Uridine Monophosphate

Details

• Internal ID: 2587b708-a525-4b21-b94b-ef10a729d7c4
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine ribonucleotides > Pyrimidine ribonucleoside monophosphates
• IUPAC Name: [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O
• SMILES (Isomeric): C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
• InChI: 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
• InChI Key: DJJCXFVJDGTHFX-XVFCMESISA-N
• Popularity: 3,044 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃N₂O₉P
• Molecular Weight: 324.18 g/mol
• Exact Mass: 324.03586699 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• Uridylic acid
• 5'-URIDYLIC ACID
• 58-97-9
• Uridine monophosphate
• uridine-5'-monophosphate
• Uridine phosphate
• Uridine 5'-phosphoric acid
• Uridine 5'-phosphate
• 5'-UMP
• UMP
• UMP (nucleic acid)
• Uridine 5'-(dihydrogen phosphate)
• 5'Uridylic acid
• uridylate
• Uridylicacid
• CHEBI:16695
• BRN 0047486
• UNII-E2OU15WN0N
• EINECS 200-408-0
• E2OU15WN0N
• C9H13N2O9P
• CHEMBL214393
• 5-24-06-00173 (Beilstein Handbook Reference)
• [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• 27416-86-0
• {[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• 2,4(1H,3H)-pyrimidinedione, 1-(5-O-phosphono-beta-D-ribofuranosyl)-
• MFCD00067346
• U 5'-P
• U5P
• 5'-uridylic acid (8CI)(9CI)
• Uridylic Acids
• uridine-phosphate
• Acids, Uridylic
• Acid, Uridylic
• 1loq
• 5'-ridylic acid
• uridine-monophosphate
• UridylsA currencyure
• uridine-5'-phosphate
• Monophosphate, Uridine
• Uridylic acid (6CI)
• 1xz8
• Uridine 5'-phosphorate
• 5'-Monophosphate, Uridine
• 5'-Uridylate monophosphate
• bmse000280
• D0H9DJ
• Epitope ID:196258
• SCHEMBL157644
• GTPL5125
• uridin-5'-(dihydrogenphosphat)
• URIDINE 5' MONOPHOSPHATE
• 5'-URIDYLIC ACID [MI]
• DTXSID20883211
• DJJCXFVJDGTHFX-XVFCMESISA-N
• Uridine mono(dihydrogen phosphate)
• URIDINE PHOSPHATE [WHO-DD]
• BDBM50398699
• s9451
• (C9-H13-N2-O9-P)x-
• AKOS016009839
• DB03685
• NCGC00163325-01
• AC-32138
• AS-56739
• BP-58611
• HY-101981
• LS-160843
• LS-187795
• CS-0022391
• Uridine, mono(dihydrogen phosphate) (ester)
• C00105
• F20483
• W-105350
• W-203212
• Q27074278
• 954D2AA9-0360-4F63-A7BF-63254220F1F3
• ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8845	88.45%
Caco-2	-	0.9133	91.33%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6733	67.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9671	96.71%
P-glycoprotein inhibitior	-	0.9139	91.39%
P-glycoprotein substrate	-	0.9529	95.29%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	-	0.9334	93.34%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9461	94.61%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7070	70.70%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.7252	72.52%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7429	74.29%
Acute Oral Toxicity (c)	III	0.5962	59.62%
Estrogen receptor binding	-	0.5107	51.07%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5156	51.56%
PPAR gamma	+	0.5797	57.97%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	93.66%	94.01%
CHEMBL226	P30542	Adenosine A1 receptor	93.50%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.35%	86.92%
CHEMBL255	P29275	Adenosine A2b receptor	89.00%	98.59%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	88.73%	80.33%
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL5957	P21589	5'-nucleotidase	87.78%	97.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.76%	91.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.07%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.57%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.56%	91.11%

Plants that contains it

• Arabidopsis thaliana
• Helianthus tuberosus
• Hyacinthoides non-scripta
• Lycium chinense

Cross-Links

• PubChem: 6030
• NPASS: NPC17892
• LOTUS: LTS0237999
• wikiData: Q27074278