MiMeDB: Showing metabocard for Uridine diphosphategalactose (MMDBc0029495)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:24:36 UTC

Update Date

2024-10-13 11:01:53 UTC

Metabolite ID

MMDBc0029495

Metabolite Identification

Common Name

Uridine diphosphategalactose

Description

Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-L-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-L-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). (PMID: 2122114 , 7671968 )

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
UDP Galactose	ChEBI
UDP-alpha-D-Galactopyranose	ChEBI
UDP-D-Galactopyranose	ChEBI
UDP-Galactose	ChEBI
Uridine diphosphate galactose	ChEBI
Uridine diphosphogalactose	ChEBI
Uridine pyrophosphogalactose	ChEBI
Uridinediphosphogalactose	ChEBI
UDP-a-D-Galactopyranose	Generator
UDP-α-D-galactopyranose	Generator
Uridine diphosphoric acid galactose	Generator
GDU	HMDB
UDP-a-D-Galactose	HMDB
UDP-alpha-D-Galactose	HMDB
UDP-D-galactose	HMDB
UDP-D-Galactose	HMDB
UDP-Gal	HMDB
UDP-galactopyranose	HMDB
Udpgal	HMDB, MeSH
UDPgalactose	HMDB
UPG	HMDB
Uridine 5'-(alpha-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5'-diphosphate galactose	HMDB
Uridine 5'-diphosphogalactose	HMDB
Uridine 5'-pyrophosphate a-D-galactopyranosyl ester	HMDB
Uridine 5'-pyrophosphate a-D-galactosyl ester	HMDB
Uridine 5'-pyrophosphate alpha-D-galactosyl ester	HMDB
Uridine 5'-pyrophosphate D-galactosyl ester	HMDB
Uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphate]	HMDB
Uridine diphosphate-D-galactose	HMDB
Uridine diphosphate-galactose	HMDB
Uridine pyrophosphate a-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate alpha-D-galactopyranosyl ester	HMDB
Uridinediphosphate galactose	HMDB
Diphosphate galactose, uridine	MeSH, HMDB
Diphosphogalactose, uridine	MeSH, HMDB
Galactose, UDP	MeSH, HMDB
Galactose, uridine diphosphate	MeSH, HMDB
Pyrophosphogalactose, uridine	MeSH, HMDB
UDP-α-D-Galactose	HMDB
Uridine 5'-(α-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5’-(α-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5’-diphosphate galactose	HMDB
Uridine 5’-diphosphogalactose	HMDB

Molecular Formula

C₁₅H₂₄N₂O₁₇P₂

Average Mass

566.3018

Monoisotopic Mass

566.055020376

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

2956-16-3

SMILES

Not Available

InChI Identifier

InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14-/m1/s1

InChI Key

HSCJRCZFDFQWRP-ABVWGUQPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Hydroxypyrimidine
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Azacycle
Primary alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-D-galactose (CHEBI:67119 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Golgi apparatus

Biospecimen Locations

Feces
Liver
Platelet
Urine

Tissue Locations

Liver
Platelet

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192038	Beta-1,4-galactosyltransferase 2	Unknown	O60909	Homo sapiens
MMDBp0192039	Alpha-lactalbumin	Enzyme	P00709	Homo sapiens
MMDBp0192044	Beta-1,4-galactosyltransferase 1	Unknown	P15291	Homo sapiens
MMDBp0192121	Procollagen-lysine,2-oxoglutarate 5-dioxygenase 3	Unknown	O60568	Homo sapiens
MMDBp0192492	Lactosylceramide 4-alpha-galactosyltransferase	Enzyme	Q9NPC4	Homo sapiens
MMDBp0192522	UDP-glucose 4-epimerase	Unknown	Q14376	Homo sapiens
MMDBp0192643	Beta-1,4-galactosyltransferase 3	Unknown	O60512	Homo sapiens
MMDBp0192644	Beta-1,4-galactosyltransferase 4	Unknown	O60513	Homo sapiens
MMDBp0192698	Galactose-1-phosphate uridylyltransferase	Unknown	P07902	Homo sapiens
MMDBp0192706	Histo-blood group ABO system transferase	Unknown	P16442	Homo sapiens
MMDBp0192707	2-hydroxyacylsphingosine 1-beta-galactosyltransferase	Enzyme	Q16880	Homo sapiens
MMDBp0192708	Beta-1,3-galactosyltransferase 4	Enzyme	O96024	Homo sapiens
MMDBp0193744	Beta-1,4-galactosyltransferase 7	Unknown	Q9UBV7	Homo sapiens
MMDBp0193896	Beta-1,3-galactosyltransferase 6	Unknown	Q96L58	Homo sapiens
MMDBp0194045	Glycoprotein-N-acetylgalactosamine 3-beta-galactosyltransferase 1	Unknown	Q9NS00	Homo sapiens
MMDBp0194058	Beta-1,4-galactosyltransferase 6	Unknown	Q9UBX8	Homo sapiens
MMDBp0196827	Procollagen galactosyltransferase 1	Unknown	Q8NBJ5
MMDBp0196828	Procollagen galactosyltransferase 2	Unknown	Q8IYK4

