5,6-diaminouracil (CHEBI:46252)

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CHEBI:46252 - 5,6-diaminouracil

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ChEBI Name	5,6-diaminouracil

ChEBI ID	CHEBI:46252

Definition	An aminouracil in which the ring hydrogens at positions 5 and 6 on uracil have been replaced by amino groups.

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

Supplier Information	ChemicalBook:CB3105782, eMolecules:979542, ZINC000001666585

Download	Molfile XML SDF

more structures >>

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16 16 0 0 0 0 999 V2000

0.7390 -2.3650 0.0010 O 0 0 0 0 0 0 0 0 0 0 0 0

0.2490 -1.2490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.0900 -1.0960 -0.0010 N 0 0 0 0 0 0 0 0 0 0 0 0

1.0770 -0.1120 -0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

2.4850 -0.2500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0

0.5010 1.1290 -0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

1.2860 2.2600 -0.0010 N 0 0 0 0 0 0 0 0 0 0 0 0

-0.8710 1.2360 0.0040 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.6400 0.1320 -0.0010 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.8500 0.2450 -0.0010 O 0 0 0 0 0 0 0 0 0 0 0 0

2.2530 2.1790 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

0.8730 3.1370 -0.0050 H 0 0 0 0 0 0 0 0 0 0 0 0

3.0500 0.5390 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

2.8860 -1.1330 0.0010 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.6630 -1.8790 -0.0010 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.2860 2.1130 0.0040 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 2 0 0 0 0

2 3 1 0 0 0 0

2 4 1 0 0 0 0

3 9 1 0 0 0 0

3 15 1 0 0 0 0

4 5 1 0 0 0 0

4 6 2 0 0 0 0

5 13 1 0 0 0 0

5 14 1 0 0 0 0

6 7 1 0 0 0 0

6 8 1 0 0 0 0

7 11 1 0 0 0 0

7 12 1 0 0 0 0

8 9 1 0 0 0 0

8 16 1 0 0 0 0

9 10 2 0 0 0 0

M END): 15 ms

reading 16 atoms

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16 atoms created

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

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Molfile expand

Formula

C4H6N4O2

Net Charge

Average Mass

142.116

Monoisotopic Mass

142.04908

InChI

InChI=1S/C4H6N4O2/c5-1-2(6)7-4(10)8-3(1)9/h5H2,(H4,6,7,8,9,10)

InChIKey

BBTNLADSUVOPPN-UHFFFAOYSA-N

SMILES

C1(C(=C(NC(N1)=O)N)N)=O

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	5,6-diaminouracil (CHEBI:46252) is a aminouracil (CHEBI:22532) 5,6-diaminouracil (CHEBI:46252) is a diamine (CHEBI:23666) 5,6-diaminouracil (CHEBI:46252) is a pyrimidone (CHEBI:38337)

IUPAC Name

5,6-diaminopyrimidine-2,4(1H,3H)-dione

Synonyms	Sources
5,6-Diamino-2,4-dihydroxypyrimidine	ChemIDplus
5,6-diaminopyrimidine-2,4-dione	ChEBI
5,6-diaminouracil	UniProt
diaminouracil	ChEBI

Manual Xref	Database
URN	PDBeChem
View more database links

Registry Numbers	Types	Sources
132049	Reaxys Registry Number	Reaxys
3240-72-0	CAS Registry Number	ChemIDplus

Citations

Yashio K, Katayama Y, Takashima T, Ishiguro N, Doi H, Suzuki M, Wada Y, Tamai I, Watanabe Y (2012)
Synthesis of [¹¹C]uric acid, using [¹¹C]phosgene, as a possible biomarker in PET imaging for diagnosis of gout.
Bioorganic & medicinal chemistry letters 22, 115-119 [PubMed:22153940]
[show Abstract]

Jung DK, Lee Y, Park SG, Park BC, Kim GH, Rhee S (2006)
Structural and functional analysis of PucM, a hydrolase in the ureide pathway and a member of the transthyretin-related protein family.
Proceedings of the National Academy of Sciences of the United States of America 103, 9790-9795 [PubMed:16782815]
[show Abstract]

Retailleau P, Colloc'h N, Vivarès D, Bonneté F, Castro B, El Hajji M, Prangé T (2005)
Urate oxidase from Aspergillus flavus: new crystal-packing contacts in relation to the content of the active site.
Acta crystallographica. Section D, Biological crystallography 61, 218-229 [PubMed:15735331]
[show Abstract]

Raychaudhuri A, Tipton PA (2003)
A familiar motif in a new context: the catalytic mechanism of hydroxyisourate hydrolase.
Biochemistry 42, 6848-6852 [PubMed:12779339]
[show Abstract]

Fraisse L, Verlhac JB, Roche B, Rascle MC, Rabion A, Seris JL (1993)
Long-chain-substituted uric acid and 5,6-diaminouracil derivatives as novel agents against free radical processes: synthesis and in vitro activity.
Journal of medicinal chemistry 36, 1465-1473 [PubMed:8496914]
[show Abstract]

Last Modified

26 September 2017

CHEBI:46252 - 5,6-diaminouracil

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