Uridine-Diphosphate-N-Acetylglucosamine

HCID 445675CAS 528-04-1

Grundinformationen

Standard-SMILES
CC(=O)N[C@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey
LFTYTUAZOPRMMI-CFRASDGPSA-N
Summenformel
C17H27N3O17P2
Durchschnittliche Molmasse
607,4 g/mol
Monoisotopische Masse
607,08156966

Überblick

UDP-N-acetyl-alpha-D-glucosamine is a UDP-amino sugar having N-acetyl-alpha-D-glucosamine as the amino sugar component. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is functionally related to an UDP-D-glucosamine. It is a conjugate acid of an UDP-N-acetyl-alpha-D-glucosamine(2-).

Namen und Bezeichner

Bevorzugter Name
Uridine-Diphosphate-N-Acetylglucosamine
IUPAC
[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Englischer Name
[[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy
Summenformel
C17H27N3O17P2
Molmasse
607.35

Namen und Synonyme

URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINERefChem:901487UDP-N-acetylglucosamineUDP-GlcNAcUDP-N-acetyl-D-glucosamineUDP-acetylglucosamineUPPAGUDP-alpha-D-N-acetylglucosamine528-04-1UDP-N-acetyl-alpha-D-glucosamine[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphateUDP-acetyl-D-glucosamine
Weitere Namen anzeigen
Uridine diphosphate-N-acetylglucosamineUridine Impurity 29Glutamic Acid Impurity 8UDP N-acetyl-alpha-D-glucosamineUridine 5'-(2-acetamido-2-deoxy-alpha-D-glucosyl pyrophosphate)[[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyUridinediphosphate-N-acetylglucosamineUridinediphosphate-N-acetylglucosamineUridine 5'-(trihydrogen diphosphate), P'-[2-(acetylamino)-2-deoxy-α-D-glucopyranosyl] ester
(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)UDP-a-D-N-acetylglucosamineUDP-N-acetyl-alphaD-glucosamineUridine diphosphoacetylglucosamineUDP-N-acetyl-glucosamineUdpxUridine 5'-diphospho-N-acetylglucosamineUridine diphospho-N-acetyl-D-glucosamine

Datenbank-Bezeichner

CAS
528-04-1
PubChem CID
445675
DTXSID
DTXSID101377936
ChEMBL
CHEMBL388154
ChEBI
CHEBI:16264
Nikkaji
J506.541K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-6,6
Polarare Oberfläche (TPSA)
300 Ų
H-Brücken-Donoren
9
H-Brücken-Akzeptoren
17
Frei drehbare Bindungen
10
Schwere Atome
39

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Saccharolipids [SL] -> Acylaminosugars [SL01] -> Monoacylaminosugars [SL0101]
Physical DescriptionSolid
Collision Cross Section · 2 Einträge

208.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

210.4 Ų [M+H]+

Physikochemische Eigenschaften

Dichte
1.86 · 1.86±0.1 g/cm3(Predicted)
pka
1.1 · 1.10±0.50(Predicted)

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsAdipose Tissue
Cellular LocationsGolgi apparatus
Metabolite PathwaysAmino Sugar Metabolism

Anbieter3 Anbieter

上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
BOC Sciences16314854226 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A UDP-amino sugar having N-acetyl-alpha-D-glucosamine as the amino sugar component.

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