Uridine Monophosphate (HCID 6030)

Overview

Uridine 5'-monophosphate is a pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a uridine 5'-phosphate and a pyrimidine ribonucleoside 5'-monophosphate. It is a conjugate acid of a uridine 5'-monophosphate(2-).

Names & identifiers

Preferred name: Uridine Monophosphate
IUPAC: [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
English name: Uridine 5'-monophosphate
Molecular formula: C9H13N2O9P
Molecular weight: 324.18

Names & synonyms

Uridine 5'-monophosphateUridylic acidUridine monophosphateuridine-5'-monophosphateUMP5'-UMPUMP (nucleic acid)Uridine 5'-(dihydrogen phosphate)uridylate5'Uridylic acidBRN 0047486UNII-E2OU15WN0N

Show more names

uridinemonophosphate((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphateUMP-H5’-umpUMP.H2URIDINE-5'-PHOSPHATEUridine MonophospahteUridine 5’-monophosphteU 5'-P

EINECS 200-408-0E2OU15WN0NCHEBI:166955-24-06-00173 (Beilstein Handbook Reference)Uridylic AcidsAcids, UridylicAcid, UridylicMonophosphate, Uridine

Database identifiers

CAS: 58-97-9
PubChem CID: 6030
DTXSID: DTXSID20883211
ChEMBL: CHEMBL214393
ChEBI: CHEBI:16695
UNII: E2OU15WN0N
EC Number: 200-408-0
Nikkaji: J4.594B

Properties

Computed structural properties

XLogP: -3.6
Topological polar surface area: 166 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 9
Rotatable bonds: 4
Heavy atoms: 21
Formal charge: 0
Complexity: 517

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesAngular frequency

Physical Description · 2 items

Solid; [Sigma-Aldrich MSDS]

Solid

Collision Cross Section · 5 items

169.81 Å² [M+H]+ [CCS Type: DT; Method: stepped-field]

171.8 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

168 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]

165.7 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

164.1 Å² [M-2H+Na]-

Physicochemical properties

Melting point: 202 °C · 202°C (rough estimate)
Density: 1.865 · 1.865±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: 2 O: · H2O: soluble50mg/mL, clear, colorless
form: solid
pka: 1 · pK1:6.63 (25°C)
color: White to Off-White
biological source: natural (organic)
Water Solubility: 2 O: · H2O: soluble 50mg/mL, clear, colorless
InChI: InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChIKey: DJJCXFVJDGTHFX-XVFCMESISA-N
SMILES: P(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O)(O)(O)=O
CAS DataBase Reference: 58 · 58-97-9
FDA UNII: 2 OU15WN0N · E2OU15WN0N
EPA Substance Registry System: 5 · 5'-Uridylic acid (58-97-9)
UNSPSC Code: 41106305 · 41106305
NACRES: 51 · NA.51
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
RTECS: 8088000 · YU8088000
TSCA: TSCA listed
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Hazard information

Regulatory Information5'-Uridylic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryIntraperitoneal lethal-dose (mouse) > 1,000 mg/kg; [RTECS]

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: YU8088000
hs_code: 29349990
safety_code: 24/25
Storage Class: 11 - Combustible Solids

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta

Cellular LocationsCytoplasm

Metabolite PathwaysAmikacin Action Pathway

Uses & manufacturing

UsesNucleoside found throughout nature; [Merck Index]

General Manufacturing Information5'-Uridylic acid: INACTIVE

Applications · 4 items

DescriptionUridine 5'-monophosphateis a nucleotide that is synthesized from uridine. Uridine 5'-monophosphate has been shown to have anticancer activity in vitro and in vivo, as well as antiviral activity against herpes viruses. It is also used in foods such as infant formula to as a method of increasing uridine levels in blood.

UsesUridine 5'-monophosphate is a nucleotide used as monomer in RNA. It is used in foods such as infant formula to as a method of increasing uridine levels in blood.

UsesBiochemical research.

General DescriptionUridine 5'-monophosphate acts as a precursor for all pyrimidine nucleotides.

Upstream & downstream products

Upstream raw materials

uridine 5'-(phosphoimidazolate)UTP

Downstream products

Disodium 5'-Inosinate UTP 2',3'-cyclic UMP URIDYLIC ACID UDP Uridine-5'-triphosphoric acid trisodium salt

Suppliers50 total

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

河北创之源生物科技有限公司13012111162

Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Additional notes · 1 item

DefinitionThe monophosphoric ester of uracil, i.e., the nucleotide containing uracil-d-ribose and phosphoric acid. The phosphate may be esterified to either the 2, 3, or 5 carbon of ribose, yielding uridine-2′-phosphate, uridine-3′phosphate, and uridine-5′-phosphate, respectively.