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Bovine Metabolome Database



Showing metabocard for Hypoxanthine (BMDB00157)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-08-07 13:30:35
Accession Number BMDB00157
Common Name Hypoxanthine
Description A naturally occurring purine derivative and a reaction intermediate in the metabolism of adenosine and in the formation of nucleic acids by the salvage pathway. Hypoxanthine is also a spontaneous deamination product of adenine. Lesch-Nyhan disease is caused by deficiency of the purine salvage enzyme hypoxanthine-guanine phosphoribosyltransferase. (OMIN 308000)
Synonyms
  1. 1,7-Dihydro-6H-purin-6-one
  2. 1,7-Dihydro-6H-purine-6-one
  3. 1H,7H-Hypoxanthine
  4. 3H-Purin-6-ol
  5. 4-Hydroxy-1H-purine
  6. 6(1H)-Purinone
  7. 6-Hydroxy-1H-purine
  8. 6-Hydroxypurine
  9. 6-Oxopurine
  10. 7H-Purin-6-ol
  11. 9H-Purin-6(1H)-one
  12. 9H-Purin-6-ol
  13. Hypoxanthine enol
  14. Purin-6(1H)-one
  15. Purin-6(3H)-one
  16. Purin-6-ol
  17. Purine-6-ol
  18. Sarcine
  19. Sarkin
  20. Sarkine
Chemical IUPAC Name 3,7-dihydropurin-6-one
Chemical Formula C5H4N4O
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Nucleosides and Nucleoside conjugates
Class
  • Purines and Purine Derivatives
Sub Class
  • Hydroxy purines
Family
  • Mammalian_Metabolite
Species
  • phenol or hydroxyhetarene; aromatic compound; heterocyclic compound
Biofunction
  • Component of Purine metabolism
Application
Source
  • Endogenous
Average Molecular Weight 136.111
Monoisotopic Molecular Weight 136.038513
Isomeric SMILES OC1=NC=NC2=C1NC=N2
Canonical SMILES OC1=NC=NC2=C1NC=N2
KEGG Compound ID C00262 Link Image
BioCyc ID HYPOXANTHINE Link Image
BiGG ID 34434 Link Image
Wikipedia Link Hypoxanthine Link Image
METLIN ID 83 Link Image
PubChem Compound 790 Link Image
PubChem Substance 11088539 Link Image
ChEBI ID 17368 Link Image
CAS Registry Number 68-94-0
InChI Identifier InChI=1/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
Synthesis Reference Shaw, Elliott.New synthesis of the purines adenine, hypoxanthine, xanthine, and isoguanine. Journal of Biological Chemistry (1950), 185 439-47.
Melting Point (Experimental) 150 oC
Experimental Water Solubility 0.7 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; 5 mg/mL [HMP experimental] Source: PhysProp
Predicted Water Solubility 13.0 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity -1.11 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity -0.55 [Predicted by ALOGPS]; -0.6 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID 1A9Q Link Image
Experimental PDB File Show
Experimental PDB Structure
Experimental 1H NMR Spectrum Download Spectrum
Download FID (Varian)
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
Download FID (Bruker)
Show Experimental Conditions Link Image
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
Download File
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High Energy
Download File
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Show Image
Show Peaklist
Cellular Location
  • Cytoplasm
  • Extracellular
  • lysosome
  • peroxisome
Biofluid Location
  • Breast_Milk
  • Rumen
Tissue Location
Tissue References
Adipose Tissue
Epidermis
Erythrocyte
Fibroblasts
Intestine
Muscle
Placenta
Platelet
Skeletal Muscle
Spleen
Testes
Concentrations (Normal)
Biofluid Breast_Milk
Value 7.100 uM
Age N/A
Sex N/A
Condition Normal
Comments Raw. whole.
