Showing metabocard for UDP-L-arabinose (BMDB0012303)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:35:45 UTC
Update Date2020-04-22 15:49:32 UTC
BMDB IDBMDB0012303
Secondary Accession Numbers
  • BMDB12303
Metabolite Identification
Common NameUDP-L-arabinose
DescriptionUDP-L-arabinose, also known as UDP-beta-L-arap or UDP-b-L-arabinose, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Based on a literature review a significant number of articles have been published on UDP-L-arabinose.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
UDP-beta-L-ArabinoseChEBI
UDP-beta-L-ArapChEBI
Uridine 5'-diphospho-beta-L-arabinopyranoseChEBI
UDP-b-L-ArabinoseGenerator
UDP-Β-L-arabinoseGenerator
UDP-b-L-ArapGenerator
UDP-Β-L-arapGenerator
Uridine 5'-diphospho-b-L-arabinopyranoseGenerator
Uridine 5'-diphospho-β-L-arabinopyranoseGenerator
UDP-b-L-ArabinopyranoseGenerator
UDP-β-L-arabinopyranoseGenerator
UDP-L-arabinoseHMDB
UDP-arabinoseHMDB
UDP-beta-L-arabinopyranoseHMDB
Uridine 5'-(trihydrogen diphosphate) mono-L-arabinopyranosyl esterHMDB
Uridine 5'-(trihydrogen pyrophosphate) mono-L-arabinopyranosyl esterHMDB
Uridine 5'-(trihydrogen pyrophosphate) mono-L-arabinosyl esterHMDB
Uridine 5'-diphosphate arabinosideHMDB
Uridine 5'-pyrophosphate, beta-L-arabinosyl esterHMDB
Uridine 5'-pyrophosphate, β-L-arabinosyl esterHMDB
Uridine 5’-(trihydrogen diphosphate) mono-L-arabinopyranosyl esterHMDB
Uridine 5’-(trihydrogen pyrophosphate) mono-L-arabinopyranosyl esterHMDB
Uridine 5’-(trihydrogen pyrophosphate) mono-L-arabinosyl esterHMDB
Uridine 5’-diphosphate arabinosideHMDB
Uridine 5’-pyrophosphate, β-L-arabinosyl esterHMDB
Uridine diphosphate arabinoseHMDB
Uridine diphospho-beta-L-arabinopyranoseHMDB
Uridine diphospho-β-L-arabinopyranoseHMDB
Uridine diphosphoarabinoseHMDB
Chemical FormulaC14H22N2O16P2
Average Molecular Weight536.2758
Monoisotopic Molecular Weight536.04445569
IUPAC Name{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
Traditional Name[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy([hydroxy([(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy)phosphoryl]oxy)phosphinic acid
CAS Registry Number15839-78-8
SMILES
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2OC[C@H](O)[C@H](O)[C@H]2O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O
InChI Identifier
InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/t5-,6+,8-,9+,10+,11+,12+,13+/m0/s1
InChI KeyDQQDLYVHOTZLOR-IAZOVDBXSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine ribonucleotides
Direct ParentPyrimidine ribonucleoside diphosphates
Alternative Parents
Substituents
  • Pyrimidine ribonucleoside diphosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Vinylogous amide
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Lactam
  • Urea
  • Secondary alcohol
  • Oxacycle
  • Polyol
  • Organoheterocyclic compound
  • Azacycle
  • Alcohol
  • Organic nitrogen compound
  • Organic oxide
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.2ALOGPS
logP-4ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.73ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area274.8 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity100.82 m³·mol⁻¹ChemAxon
Polarizability43.61 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0012303
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028926
KNApSAcK IDNot Available
Chemspider ID559145
KEGG Compound IDC00935
BioCyc IDCPD-12513
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound644105
PDB IDNot Available
ChEBI ID61455
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available