5-hydroxyuridine profile

5-Hydroxyuridine (5-OHU) is a nucleoside analog of uridine. It is a naturally occurring compound found in various organisms. It has been shown to exhibit a range of biological activities, including anti-inflammatory, antiviral, and anticancer effects. 5-OHU is formed by the enzymatic oxidation of uridine through the action of uridine 5'-monophosphate dehydrogenase (UMPH). This reaction is critical in regulating the levels of uridine nucleotides and the synthesis of RNA. 5-OHU has been investigated as a potential therapeutic agent due to its ability to inhibit viral replication, reduce inflammation, and promote apoptosis in cancer cells. Research has shown that 5-OHU can interact with specific proteins and enzymes involved in cell signaling and immune responses. The mechanism of action of 5-OHU involves modulation of various cellular pathways, including the activation of adenosine monophosphate-activated protein kinase (AMPK) and the inhibition of nuclear factor kappa B (NF-κB) signaling. Its potential in the development of new drugs for a variety of diseases continues to be explored.'

5-hydroxyuridine : A member of the class of uridines that is uridine in which the hydrogen at position 5 of the uracil ring is substituted by a hydroxy group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	94196
CHEBI ID	149645
SCHEMBL ID	451947
MeSH ID	M0055521

Synonym
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-hydroxy-pyrimidine-2,4-dione
5-oxouridine
5-hydroxyuridine
2,4(1h,3h)-pyrimidinedione, 5-hydroxy-1-.beta.-d-ribofuranosyl-
957-77-7
isobarbituridine
1-(beta-d-ribofuranosyl)-5-hydroxypyrimidine-2,4(1h,3h)-dione
CHEBI:149645
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxypyrimidine-2,4-dione
4,5-dihydroxy-1-pentofuranosylpyrimidin-2(1h)-one
einecs 213-487-1
SCHEMBL451947
1-((2s,3s,4r,5s)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-hydroxypyrimidine-2,4(1h,3h)-dione;st082427
1-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-hydroxypyrimidine-2,4(1h,3h)-dione
uridine, 5-hydroxy-
c9h12n2o7
mfcd00010571
DTXSID60914856
F12676
ohurd
A848611

Excerpt	Reference	Relevance
" All three tumor cell lines were more sensitive to OHUrd than were the FeInt cells, whereas 5-FU was more toxic to the latter."	( Selective cytotoxicity of 5-hydroxyuridine for human colon adenocarcinoma cells. Giovanella, BC; Lockshin, A; Mendoza, JT; Stehlin, JS; Warneke, C, )	0.43

Class	Description
uridines
organic hydroxy compound	An organic compound having at least one hydroxy group attached to a carbon atom.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	5 (33.33)	18.7374
1990's	3 (20.00)	18.2507
2000's	1 (6.67)	29.6817
2010's	5 (33.33)	24.3611
2020's	1 (6.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	16 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
1-butanol 1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.	6.94	1	alkyl alcohol; primary alcohol; short-chain primary fatty alcohol	human metabolite; mouse metabolite; protic solvent
cytosine [no description available]	7.43	2	aminopyrimidine; pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
prephenic acid prephenic acid: nonaromatic biosynthetic intermediate, probable immediate precursor of aromatic systems such as phenylalanine, tyrosine, tannins, flavanoids; isolated from cultures of mutant E coli; structure. (1s,4s)-prephenic acid : A prephenic acid having (1s,4s)-cis-configuration.. prephenic acid : An oxo dicarboxylic acid that consists of 4-hydroxycyclohexa-2,5-diene-1-carboxylic acid substituted by a 2-carboxy-2-oxoethyl group at position 1.	2.08	1	oxo dicarboxylic acid	Escherichia coli metabolite; plant metabolite
purine 1H-purine : The 1H-tautomer of purine.. 3H-purine : The 3H-tautomer of purine.. 9H-purine : The 9H-tautomer of purine.. 7H-purine : The 7H-tautomer of purine.	6.93	1	purine
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	1.94	1	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
uridine [no description available]	4	14	uridines	drug metabolite; fundamental metabolite; human metabolite
uridine diphosphate n-acetylglucosamine Uridine Diphosphate N-Acetylglucosamine: Serves as the biological precursor of insect chitin, of muramic acid in bacterial cell walls, and of sialic acids in mammalian glycoproteins.	1.95	1
pseudouridine [no description available]	1.95	1	pseudouridines	fundamental metabolite
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	1.94	1	benzenes; phenyl acetates
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	2.69	3	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent
5,6-dihydrouridine dihydrouridine : The uridine derivative obtained by formal hydrogenation of the endocyclic double bond in the uracil ring.	1.95	1	uridines	biomarker
5-methoxyuridine 5-methoxyuridine : A derivative of uridine, bearing an additional methoxy substituent at position 5 on the uracil ring.	2.17	1	uridines
5-hydroxycytosine [no description available]	7.43	2
s-adenosylmethionine (R)-S-adenosyl-L-methionine : An S-adenosyl-L-methionine that has R-configuration.. S-adenosyl-L-methionine zwitterion : A zwitterionic tautomer of S-adenosyl-L-methionine arising from shift of the proton from the carboxy group to the amino group.. (R)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.. (S)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.. S-adenosyl-L-methionine : A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.	2.52	2	organic cation; sulfonium compound	coenzyme; cofactor; human metabolite; micronutrient; Mycoplasma genitalium metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
8-oxoadenosine [no description available]	2.38	2
guanosine ribonucleoside : Any nucleoside where the sugar component is D-ribose.	2.38	2	guanosines; purines D-ribonucleoside	fundamental metabolite
8-hydroxyguanosine 8-hydroxyguanosine: immunostimulant for B lymphocytes; structure given in first source	2.38	2	purine nucleoside

Condition	Indicated	Relationship Strength	Studies	Trials
Hypospermatogenesis [description not available]	0	1.93	1	0
Carcinoma, Ehrlich Tumor A transplantable, poorly differentiated malignant tumor which appeared originally as a spontaneous breast carcinoma in a mouse. It grows in both solid and ascitic forms.	0	1.94	1	0

5-hydroxyuridine

Description

Cross-References

Synonyms (21)

Research Excerpts

Toxicity

Drug Classes (2)

Research

Studies (15)

Market Indicators

Research Demand Index: 12.32

Study Types