References
Biofluid Rumen
Value 52.27 +/- 24.11 uM
Age N/A
Sex N/A
Condition Normal
Comments Not Available
References
  • The rumen metabolome (in preparation)
Concentrations (Abnormal)
Biofluid Rumen
Value 205.04 +/- 58.59 uM
Age N/A
Sex N/A
Condition Rumen acidosis
Comments Not Available
References
  • The rumen metabolome (in preparation)
Pathway Names
  • Purine Metabolism
HMDB Pathways
Name Purine Metabolism
Image Show Link Image
KEGG Pathways
Name Purine Metabolism
Image Show Link Image
SimCell Pathways
Name Purine Metabolism
Image Show Link Image
Graph Show Link Image
SBML Download (XML) Link Image
General References
  1. Wikipedia Link Image
Metabolic Enzymes
  1. Hypoxanthine-guanine phosphoribosyltransferase
  2. Xanthine dehydrogenase/oxidase
Enzyme 1 [top]
Enzyme 1 ID 440
Enzyme 1 Name Hypoxanthine-guanine phosphoribosyltransferase
Enzyme 1 Synonyms
  1. HGPRTase
  2. HGPRT
Enzyme 1 Gene Name HPRT1
Enzyme 1 Protein Sequence >Hypoxanthine-guanine phosphoribosyltransferase
MAARSPSVVISDDEPGYDLNLFCIPNHYAEDLEKVFIPHGLIMDRTERLARDVMKEMGGH
HIVALCVLKGGYKFFADLLDYIKALNRNSDKSIPMTVDFIRLKSYCNDQSTGDIKVIGGD
DLSTLTGKNVLIVEDIIDTGKTMQTLLALVKKHKPKMVKVASLLMKRTPRSVGYKPDFVG
FEIPDKFVVGYALDYNEYFRDLNHVCVISETGKAKYKA
Enzyme 1 Number of Residues 218
Enzyme 1 Molecular Weight 24498.3
Enzyme 1 Theoretical pI 7.97
Enzyme 1 GO Classification
Function
Process
Component
Enzyme 1 General Function Nucleotide transport and metabolism
Enzyme 1 Specific Function IMP + diphosphate = hypoxanthine + 5-phospho- alpha-D-ribose 1-diphosphate
Enzyme 1 Pathways
  • Purine metabolism
  • IMP biosynthesis via salvage pathway
  • IMP from hypoxanthine:step 1/1
Enzyme 1 Reactions Not Available
Enzyme 1 Pfam Domain Function
Enzyme 1 Signals
  • None
Enzyme 1 Transmembrane Regions
  • None
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 74268428 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID Q3SZ18 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name HPRT_BOVIN Link Image
Enzyme 1 PDB ID 1BZY Link Image
Enzyme 1 PDB File Show
Enzyme 1 3D Structure
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >657 bp
ATGGCGGCCCGCAGCCCCAGCGTGGTGATTAGCGATGATGAACCAGGTTATGACCTAAAT
TTATTTTGTATACCCAATCATTATGCTGAGGATTTGGAGAAGGTGTTTATTCCTCATGGA
CTAATTATGGACAGGACCGAACGGCTGGCTCGAGATGTGATGAAGGAGATGGGTGGCCAT
CACATTGTGGCCCTCTGTGTGCTCAAGGGGGGCTATAAGTTCTTTGCCGACCTGTTGGAT
TACATCAAAGCACTGAACAGAAATAGTGACAAATCCATTCCTATGACTGTGGATTTTATC
AGACTGAAGAGCTACTGTAACGACCAGTCAACAGGCGACATAAAAGTAATTGGTGGAGAT
GATCTCTCAACTTTAACTGGAAAGAATGTCTTGATTGTCGAAGATATAATTGACACTGGG
