1-Hydroxyuracil

Details

• Internal ID: 5ec1f9d8-1bc4-475c-93bb-8a64d35094b1
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Pyrimidones
• IUPAC Name: 1-hydroxypyrimidine-2,4-dione
• SMILES (Canonical): C1=CN(C(=O)NC1=O)O
• SMILES (Isomeric): C1=CN(C(=O)NC1=O)O
• InChI: InChI=1S/C4H4N2O3/c7-3-1-2-6(9)4(8)5-3/h1-2,9H,(H,5,7,8)
• InChI Key: YLDISKWYZFVQIK-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₄N₂O₃
• Molecular Weight: 128.09 g/mol
• Exact Mass: 128.02219199 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Uracil, 1-hydroxy-
• 6584-65-2
• hydroxyuracil
• NSC529425
• 696-12-8
• SCHEMBL422813
• DTXSID00216023
• NSC-529425

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8333	83.33%
Caco-2	-	0.7843	78.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9808	98.08%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9737	97.37%
P-glycoprotein inhibitior	-	0.9885	98.85%
P-glycoprotein substrate	-	0.9895	98.95%
CYP3A4 substrate	-	0.7610	76.10%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8861	88.61%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.8164	81.64%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	-	0.9940	99.40%
CYP inhibitory promiscuity	-	0.9891	98.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.8989	89.89%
Skin irritation	-	0.7966	79.66%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8516	85.16%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7700	77.00%
Nephrotoxicity	+	0.5804	58.04%
Acute Oral Toxicity (c)	III	0.6626	66.26%
Estrogen receptor binding	-	0.9198	91.98%
Androgen receptor binding	-	0.6599	65.99%
Thyroid receptor binding	-	0.7762	77.62%
Glucocorticoid receptor binding	-	0.6689	66.89%
Aromatase binding	-	0.8463	84.63%
PPAR gamma	-	0.8085	80.85%
Honey bee toxicity	-	0.9798	97.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.7288	72.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.04%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.05%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.79%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 352974
• LOTUS: LTS0049367
• wikiData: Q83092154