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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-09-22 18:34:13 UTC
HMDB IDHMDB0000528
Secondary Accession Numbers
  • HMDB0011746
  • HMDB00528
  • HMDB11746
Metabolite Identification
Common Name4,5-Dihydroorotic acid
Description4,5-Dihydroorotic acid, also known as dihydroorotate or hydroorotate is a pyrimidinemonocarboxylic acid that results from the base-catalysed cyclisation of N-alpha-carbethoxyasparagine. It is classified as a secondary amide, a monocarboxylic acid, a pyrimidinemonocarboxylic acid and a N-acylurea. 4,5-Dihydroorotic acid is a derivative of orotic acid which serves as an intermediate in pyrimidine biosynthesis. 4,5-Dihydroorotic acid exists in all living species, ranging from bacteria to plants to humans. 4,5-Dihydroorotic acid is synthesized by the enzyme known as Dihydroorotase (EC 3.5.2.3) which converts carbamoyl aspartic acid into 4,5-dihydroorotic acid as part of the de novo pyrimidine biosynthesis pathway (PMID: 13163076 ). 4,5-Dihydroorotic acid is also a substrate for the enzyme known as dihydroorotate dehydrogenase (DHODH). In mammalian species, DHODH catalyzes the fourth step in the de novo pyrimidine biosynthesis pathway, which involves the ubiquinone-mediated oxidation of dihydroorotate to orotate and the reduction of flavin mononucleotide (FMN) to dihydroflavin mononucleotide (FMNH2). Inhibition of DHODH activity with teriflunomide (an immunomodulatory drug) or expression with RNA interference results in reduced ROS generation and consequent apoptosis of transformed skin and prostate epithelial cells. Mutations in the DHOD gene have been shown to cause Miller syndrome, also known as Genee-Wiedemann syndrome, Wildervanck-Smith syndrome or post-axial acrofacial dystosis (PMID: 19915526 ).
Structure
Data?1582752137
Synonyms
ValueSource
5,6-Dihydro-orotic acidChEBI
DL-Dihydroortotic acidChEBI
Hydroorotic acidChEBI
5,6-Dihydro-orotateGenerator
DL-DihydroortotateGenerator
HydroorotateGenerator
4,5-DihydroorotateGenerator
4,5-Dihydroorotic acid, (D)-isomerMeSH
4,5-Dihydroorotic acid, (DL)-isomerMeSH
4,5-Dihydroorotic acid, (L)-isomerMeSH
5,6-DihydroorotateMeSH
L-DihydroorotateMeSH
DihydroorotateMeSH
(+)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylateHMDB
(+)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylic acidHMDB
(R)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylateHMDB
(R)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylic acidHMDB
(S)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylateHMDB
(S)-2,6-dioxo-hexahydro-Pyrimidine-4-carboxylic acidHMDB
2,6-dioxo-hexahydro-Pyrimidine-4-carboxylateHMDB
2,6-dioxo-hexahydro-Pyrimidine-4-carboxylic acidHMDB
L-HydroorotateHMDB
L-Hydroorotic acidHMDB
R,S-HydroorotateHMDB
Chemical FormulaC5H6N2O4
Average Molecular Weight158.1121
Monoisotopic Molecular Weight158.03275669
IUPAC Name2,6-dioxo-1,3-diazinane-4-carboxylic acid
Traditional Namedihydroorotic acid
CAS Registry Number155-54-4
SMILES
OC(=O)C1CC(=O)NC(=O)N1
InChI Identifier
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)
InChI KeyUFIVEPVSAGBUSI-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
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
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility12.7 g/LALOGPS
logP-1.7ALOGPS
logP-1.5ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.28ChemAxon
pKa (Strongest Basic)-8.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area95.5 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity31.58 m³·mol⁻¹ChemAxon
Polarizability13.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.15931661259
DarkChem[M-H]-128.82331661259
AllCCS[M+H]+133.84432859911
AllCCS[M-H]-126.04632859911
DeepCCS[M+H]+130.74530932474
DeepCCS[M-H]-127.68430932474
DeepCCS[M-2H]-164.71330932474
DeepCCS[M+Na]+139.78630932474
AllCCS[M+H]+133.832859911
AllCCS[M+H-H2O]+129.432859911
AllCCS[M+NH4]+138.032859911
AllCCS[M+Na]+139.232859911
AllCCS[M-H]-126.032859911
AllCCS[M+Na-2H]-127.332859911
AllCCS[M+HCOO]-128.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4,5-Dihydroorotic acidOC(=O)C1CC(=O)NC(=O)N13123.6Standard polar33892256
4,5-Dihydroorotic acidOC(=O)C1CC(=O)NC(=O)N11588.4Standard non polar33892256
4,5-Dihydroorotic acidOC(=O)C1CC(=O)NC(=O)N11859.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4,5-Dihydroorotic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N11660.6Semi standard non polar33892256
4,5-Dihydroorotic acid,1TMS,isomer #2C[Si](C)(C)N1C(=O)CC(C(=O)O)NC1=O1676.6Semi standard non polar33892256
4,5-Dihydroorotic acid,1TMS,isomer #3C[Si](C)(C)N1C(=O)NC(=O)CC1C(=O)O1672.5Semi standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N11708.7Semi standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N11803.2Standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N12846.9Standard polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C1682.0Semi standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C1807.4Standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C2875.1Standard polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #3C[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C)C1=O1671.8Semi standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #3C[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C)C1=O1748.6Standard non polar33892256
4,5-Dihydroorotic acid,2TMS,isomer #3C[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C)C1=O2485.0Standard polar33892256