AAGACAATGCAGACTTTGCTTGCCTTGGTCAAGAAGCATAAACCAAAGATGGTCAAGGTT
GCGAGCTTGCTGATGAAAAGGACCCCTCGAAGTGTTGGATATAAACCAGACTTTGTTGGA
TTTGAAATTCCAGACAAGTTTGTTGTGGGATATGCCCTTGACTATAATGAATACTTCAGG
GACTTGAATCACGTGTGTGTCATTAGCGAAACTGGAAAAGCAAAATACAAAGCCTAA
Enzyme 1 GenBank Gene ID BC103248 Link Image
Enzyme 1 GeneCard ID HPRT1 Link Image
Enzyme 1 GenAtlas ID Not Available
Enzyme 1 HGNC ID Not Available
Enzyme 1 Chromosome Location Not Available
Enzyme 1 Locus Xq26.1
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References Not Available
Enzyme 1 Metabolite References Not Available
Enzyme 2 [top]
Enzyme 2 ID 603
Enzyme 2 Name Xanthine dehydrogenase/oxidase
Enzyme 2 Synonyms
  1. Xanthine dehydrogenase
  2. XD
  3. Xanthine oxidase
  4. XO
  5. Xanthine oxidoreductase
Enzyme 2 Gene Name XDH
Enzyme 2 Protein Sequence >Xanthine dehydrogenase/oxidase
MTADELVFFVNGKKVVEKNADPETTLLAYLRRKLGLRGTKLGCGEGGCGACTVMLSKYDR
LQDKIIHFSANACLAPICTLHHVAVTTVEGIGSTKTRLHPVQERIAKSHGSQCGFCTPGI
VMSMYTLLRNQPEPTVEEIEDAFQGNLCRCTGYRPILQGFRTFAKNGGCCGGNGNNPNCC
MNQKKDHTVTLSPSLFNPEEFMPLDPTQEPIFPPELLRLKDVPPKQLRFEGERVTWIQAS
TLKELLDLKAQHPEAKLVVGNTEIGIEMKFKNQLFPMIICPAWIPELNAVEHGPEGISFG
AACALSSVEKTLLEAVAKLPTQKTEVFRGVLEQLRWFAGKQVKSVASLGGNIITASPISD
LNPVFMASGTKLTIVSRGTRRTVPMDHTFFPSYRKTLLGPEEILLSIEIPYSREDEFFSA
FKQASRREDDIAKVTCGMRVLFQPGSMQVKELALCYGGMADRTISALKTTQKQLSKFWNE
KLLQDVCAGLAEELSLSPDAPGGMIEFRRTLTLSFFFKFYLTVLKKLGKDSKDKCGKLDP
TYTSATLLFQKDPPANIQLFQEVPNGQSKEDTVGRPLPHLAAAMQASGEAVYCDDIPRYE
NELFLRLVTSTRAHAKIKSIDVSEAQKVPGFVCFLSADDIPGSNETGLFNDETVFAKDTV
TCVGHIIGAVVADTPEHAERAAHVVKVTYEDLPAIITIEDAIKNNSFYGSELKIEKGDLK
KGFSEADNVVSGELYIGGQDHFYLETHCTIAIPKGEEGEMELFVSTQNAMKTQSFVAKML
GVPVNRILVRVKRMGGGFGGKETRSTLVSVAVALAAYKTGHPVRCMLDRNEDMLITGGRH
PFLARYKVGFMKTGTIVALEVDHYSNAGNSRDLSHSIMERALFHMDNCYKIPNIRGTGRL
CKTNLSSNTAFRGFGGPQALFIAENWMSEVAVTCGLPAEEVRWKNMYKEGDLTHFNQRLE
GFSVPRCWDECLKSSQYYARKSEVDKFNKENCWKKRGLCIIPTKFGISFTVPFLNQAGAL
IHVYTDGSVLVSHGGTEMGQGLHTKMVQVASKALKIPISKIYISETSTNTVPNSSPTAAS
VSTDIYGQAVYEACQTILKRLEPFKKKNPDGSWEDWVMAAYQDRVSLSTTGFYRTPNLGY
SFETNSGNAFHYFTYGVACSEVEIDCLTGDHKNLRTDIVMDVGSSLNPAIDIGQVEGAFV
QGLGLFTLEELHYSPEGSLHTRGPSTYKIPAFGSIPTEFRVSLLRDCPNKKAIYASKAVG
EPPLFLGASVFFAIKDAIRAARAQHTNNNTKELFRLDSPATPEKIRNACVDKFTTLCVTG
APGNCKPWSLRV
Enzyme 2 Number of Residues 1332
Enzyme 2 Molecular Weight 146789.3
Enzyme 2 Theoretical pI 7.78
Enzyme 2 GO Classification
Function
Process
Component
Enzyme 2 General Function Nucleotide transport and metabolism
