Uridin-5'-(tetrahydrogentriphosphat)

Uridine 5'-triphosphate

HCID 6133CAS 63-39-8

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Grundinformationen

Standard-SMILES: O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1
InChIKey: PGAVKCOVUIYSFO-XVFCMESISA-N
Summenformel: C9H15N2O15P3
Durchschnittliche Molmasse: 484,14 g/mol
Monoisotopische Masse: 483,96852767

Überblick

UTP is a pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a uridine 5'-phosphate and a pyrimidine ribonucleoside 5'-triphosphate. It is a conjugate acid of an UTP(4-) and an UTP(3-).

Namen und Bezeichner

Bevorzugter Name: Uridine 5'-triphosphate
IUPAC: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Lokaler Name: Uridin-5'-(tetrahydrogentriphosphat)
Englischer Name: UTP
Summenformel: C9H15N2O15P3
Molmasse: 484.14

Namen und Synonyme

uridine 5'-triphosphateuridine triphosphate63-39-8UteplexDTXSID0041147INS-316UT0S826Z60[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphateMagnesium UTPUTP, MagnesiumTriphosphate, UridineMg UTP

Weitere Namen anzeigen

UTP TRISODIUM SALTURIDINE-5'-TRIPHOSPHATE TRISODIUM SALTUTP-NAUTP SodiumpppU5’-utpUTP, 3NA

Magnesium Uridine TriphosphateTriphosphate, Magnesium Uridine(((2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy-hydroxyphosphoryl) phosphono hydrogen phosphateRefChem:901473DTXCID8021147(((((((2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)phosphonic acid200-558-7Uridine 5'-(tetrahydrogen triphosphate)

Datenbank-Bezeichner

CAS: 63-39-8
PubChem CID: 6133
DTXSID: DTXSID0041147
ChEMBL: CHEMBL336296
ChEBI: CHEBI:15713
UNII: UT0S826Z60
EC Number: 200-558-7
Nikkaji: J4.827E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -5,8
Polarare Oberfläche (TPSA): 259 Å²
H-Brücken-Donoren: 7
H-Brücken-Akzeptoren: 15
Frei drehbare Bindungen: 8
Schwere Atome: 29
Formalladung: 0
Komplexität: 839

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section · 3 Einträge

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

178.55 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

188.5 Å² [M+Na]+

Physikochemische Eigenschaften

Dichte: 2.106 · 2.106±0.06 g/cm3(Predicted)
Flammpunkt: 113 °C · 113 °C
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: Easily soluble (water)
pka: 1 · pK1:7.58 (25°C)
Aggregatzustand: liquid
Farbe: colorless
PH: 7 · 7.0 ± 0.1
Biologische Quelle: yeast (Candida Utilis)
Wasserlöslichkeit: 150 mg/mL · Water : ≥ 150 mg/mL (309.83 mM)
InChIKey: PGAVKCOVUIYSFO-XVFCMESISA-N
SMILES: C(OP(=O)(O)OP(O)(=O)OP(O)(O)=O)[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O
CAS Datenbank: 63 · 63-39-8(CAS DataBase Reference)
EPA chemische Informationen: 5 · Uridine 5'-(tetrahydrogen triphosphate) (63-39-8)

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory InformationUridine triphosphate: 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 SummaryA skin and strong eye irritant; Harmful by ingestion; [Ark Pharm MSDS]

Sicherheitsdaten

wgk: 1
risk_code: 20/21/22-68/20/21/22
hazard_code: Xn
safety_code: 22-26-36

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Metabolite PathwaysAmikacin Action Pathway

Verwendung und Herstellung

Uses · 2 Einträge

Pyrimidine analog of adenosine triphosphate (ATP); Used to treat cystic fibrosis; [Merck Index]

Use (kg; approx.) in Germany (2009): >10

Anwendungen · 2 Einträge

BeschreibungUridine triphosphate (UTP;Uridine 5'-triphosphate) is a nucleotide that regulates the functions of the pancreas in endocrine and exocrine secretion, proliferation, channels, transporters, and intracellular signaling under normal and disease states.

VerwendenUridine 5′-triphosphate trisodium salt solution has been used to increase the intracellular Ca2+ levels in rat primary tracheal epithelial cells. It has also been used as a nucleotide substrate to analyze the activity of MutT homologue 1 (MTH1).

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2',3'-O-(Methoxymethylene)uridine 727398-81-4 Uridin-5'-(dihydrogenphosphat)727399-01-1 Adenosin-5'-triphosphat 2',3'-Isopropylidenuridin Uridine Dicyclohexylcarbodiimid

Nachgelagerte Produkte

Uridin-5'-(dihydrogenphosphat)Guanosin-5'-(tetrahydrogentriphosphat)Uridin-5'-(trihydrogendiphosphat)UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]

杭州启因生物科技有限责任公司17368759907 · [email protected]

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

Zhejiang Hengkang Pharmaceutical Co., Ltd.+86-576-83372028 +86-18868723926 · [email protected]

上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionUTP is a pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a pyrimidine ribonucleoside 5'-triphosphate and a uridine 5'-phosphate. It is a conjugate acid of an UTP(4-) and an UTP(3-).