4,5-Dihydroorotic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C1699.5Semi standard non polar33892256
4,5-Dihydroorotic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C1812.4Standard non polar33892256
4,5-Dihydroorotic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C2209.8Standard polar33892256
4,5-Dihydroorotic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N11942.6Semi standard non polar33892256
4,5-Dihydroorotic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=O)CC(C(=O)O)NC1=O1964.9Semi standard non polar33892256
4,5-Dihydroorotic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)NC(=O)CC1C(=O)O1969.8Semi standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N12157.1Semi standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N12239.9Standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N12802.5Standard polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C(C)(C)C2180.9Semi standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C(C)(C)C2254.4Standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)NC(=O)N1[Si](C)(C)C(C)(C)C2908.0Standard polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)C1=O2183.1Semi standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)C1=O2208.1Standard non polar33892256
4,5-Dihydroorotic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)C1=O2559.5Standard polar33892256
4,5-Dihydroorotic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C2385.0Semi standard non polar33892256
4,5-Dihydroorotic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C2467.5Standard non polar33892256
4,5-Dihydroorotic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C2480.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9400000000-248b8d6d703ba73c20582016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (1 TMS) - 70eV, Positivesplash10-03di-3900000000-b0776f22820e6e570a092017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,5-Dihydroorotic acid GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4,5-Dihydroorotic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-059i-9700000000-c8ce0433c02db41880b92012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4,5-Dihydroorotic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-9000000000-56601203ef19b09212fe2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4,5-Dihydroorotic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-006x-9000000000-b6342346ce51dd871eaa2012-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 10V, Positive-QTOFsplash10-0a4i-0900000000-2ddb498acc970a567f6b2016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 20V, Positive-QTOFsplash10-03dl-5900000000-4b73ae512e57466dd4e62016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 40V, Positive-QTOFsplash10-0006-9100000000-d6c31a36d6fe5c68d9e12016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 10V, Negative-QTOFsplash10-0a4i-1900000000-c84801951eaa1da750f72016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 20V, Negative-QTOFsplash10-0006-9000000000-4ae1d11ab20f903606c32016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 40V, Negative-QTOFsplash10-0006-9000000000-aec3a40befb20e60f21b2016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 10V, Positive-QTOFsplash10-06r6-0900000000-86736ae769db7bc83c232021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 20V, Positive-QTOFsplash10-03di-5900000000-f6e9e0cbdc2adf67aa892021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 40V, Positive-QTOFsplash10-00dl-9000000000-aac58a007ab745825d742021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-b0c5e687f246809cdae92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 20V, Negative-QTOFsplash10-01ox-6900000000-cb60b796898e6ca4336d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,5-Dihydroorotic acid 40V, Negative-QTOFsplash10-0006-9000000000-fccf5d7216b23cffed7a2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022096
KNApSAcK IDNot Available
Chemspider ID628
KEGG Compound IDC00337
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4,5-Dihydroorotic_acid
METLIN ID5513
PubChem Compound648
PDB IDNot Available
ChEBI ID30865
Food Biomarker OntologyNot Available
VMH IDDHOR_S
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBurger, Klaus; Neuhauser, Horst; Rudolph, Martin. A new, preparatively simple way to dihydroorotic acid, 1-methyl-4,5-dihydroorotic acid and their derivatives. Chemiker-Zeitung (1990), 114(7-8), 251-5.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ng SB, Buckingham KJ, Lee C, Bigham AW, Tabor HK, Dent KM, Huff CD, Shannon PT, Jabs EW, Nickerson DA, Shendure J, Bamshad MJ: Exome sequencing identifies the cause of a mendelian disorder. Nat Genet. 2010 Jan;42(1):30-5. doi: 10.1038/ng.499. Epub 2009 Nov 13. [PubMed:19915526 ]
  2. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  3. LIEBERMAN I, KORNBERG A: Enzymatic synthesis and breakdown of a pyrimidine, orotic acid. I. Dihydroortic acid, ureidosuccinic acid, and 5-carboxymethylhydantoin. J Biol Chem. 1954 Apr;207(2):911-24. [PubMed:13163076 ]

Enzymes

General function:
Involved in catalytic activity
Specific function:
Catalyzes the conversion of dihydroorotate to orotate with quinone as electron acceptor.
Gene Name:
DHODH
Uniprot ID:
Q02127
Molecular weight:
42866.93
General function:
Involved in hydrolase activity
Specific function:
This protein is a "fusion" protein encoding four enzymatic activities of the pyrimidine pathway (GATase, CPSase, ATCase and DHOase).
Gene Name:
CAD
Uniprot ID:
P27708
Molecular weight:
242981.73