Enzyme 2 Specific Function This enzyme can be converted from the dehydrogenase form (D) to the oxidase form (O) irreversibly by proteolysis or reversibly through the oxidation of sulfhydryl groups
Enzyme 2 Pathways Not Available
Enzyme 2 Reactions Not Available
Enzyme 2 Pfam Domain Function
Enzyme 2 Signals
  • None
Enzyme 2 Transmembrane Regions
  • None
Enzyme 2 Essentiality Not Available
Enzyme 2 GenBank ID Protein 1321704 Link Image
Enzyme 2 UniProtKB/Swiss-Prot ID P80457 Link Image
Enzyme 2 UniProtKB/Swiss-Prot Entry Name XDH_BOVIN Link Image
Enzyme 2 PDB ID 1V97 Link Image
Enzyme 2 PDB File Show
Enzyme 2 3D Structure
Enzyme 2 Cellular Location Not Available
Enzyme 2 Gene Sequence >3999 bp
ATGACAGCAGATGAATTGGTTTTCTTTGTGAATGGCAAAAAGGTGGTGGAGAAAAATGCA
GATCCAGAAACAACCCTTTTGGCCTACCTGAGAAGAAAGTTGGGGCTGAGAGGAACCAAG
CTGGGCTGTGGAGAAGGGGGCTGTGGGGCTTGTACAGTGATGCTTTCCAAGTATGATCGT
CTCCAAGACAAGATCATCCACTTTTCTGCCAATGCCTGCCTGGCTCCCATCTGCACCTTG
CACCACGTGGCTGTGACGACTGTGGAAGGAATTGGAAGCACCAAGACGAGGCTGCATCCT
GTGCAGGAGAGAATCGCCAAAAGTCACGGCTCTCAGTGTGGGTTCTGCACCCCCGGCATC
GTCATGAGCATGTACACACTGCTTCGGAATCAGCCCGAGCCCACTGTTGAAGAAATCGAG
GATGCTTTCCAAGGAAACTTATGCCGCTGTACAGGCTACAGACCCATCCTCCAGGGCTTC
CGGACCTTTGCCAAGAATGGTGGATGCTGTGGAGGAAATGGGAACAACCCAAACTGCTGC
ATGAACCAGAAGAAAGACCACACCGTTACTCTCTCACCATCTTTATTCAACCCAGAGGAG
TTCATGCCCCTGGATCCTACCCAGGAACCCATCTTCCCTCCAGAGTTGCTGAGGCTGAAA
GACGTTCCACCGAAGCAGCTGCGTTTTGAAGGGGAGCGTGTGACCTGGATCCAAGCCTCC
ACCTTGAAGGAGTTGCTGGACCTCAAAGCTCAGCATCCCGAGGCCAAGCTGGTGGTGGGG
AACACAGAGATCGGCATTGAGATGAAGTTTAAGAATCAGCTATTTCCTATGATCATCTGC
CCAGCCTGGATCCCTGAGCTGAATGCAGTGGAGCACGGACCTGAGGGGATCTCCTTTGGA
GCTGCTTGTGCCCTGAGCTCTGTGGAAAAGACCCTGCTCGAGGCCGTTGCCAAGCTTCCC
ACCCAGAAAACGGAGGTGTTCAGAGGAGTCCTGGAGCAGCTGCGCTGGTTCGCTGGGAAG
CAGGTCAAGTCTGTGGCGTCCCTTGGAGGGAACATCATCACAGCCAGCCCCATCTCTGAC
CTCAACCCTGTGTTCATGGCCAGTGGGACCAAGCTGACCATCGTGTCCAGAGGCACCAGA
AGAACAGTTCCAATGGACCACACCTTCTTCCCCAGCTACAGAAAGACCCTGCTGGGTCCA
GAGGAGATACTGCTCTCCATTGAGATCCCCTACAGCAGGGAGGATGAGTTTTTCTCAGCA
TTCAAGCAGGCAAGCCGGAGAGAAGATGACATAGCCAAGGTGACCTGCGGCATGAGAGTC
CTGTTCCAGCCAGGAAGCATGCAGGTAAAGGAGCTAGCCCTCTGCTATGGCGGAATGGCG
GACAGAACCATCTCAGCCCTCAAGACCACGCAGAAGCAGCTGTCAAAGTTCTGGAATGAG
AAGCTGCTACAGGACGTGTGTGCAGGCCTGGCGGAAGAACTGTCCTTATCCCCAGACGCC
CCTGGAGGCATGATTGAATTCCGACGCACCCTCACCCTCAGCTTCTTCTTCAAGTTCTAC
CTGACAGTACTGAAGAAACTGGGCAAGGACTCGAAAGATAAGTGTGGTAAACTGGACCCC
ACCTACACCAGCGCCACTTTACTCTTTCAGAAACACCCTCCAGCCAACATCCAGCTCTTC
CAAGAGGTGCCCAATGGTCAGTCCAAGGAGGACACAGTGGGCCGGCCCCTGCCCCACCTG
GCCGCGGCCATGCAAGCCTCTGGGGAGGCCGTATACTGTGACGACATCCCTCGCTACGAG
AATGAGCTGTTCCTCCGGCTGGTCACCAGCACCCGGGCCCACGCCAAGATCAAGTCCATT
