uridine 5'-monophosphate (CHEBI:16695)

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CHEBI:16695 - uridine 5'-monophosphate

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ChEBI Name	uridine 5'-monophosphate

ChEBI ID	CHEBI:16695

Definition	A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:46381, CHEBI:47721, CHEBI:46362, CHEBI:46382, CHEBI:46385, CHEBI:13509, CHEBI:9849, CHEBI:27231, CHEBI:13508

Supplier Information	ChemicalBook:CB7852954, eMolecules:478134, ZINC000000895323

Download	Molfile XML SDF

more structures >>

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34 35 0 0 0 0 999 V2000

2.3111 -0.4690 -0.6084 N 0 0 0 0 0 0 0 0 0 0 0 0

2.7403 0.3532 0.3658 C 0 0 0 0 0 0 0 0 0 0 0 0

4.0425 0.6717 0.4780 N 0 0 0 0 0 0 0 0 0 0 0 0

4.9419 0.1751 -0.3958 C 0 0 0 0 0 0 0 0 0 0 0 0

4.5028 -0.6879 -1.4289 C 0 0 0 0 0 0 0 0 0 0 0 0

3.1909 -0.9940 -1.5153 C 0 0 0 0 0 0 0 0 0 0 0 0

1.9409 0.8087 1.1610 O 0 0 0 0 0 0 0 0 0 0 0 0

6.1203 0.4660 -0.2975 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.1289 3.2937 -0.0943 P 0 0 2 0 0 0 0 0 0 0 0 0

-4.3391 2.7515 0.5629 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.2189 4.0496 0.9969 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.5634 4.3343 -1.2439 O 0 0 0 0 0 0 0 0 0 0 0 0

4.3357 1.2635 1.1892 H 0 0 0 0 0 0 0 0 0 0 0 0

5.2081 -1.0953 -2.1376 H 0 0 0 0 0 0 0 0 0 0 0 0

2.8376 -1.6511 -2.2970 H 0 0 0 0 0 0 0 0 0 0 0 0

0.8876 -0.8012 -0.7028 C 0 0 1 0 0 0 0 0 0 0 0 0

0.4405 -1.6095 0.5352 C 0 0 2 0 0 0 0 0 0 0 0 0

0.4175 -3.0079 0.2428 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.9867 -1.0939 0.8256 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.2362 -0.0339 -0.2702 C 0 0 2 0 0 0 0 0 0 0 0 0

-1.9354 -2.1575 0.7172 O 0 0 0 0 0 0 0 0 0 0 0 0

0.0849 0.3988 -0.6685 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.0360 1.1439 0.2908 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2892 2.0876 -0.7521 O 0 0 0 0 0 0 0 0 0 0 0 0

0.6890 -1.3648 -1.6151 H 0 0 0 0 0 0 0 0 0 0 0 0

1.0984 -1.4077 1.3811 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0742 -3.4526 1.0295 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.0353 -0.6402 1.8145 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.7614 -0.4793 -1.1151 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.7129 -2.8018 1.4038 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.9831 0.7822 0.6915 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.4650 1.6245 1.0853 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.4432 4.3870 0.5286 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.0626 5.0384 -0.8082 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0 0 0 0

1 6 1 0 0 0 0

1 16 1 0 0 0 0

2 3 1 0 0 0 0

2 7 2 0 0 0 0

3 4 1 0 0 0 0

3 13 1 0 0 0 0

4 5 1 0 0 0 0

4 8 2 0 0 0 0

5 6 2 0 0 0 0

5 14 1 0 0 0 0

6 15 1 0 0 0 0

9 10 2 0 0 0 0

9 11 1 0 0 0 0

9 12 1 0 0 0 0

11 33 1 0 0 0 0

12 34 1 0 0 0 0

16 17 1 0 0 0 0

16 22 1 0 0 0 0

16 25 1 0 0 0 0

17 18 1 0 0 0 0

17 19 1 0 0 0 0

17 26 1 0 0 0 0

18 27 1 0 0 0 0

19 20 1 0 0 0 0

19 21 1 0 0 0 0

19 28 1 0 0 0 0

20 22 1 0 0 0 0

20 23 1 0 0 0 0

20 29 1 0 0 0 0

21 30 1 0 0 0 0

23 24 1 0 0 0 0

23 31 1 0 0 0 0

23 32 1 0 0 0 0

24 9 1 0 0 0 0

M END): 23 ms

reading 34 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

34 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

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Wikipedia	License
Phenylacetaldehyde is an organic compound used in the synthesis of fragrances and polymers. Phenylacetaldehyde is an aldehyde that consists of acetaldehyde bearing a phenyl substituent; the parent member of the phenylacetaldehyde class of compounds. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an alpha-CH2-containing aldehyde and a member of phenylacetaldehydes. Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma–active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form.
Read full article at Wikipedia

