Udp-Galactose

HCID 18068

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Basic information

CAS: 2956-16-3
Standard SMILES: O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1
InChIKey: HSCJRCZFDFQWRP-ABVWGUQPSA-N
Molecular formula: C15H24N2O17P2
Average molar mass: 566.3 g/mol
Monoisotopic mass: 566.05502057

Overview

UDP-alpha-D-galactose is a UDP-D-galactose in which the anomeric centre of the galactose moiety has alpha-configuration. It has a role as a mouse metabolite. It is a conjugate acid of an UDP-alpha-D-galactose(2-).

Names & identifiers

Preferred name: Udp-Galactose
IUPAC: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
English name: UDP-D-galactose
Molecular formula: C15H24N2O17P2
Molecular weight: 566.3

Names & synonyms

UDP-galactose2956-16-3Uridine 5'-diphosphogalactoseRefChem:1100635uridine diphosphate galactoseUdp galactoseUdpgalUDP-GalUDP-D-galactopyranoseUridinediphosphogalactoseUridine diphosphogalactoseGALACTOSE-URIDINE-5'-DIPHOSPHATE

Show more names

UDP-GAL, NA2UDP-D-galactoseUDP-GALNAC, NA2UDP-a-D-galactoseUDPG DISODIUM SALTUDP-GAL DISODIUM SALT

Uridine pyrophosphogalactoseUDP-alpha-D-GalactoseUDP-galactopyranoseUridine diphosphategalactose[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphateUridinediphosphate galactoseO2HY4WY2W1CHEMBL439009

Database identifiers

CAS: 2956-16-3
PubChem CID: 18068
DTXSID: DTXSID60903962
ChEMBL: CHEMBL1743884、CHEMBL439009
ChEBI: CHEBI:67119
UNII: O2HY4WY2W1
Nikkaji: J247.696G

Properties

Computed structural properties

XLogP: -6.3
Topological polar surface area: 292 Å²
Hydrogen bond donors: 9
Hydrogen bond acceptors: 17
Rotatable bonds: 9
Heavy atoms: 36
Formal charge: 0
Complexity: 964

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Physical Description · 2 items

Disodium salt: White powder; [Sigma-Aldrich MSDS]

Solid

Collision Cross Section · 2 items

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

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

Physicochemical properties

Density: 1.97 · 1.97±0.1 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
solubility: 2 O: · H2O: 50 mg/mL, clear, colorless
pka: 1.1 · 1.10±0.50(Predicted)
InChIKey: HSCJRCZFDFQWRP-ABVWGUQPSA-N
SMILES: O[C@@H]1[C@@H]([C@H](O[C@H]1N1C=CC(NC1=O)=O)COP(O)(=O)OP(O)(=O)O[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O
FDA UNII: 2 HY4WY2W1 · O2HY4WY2W1
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26
WGK Germany: 3 · 3
F: 10 · 10-21

Safety & regulation

Safety data

F: 10-21
wgk: 3
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26

Chemistry & industry

Pharmacology

Tissue LocationsLiver

Cellular LocationsCytoplasm

Metabolite PathwaysCongenital disorder of glycosylation CDG-IId

Uses & manufacturing

Uses · 1 item

A nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. Serves as a source of galactose in the synthesis of lipopolysaccharides, cerebrosides, and lactose. [ChemIDplus]

Applications

UsesUDP-Galactose is a monosaccharide involved in nucleotide sugar metabolism. UDP-Galactose and its derivatives act as a natural agonist for Gi protein-conjugated P2Y14 receptors in the immune system (IC50=0.67 μM, hP2Y14)[1].

Upstream & downstream products

Downstream products

Kaempferol 3-O-D-galactoside Methyl 2-Acetamido-2-Deoxy-3-O-(b-D-Galactopyranosyl)- a-D-Galactopyranoside

Suppliers47 total

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

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

上海凯森斯生物科技有限公司18616988519 · [email protected]

Additional notes

DefinitionChEBI: UDP-alpha-D-galactose is a UDP-D-galactose in which the anomeric centre of the galactose moiety has alpha-configuration. It has a role as a mouse metabolite. It is a conjugate acid of an UDP-alpha-D-galactose(2-).