GATGTTTCAGAAGCTCAGAAAGTGCCAGGATTTGTTTGCTTTCTCTCTGCTGATGATATT
CCCGGGAGTAATGAAACCGGACTCTTTAATGATGAGACAGTCTTTGCGAAGGATACGGTG
ACTTGTGTTGGTCACATCATTGGTGCTGTGGTCGCTGACACCCCAGAACATGCAGAGAGA
GCTGCCCATGTAGTGAAAGTCACCTATGAGGATCTTCCTGCCATTATCACAATTGAGGAT
GCTATAAAAAATAATTCCTTTTATGGATCTGAGCTGAAGATTGAGAAAGGAGACCTCAAG
AAGGGGTTTTCAGAAGCAGATAATGTGGTTTCAGGTGAGCTGTACATTGGTGGCCAAGAC
CACTTCTACCTGGAGACTCACTGCACCATTGCTATCCCGAAAGGCGAGGAAGGGGAGATG
GAGCTCTTTGTGTCCACACAGAATGCCATGAAAACCCAGTCCTTTGTTGCAAAAATGTTG
GGGGTTCCAGTAAACCGGATTTTGGTCCGAGTGAAGAGAATGGGAGGAGGCTTTGGAGGG
AAGGAGACCCGGAGCACCCTGGTGTCTGTGGCTGTGGCCCTGGCTGCATACAAGACTGGA
CACCCGGTGCGCTGCATGCTGGATCGTAATGAGGATATGCTGATAACTGGCGGCAGACAC
CCCTTCTTGGCCAGATACAAGGTTGGCTTCATGAAGACAGGGACGATTGTGGCTCTAGAG
GTGGATCACTACAGCAATGCCGGGAACAGCCGGGACCTCTCTCACAGTATAATGGAACGA
GCTCTATTCCACATGGACAACTGCTATAAAATCCCCAACATCCGGGGCACTGGGCGGCTG
TGCAAGACCAACCTGTCCTCCAACACGGCCTTCCGGGGCTTTGGGGGGCCCCAGGCTCTG
TTCATTGCCGAGAACTGGATGAGCGAAGTTGCAGTGACCTGTGGGCTGCCTGCAGAGGAA
GTGCGGTGGAAGAACATGTACAAAGAAGGGGACCTGACCCACTTCAACCAGAGGCTTGAG
GGGTTCAGCGTGCCCAGGTGCTGGGATGAGTGCCTGAAGAGCTCTCAGTATTACGCTCGG
AAGAGTGAGGTCGACAAGTTCAACAAGGAGAATTGTTGGAAAAAGAGAGGATTGTGCATA
ATTCCTACCAAATTTGGAATAAGCTTCACAGTTCCTTTTCTAAATCAGGCAGGAGCCCTG
ATCCACGTATACACAGATGGCTCCGTGCTGGTGAGCCACGGGGGCACAGAGATGGGCCAA
GGCCTTCACACCAAGATGGTGCAGGTGGCCAGCAAAGCTCTGAAGATCCCCATCTCTAAG
ATCTATATCAGCGAGACGAGCACTAACACGGTGCCCAACTCCTCTCCCACGGCCGCCTCC
GTCAGTACCGACATCTATGGACAGGCCGTCTATGAAGCTTGCCAGACCATCCTGAAAAGG
TTGGAACCCTTCAAGAAAAAGAATCCTGATGGCTCCTGGGAAGACTGGGTCATGGCTGCC
TACCAGGATAGAGTGAGCTTATCTACCACTGGGTTTTACAGGACACCCAACCTTGGCTAC
AGCTTTGAGACCAACTCAGGGAATGCCTTCCACTATTTCACCTACGGGGTGGCTTGCTCA
GAAGTGGAAATTGACTGTTTGACAGGGGATCATAAGAACCTCCGTACAGACATTGTCATG
GATGTTGGCTCCAGTCTGAACCCTGCCATCGATATTGGACAGGTGGAAGGGGCGTTTGTC
CAGGGCCTGGGCCTCTTCACCCTGGAGGAGCTACACTATTCCCCTGAGGGGAGCCTGCAC
ACCCGCGGCCCCAGCACCTACAAGATCCCCGCGTTTGGCAGCATCCCCACAGAGTTCAGG
GTGTCCCTGCTTCGCGACTGCCCCAACAAGAAGGCCATCTATGCCTCCAAGGCGGTCGGG
GAGCCGCCCCTCTTCCTGGGCGCCTCCGTCTTCTTTGCCATCAAGGATGCCATCCGCGCG
GCTCGAGCTCAGCACACAAATAATAACACGAAGGAGCTCTTCCGGCTAGATAGCCCTGCC
ACCCCGGAGAAGATCCGCAATGCCTGCGTGGACAAGTTCACCACTCTGTGTGTCACTGGT
GCACCAGGAAACTGTAAACCCTGGTCTCTGAGGGTCTGA
Enzyme 2 GenBank Gene ID X83508 Link Image
Enzyme 2 GeneCard ID XDH Link Image
Enzyme 2 GenAtlas ID Not Available
Enzyme 2 HGNC ID Not Available
Enzyme 2 Chromosome Location Chromosome:2
Enzyme 2 Locus 2p23.1
Enzyme 2 SNPs SNPJam Report Link Image
Enzyme 2 General References
  1. [PubMed Link Image]
Enzyme 2 Metabolite References Not Available