Formula

C9H13N2O9P

Net Charge

Average Mass

324.18136

Monoisotopic Mass

324.03587

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

InChIKey

DJJCXFVJDGTHFX-XVFCMESISA-N

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	uridine 5'-monophosphate (CHEBI:16695) has role Escherichia coli metabolite (CHEBI:76971) uridine 5'-monophosphate (CHEBI:16695) has role human metabolite (CHEBI:77746) uridine 5'-monophosphate (CHEBI:16695) has role mouse metabolite (CHEBI:75771) uridine 5'-monophosphate (CHEBI:16695) is a pyrimidine ribonucleoside 5'-monophosphate (CHEBI:39457) uridine 5'-monophosphate (CHEBI:16695) is a uridine 5'-phosphate (CHEBI:27232) uridine 5'-monophosphate (CHEBI:16695) is conjugate acid of uridine 5'-monophosphate(2−) (CHEBI:57865)

Incoming	2'-O-methyluridine 5'-monophosphate (CHEBI:44642) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5,6-dihydrouridine 5'-monophosphate (CHEBI:74673) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-(2-methoxy-2-oxoethyl)uridine 5'-monophosphate (CHEBI:75650) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-aminomethyl-2-thiouridine 5'-monophosphate (CHEBI:74678) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-bromouridine 5'-monophosphate (CHEBI:47131) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-carboxymethylaminomethyl-2'-O-methyluridine 5'-monophosphate (CHEBI:74785) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-carboxymethylaminomethyluridine 5'-monophosphate (CHEBI:74782) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-fluorouridine 5'-monophosphate (CHEBI:40101) has functional parent uridine 5'-monophosphate (CHEBI:16695) 5-methylaminomethyl-2-thiouridine 5'-monophosphate (CHEBI:74680) has functional parent uridine 5'-monophosphate (CHEBI:16695) 6-oxouridine 5'-phosphate (CHEBI:41150) has functional parent uridine 5'-monophosphate (CHEBI:16695) N³-methyluridine 5'-monophosphate (CHEBI:74773) has functional parent uridine 5'-monophosphate (CHEBI:16695) O^4'-(5'-uridylyl)-L-tyrosine (CHEBI:21989) has functional parent uridine 5'-monophosphate (CHEBI:16695) ddhUMP (CHEBI:156340) has functional parent uridine 5'-monophosphate (CHEBI:16695) sofosbuvir (CHEBI:85083) has functional parent uridine 5'-monophosphate (CHEBI:16695) uracil octosyl acid 5'-phosphate (CHEBI:133866) has functional parent uridine 5'-monophosphate (CHEBI:16695) uridine 5'-monophosphate(2−) (CHEBI:57865) is conjugate base of uridine 5'-monophosphate (CHEBI:16695) UMP 3'-end residue (CHEBI:53120) is substituent group from uridine 5'-monophosphate (CHEBI:16695) UMP 5'-end residue (CHEBI:53105) is substituent group from uridine 5'-monophosphate (CHEBI:16695) uridine 5'-monophosphate residue (CHEBI:46470) is substituent group from uridine 5'-monophosphate (CHEBI:16695)

IUPAC Name

5'-uridylic acid

Synonyms	Sources
5'-UMP	ChemIDplus
5'Uridylic acid	KEGG COMPOUND
pU	CBN
pU	ChEBI
UMP	KEGG COMPOUND
uridine 5'-(dihydrogen phosphate)	ChemIDplus
Uridine 5'-monophosphate	KEGG COMPOUND
uridine 5'-phosphate	ChemIDplus
uridine 5'-phosphoric acid	ChemIDplus
Uridine monophosphate	KEGG COMPOUND
URIDINE-5'-MONOPHOSPHATE	PDBeChem
uridylate	ChEBI
Uridylic acid	KEGG COMPOUND

Manual Xrefs	Databases
C00007311	KNApSAcK
C00105	KEGG COMPOUND
DB03685	DrugBank
HMDB0000288	HMDB
U5PrF10	PDBeChem
UMP	MetaCyc
UrF10	PDBeChem
Uridine_monophosphate	Wikipedia
View more database links

Registry Numbers	Types	Sources
310455	Gmelin Registry Number	Gmelin
47486	Reaxys Registry Number	Reaxys
58-97-9	CAS Registry Number	ChemIDplus

Citations	Types	Sources
22735334	PubMed citation	Europe PMC
2559771	PubMed citation	Europe PMC

Last Modified

05 December 2017

CHEBI:16695 - uridine 5'-monophosphate

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