Orotidine-5'-Monophosphate

Identification

Name
Orotidine-5'-Monophosphate
Accession Number
DB02957  (EXPT02436)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 368.1908
Monoisotopic: 368.02569578
Chemical Formula
C10H13N2O11P
InChI Key
KYOBSHFOBAOFBF-XVFCMESISA-N
InChI
InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1
IUPAC Name
3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
SMILES
O[[email protected]]1[[email protected]@H](O)[[email protected]@H](O[[email protected]@H]1COP(O)(O)=O)N1C(=O)NC(=O)C=C1C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
3-Phosphoglycerate dehydrogenase deficiencyDisease
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)Disease
Hyperglycinemia, non-ketoticDisease
Pyrimidine MetabolismMetabolic
Non Ketotic HyperglycinemiaDisease
Dimethylglycine Dehydrogenase DeficiencyDisease
Beta Ureidopropionase DeficiencyDisease
Dihydropyrimidinase DeficiencyDisease
UMP Synthase Deficiency (Orotic Aciduria)Disease
Glycine and Serine MetabolismMetabolic
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)Disease
Dimethylglycine Dehydrogenase DeficiencyDisease
SarcosinemiaDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB00218
KEGG Compound
C01103
PubChem Compound
160617
PubChem Substance
46507709
ChemSpider
141140
BindingDB
21336
ChEBI
15842
ChEMBL
CHEMBL1207358
HET
OMP
PDB Entries
1km6 / 1sto / 2prz / 2qcl / 2wns / 2za1

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility8.61 mg/mLALOGPS
logP-1.7ALOGPS
logP-2.9ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.21ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area203.16 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity70.74 m3·mol-1ChemAxon
Polarizability29.7 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9705
Blood Brain Barrier+0.7209
Caco-2 permeable-0.8256
P-glycoprotein substrateNon-substrate0.7908
P-glycoprotein inhibitor INon-inhibitor0.8992
P-glycoprotein inhibitor IINon-inhibitor0.9847
Renal organic cation transporterNon-inhibitor0.9516
CYP450 2C9 substrateNon-substrate0.6826
CYP450 2D6 substrateNon-substrate0.8565
CYP450 3A4 substrateNon-substrate0.5833
CYP450 1A2 substrateNon-inhibitor0.896
CYP450 2C9 inhibitorNon-inhibitor0.9033
CYP450 2D6 inhibitorNon-inhibitor0.8962
CYP450 2C19 inhibitorNon-inhibitor0.8726
CYP450 3A4 inhibitorNon-inhibitor0.8657
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9457
Ames testNon AMES toxic0.9017
CarcinogenicityNon-carcinogens0.9148
BiodegradationReady biodegradable0.6981
Rat acute toxicity2.1330 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9787
hERG inhibition (predictor II)Non-inhibitor0.8231
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0914000000-3337770bad1b3ba8486c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1911000000-f94acf2aa5da3364c517
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-5900000000-81a1aba75871162fc05b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0axv-8917000000-d1de3bc4514e88dd288c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-9701000000-13540f203bff602cb8f5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9200000000-2bf7c464e9b79ae5c6a9

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleotides
Sub Class
Pyrimidine ribonucleotides
Direct Parent
Pyrimidine ribonucleoside monophosphates
Alternative Parents
Pentose phosphates / Glycosylamines / Monosaccharide phosphates / Hydropyrimidine carboxylic acids and derivatives / Pyrimidinecarboxylic acids / Monoalkyl phosphates / Pyrimidones / Tetrahydrofurans / Heteroaromatic compounds / Vinylogous amides
show 12 more
Substituents
Pyrimidine ribonucleoside monophosphate / Pentose-5-phosphate / Pentose phosphate / Glycosyl compound / N-glycosyl compound / Monosaccharide phosphate / Pentose monosaccharide / Pyrimidine-6-carboxylic acid or derivatives / Pyrimidine-6-carboxylic acid / Hydropyrimidine carboxylic acid derivative
show 30 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
pyrimidine ribonucleoside 5'-monophosphate (CHEBI:15842)

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:21