GDU

GALACTOSE-URIDINE-5'-DIPHOSPHATE

Created:	1999-07-08
Last modified:	2021-03-01

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Chemical Details
Formal Charge	0
Atom Count	60
Chiral Atom Count	11
Bond Count	62
Aromatic Bond Count	0

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Chemical Component Summary
Name	GALACTOSE-URIDINE-5'-DIPHOSPHATE
Synonyms	UDP-D-GALACTOPYRANOSE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-phosphoryl] hydrogen phosphate
Formula	C₁₅ H₂₄ N₂ O₁₇ P₂
Molecular Weight	566.302
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(OC1OC(C(O)C(O)C1O)CO)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O
SMILES	CACTVS	3.341	OC[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH](O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical SMILES	CACTVS	3.341	OC[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](O)[C@@H](O)[C@H]1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	HSCJRCZFDFQWRP-ABVWGUQPSA-N

Drug Info: DrugBank

DrugBank ID	DB03501
Name	Galactose-uridine-5'-diphosphate
Groups	experimental
Description	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.
Synonyms	UDP-alpha-D-galactose Uridinediphosphogalactose UDP-galactose UDP-D-galactopyranose UDP galactose Uridine diphosphogalactose UDP-α-D-galactopyranose UDP-α-D-galactose Uridine pyrophosphogalactose Galactose-uridine-5'-diphosphate Uridine diphosphate galactose UDPgal Uridine diphosphategalactose
Categories	Carbohydrates Glycosides Nucleic Acids, Nucleotides, and Nucleosides Nucleoside Diphosphate Sugars Nucleotides Pyrimidine Nucleotides Pyrimidines Ribonucleotides Uracil Nucleotides Uridine Diphosphate Uridine Diphosphate Sugars
CAS number	2956-16-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Histo-blood group ABO system transferase	MAEVLRTLAGKPKCHALRPMILFLIMLVLVLFGYGVLSPRSLMPGSLERG...	unknown
UDP-glucose 4-epimerase	MAEKVLVTGGAGYIGSHTVLELLEAGYLPVVIDNFHNAFRGGGSLPESLR...	unknown
Beta-1,4-galactosyltransferase 1	MRLREPLLSGSAAMPGASLQRACRLLVAVCALHLGVTLVYYLAGRDLSRL...	unknown
Uracil nucleotide/cysteinyl leukotriene receptor	MSKRSWWAGSRKPPREMLKLSGSDSSQSMNGLEVAPPGLITNFSLATAEQ...	unknown	regulator

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682