alpha-Xylofuranosyluracil

Details

• Internal ID: 1ae30ba5-8850-47a4-b6d0-534932eac5f5
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
• IUPAC Name: 3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrimidine-2,4-dione
• SMILES (Canonical): C1=CNC(=O)N(C1=O)C2C(C(C(O2)CO)O)O
• SMILES (Isomeric): C1=CNC(=O)N(C1=O)[C@@H]2[C@@H]([C@H]([C@H](O2)CO)O)O
• InChI: InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-5(13)1-2-10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,16)/t4-,6+,7-,8+/m1/s1
• InChI Key: NBNBAENCKIJZAH-APTPUMFKSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂N₂O₆
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.06953611 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8841	88.41%
Caco-2	-	0.9434	94.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.5714	57.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9901	99.01%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.9661	96.61%
CYP3A4 substrate	-	0.6007	60.07%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.9617	96.17%
CYP2C9 inhibition	-	0.9626	96.26%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9301	93.01%
CYP2C8 inhibition	-	0.9723	97.23%
CYP inhibitory promiscuity	-	0.9781	97.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4917	49.17%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8135	81.35%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7664	76.64%
Acute Oral Toxicity (c)	III	0.6185	61.85%
Estrogen receptor binding	-	0.7030	70.30%
Androgen receptor binding	-	0.5518	55.18%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	-	0.7885	78.85%
PPAR gamma	-	0.4854	48.54%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.8321	83.21%

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	94.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.81%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL3384	Q16512	Protein kinase N1	82.11%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.05%	94.00%

Plants that contains it

• Amaranthus spinosus
• Combretum indicum

Cross-Links

• PubChem: 129636927
• LOTUS: LTS0256283
• wikiData: Q104399528