U5P

URIDINE-5'-MONOPHOSPHATE

Created:	1999-07-08
Last modified:	2024-09-27

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112 entries where U5P is found as a standalone ligand19 entries where U5P is covalently linked to polymer or other heterogen groups 3 entries where U5P is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	34
Chiral Atom Count	4
Bond Count	35
Aromatic Bond Count	0

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Chemical Component Summary
Name	URIDINE-5'-MONOPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate
Formula	C₉ H₁₃ N₂ O₉ P
Molecular Weight	324.181
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1NC(=O)N(C=C1)C2OC(C(O)C2O)COP(=O)(O)O
SMILES	CACTVS	3.341	O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C=CC(=O)NC2=O
SMILES	OpenEye OEToolkits	1.5.0	C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O
Canonical SMILES	CACTVS	3.341	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=CC(=O)NC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
InChI	InChI	1.03	InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChIKey	InChI	1.03	DJJCXFVJDGTHFX-XVFCMESISA-N

Drug Info: DrugBank

DrugBank ID	DB03685
Name	Uridine monophosphate
Groups	experimental
Description	5'-Uridylic acid. A uracil nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position.
Synonyms	Uridine phosphate Uridine 5'-phosphoric acid UMP Uridine 5'-monophosphate Uridine-5'-monophosphate Uridine monophosphate 5'-uridylic acid
Categories	Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Pyrimidine Nucleotides Pyrimidines Ribonucleotides Uracil Nucleotides
CAS number	58-97-9

Drug Targets

Name	Target Sequence	Pharmacological Action
Uridine-cytidine kinase-like 1	MAAPPARADADPSPTSPPTARDTPGRQAEKSETACEDRSNAESLDRLLPP...	unknown
Galactose-1-phosphate uridylyltransferase	MTQFNPVDHPHRRYNPLTGQWILVSPHRAKRPWQGAQETPAKQVLPAHDP...	unknown
Thymidylate synthase	MLEQPYLDLAKKVLDEGHFKPDRTHTGTYSIFGHQMRFDLSKGFPLLTTK...	unknown
Glycosyltransferase 6 domain-containing protein 1	MNSKRMLLLVLFAFSLMLVERYFRNHQVEELRLSDWFHPRKRPDVITKTD...	unknown
U6 snRNA-associated Sm-like protein LSm6	MSLRKQTPSDFLKQIIGRPVVVKLNSGVDYRGVLACLDGYMNIALEQTEE...	unknown
Uracil phosphoribosyltransferase	MKNLVVVDHPLIKHKLTIMRDKNTGPKEFRELLREITLLLAYEATRHLKC...	unknown
Beta-1,4-galactosyltransferase 1	MRLREPLLSGSAAMPGASLQRACRLLVAVCALHLGVTLVYYLAGRDLSRL...	unknown
Interferon-stimulated gene 20 kDa protein	MAGSREVVAMDCEMVGLGPHRESGLARCSLVNVHGAVLYDKFIRPEGEIT...	unknown
Orotidine 5'-phosphate decarboxylase	MKNNLPIIALDFASAEETLAFLAPFQQEPLFVKVGMELFYQEGPSIVKQL...	unknown
Bifunctional protein PyrR	MQKAVVMDEQAIRRALTRIAHEIIERNKGIDGCVLVGIKTRGIYLARRLA...	unknown
Uracil phosphoribosyltransferase	MGKVYVFDHPLIQHKLTYIRDKNTGTKEFRELVDEVATLMAFEITRDLPL...	unknown
Bifunctional polymyxin resistance protein ArnA	MKTVVFAYHDMGCLGIEALLAAGYEISAIFTHTDNPGEKAFYGSVARLAA...	unknown
Ribosomal small subunit pseudouridine synthase A	MRLDKFIAQQLGVSRAIAGREIRGNRVTVDGEIVRNAAFKLLPEHDVAYD...	unknown
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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