNA and RNA, serving as enzyme cofactors, functioning in cellular signaling, acting as phosphate group donors, and generating cellular energy. Maintenance of the proper balance of intracellular pools of these nucleotides is critical to normal function. This occurs through a combination of de novo biosynthesis and salvage pathways for pre-existing purine bases, nucleosides and nucleotides. The de novo biosynthetic pathway for purine nucleotides is highly conserved among organisms, but its regulation and the organization of the genes encoding the enzymes vary. The fourteen step pathway contains ten steps that branch at inosine-5'-phosphate to form adenosine-5'-phosphate and guanosine-5'-phosphate, each in two steps.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
    Chemical Formula C9H14N3O9P
    Average Molecular Weight 339.1959
    Monoisotopic Molecular Weight 339.046765573
    IUPAC Name (1-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-1H-imidazol-5-yl)carbamic acid
    Traditional IUPAC Name 3-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}imidazol-4-ylcarbamic acid
    CAS Registry Number Not Available
    SMILES OC1C(COP(O)(O)=O)OC(C1O)N1C=NC=C1NC(O)=O
    InChI Identifier InChI=1S/C9H14N3O9P/c13-6-4(2-20-22(17,18)19)21-8(7(6)14)12-3-10-1-5(12)11-9(15)16/h1,3-4,6-8,11,13-14H,2H2,(H,15,16)(H2,17,18,19)
    InChI Key JHLXDWGVSYMXPL-UHFFFAOYSA-N
    Chemical Taxonomy
    Kingdom Organic Compounds
    Super Class Amino Acids, Peptides, and Analogues
    Class Amino Acids and Derivatives
    Sub Class Glycoamino Acids and Derivatives
    Other Descriptors
    • 1-Phosphoribosyl-imidazoles
    • Aromatic Heteropolycyclic Compounds
    Substituents
    • 1,2 Diol
    • Aminoimidazole
    • Carbamic Acid
    • Glycosyl Compound
    • Imidazole
    • Imidazolyl Carboxylic Acid Derivative
    • Monosaccharide Phosphate
    • N Glycosyl Compound
    • Organic Hypophosphite
    • Organic Phosphite
    • Oxolane
    • Pentose Monosaccharide
    • Phosphoric Acid Ester
    • Saccharide
    • Secondary Alcohol
    Direct Parent Glycoamino Acids and Derivatives
    Ontology
    Status Expected and Not Quantified
    Origin
    • Endogenous
    Biofunction Not Available
    Application Not Available
    Cellular locations Not Available
    Physical Properties
    State Solid
    Experimental Properties
    Property Value Reference
    Melting Point Not Available Not Available
    Boiling Point Not Available Not Available
    Water Solubility Not Available Not Available
    LogP Not Available Not Available
    Predicted Properties
    Property Value Source
    Water Solubility 2.61 g/L ALOGPS
    LogP -2.13 ALOGPS
    LogP -3.4 ChemAxon
    LogS -2.11 ALOGPS
    pKa (strongest acidic) 1.18 ChemAxon
    pKa (strongest basic) 5.83 ChemAxon
    Hydrogen Acceptor Count 10 ChemAxon
    Hydrogen Donor Count 6 ChemAxon
    Polar Surface Area 183.6 A2 ChemAxon
    Rotatable Bond Count 5 ChemAxon
    Refractivity 67.45 ChemAxon
    Polarizability 28.38 ChemAxon
    Formal Charge 0 ChemAxon
    Physiological Charge -3 ChemAxon
    Spectra
    Not Available
    Biological Properties
    Cellular Locations Not Available
    Biofluid Locations Not Available
    Tissue Location Not Available
    Pathways Not Available
    Normal Concentrations
    Not Available
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease References None
    Associated OMIM IDs None
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB028906
    KNApSAcK ID Not Available
    Chemspider ID Not Available
    KEGG Compound ID Not Available
    BioCyc ID CPD0-181 Link_out
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB12268 Link_out
    Metagene Link HMDB12268 Link_out
    METLIN ID Not Available
    PubChem Compound 25201011 Link_out
    PDB ID Not Available
    ChEBI ID Not Available
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Not Available
    General References Not Available