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0002323	D-Glucose	Alpha-Lactose	UDP-Gal:betaGlcNAc beta 1,4- galactosyltransferase, polypeptide 1	VMH; KEGG	30371894
MMDBr0007153	Uridine diphosphategalactose	UDP-D-Galacto-1,4-furanose	Not Available	VMH	30371894
MMDBr0007591	Uridine diphosphate glucose	Uridine diphosphategalactose	Not Available	VMH; KEGG	30371894
MMDBr0007823	Galactose 1-phosphate	Uridine diphosphategalactose	Not Available	VMH; KEGG	30371894
MMDBr0008055	Galactose 1-phosphate	Glucose 1-phosphate	Not Available	VMH; KEGG	30371894
MMDBr0009377	Sphingosine	Galactosylsphingosine	Not Available	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	205	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; American dog tick ; Human subgingival plaque; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	392	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	133	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces; Human	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Basidiomycota	2
Eukaryota/Fungi	Ascomycota	7	Human feces
Bacteria	Thermotogae	1
Archaea/Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						HMDB
Human Urine	Detected and Quantified	2.008	umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Liver	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000302

DrugBank ID

DB03501

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

5291

PubChem Compound

18068

PDB ID

Not Available

ChEBI ID

67119

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Matsukura Y: On the blood group B gene-specified alpha-galactosyltransferase in the serum of the Japanese tortoise (Clemmys japonica). Immunology. 1976 Oct;31(4):571-5. [PubMed:977033 ]
Matsukura Y: Alpha-galactosyltransferase activity in the serum of frogs (Rana catesbeiana). Z Immunitatsforsch Immunobiol. 1976 Nov;152(3):260-5. [PubMed:1087514 ]
Holton JB: Galactose disorders: an overview. J Inherit Metab Dis. 1990;13(4):476-86. doi: 10.1007/BF01799505. [PubMed:2122114 ]
Ng WG, Xu YK, Kaufman FR, Donnell GN: Deficit of uridine diphosphate galactose in galactosaemia. J Inherit Metab Dis. 1989;12(3):257-66. doi: 10.1007/BF01799215. [PubMed:2515367 ]
Segal S: Defective galactosylation in galactosemia: is low cell UDPgalactose an explanation? Eur J Pediatr. 1995;154(7 Suppl 2):S65-71. doi: 10.1007/BF02143806. [PubMed:7671968 ]
Keevill NJ, Holton JB, Allen JT: UDP-glucose and UDP-galactose concentrations in cultured skin fibroblasts of patients with classical galactosaemia. J Inherit Metab Dis. 1994;17(1):23-6. doi: 10.1007/BF00735392. [PubMed:8051935 ]
Hoffmeister KM, Josefsson EC, Isaac NA, Clausen H, Hartwig JH, Stossel TP: Glycosylation restores survival of chilled blood platelets. Science. 2003 Sep 12;301(5639):1531-4. doi: 10.1126/science.1085322. [PubMed:12970565 ]

Showing metabocard for Uridine diphosphategalactose (MMDBc0029495)

MOL for #<Metabolite:0x00007fdb32408318>

3D MOL for #<Metabolite:0x00007fdb32408318>

3D SDF for #<Metabolite:0x00007fdb32408318>

3D-SDF for #<Metabolite:0x00007fdb32408318>

PDB for #<Metabolite:0x00007fdb32408318>

3D PDB for #<Metabolite:0x00007fdb32408318>

SMILES for #<Metabolite:0x00007fdb32408318>

INCHI for #<Metabolite:0x00007fdb32408318>

Structure for #<Metabolite:0x00007fdb32408318>

3D Structure for #<Metabolite:0x00007fdb32408318>