1-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-hydroxypyrimidine-2,4-dione

Details

• Internal ID: 6019a6c6-1b0a-4d83-889d-40ad62a5b22c
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
• IUPAC Name: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-hydroxypyrimidine-2,4-dione
• SMILES (Canonical): C1=CN(C(=O)N(C1=O)O)C2C(C(C(O2)CO)O)O
• SMILES (Isomeric): C1=CN(C(=O)N(C1=O)O)C2C(C(C(O2)CO)O)O
• InChI: InChI=1S/C9H12N2O7/c12-3-4-6(14)7(15)8(18-4)10-2-1-5(13)11(17)9(10)16/h1-2,4,6-8,12,14-15,17H,3H2
• InChI Key: RSDVTBJFCGBNOI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂N₂O₇
• Molecular Weight: 260.20 g/mol
• Exact Mass: 260.06445073 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.14
• H-Bond Acceptor: 9
• 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	-	0.7977	79.77%
Caco-2	-	0.9416	94.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5718	57.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9814	98.14%
P-glycoprotein inhibitior	-	0.9438	94.38%
P-glycoprotein substrate	-	0.9702	97.02%
CYP3A4 substrate	-	0.5926	59.26%
CYP2C9 substrate	+	0.7881	78.81%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.8708	87.08%
CYP2C9 inhibition	-	0.8758	87.58%
CYP2C19 inhibition	-	0.8492	84.92%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	-	0.9749	97.49%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4548	45.48%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9668	96.68%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8241	82.41%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6501	65.01%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4920	49.20%
Acute Oral Toxicity (c)	III	0.6059	60.59%
Estrogen receptor binding	-	0.4868	48.68%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	-	0.6288	62.88%
Glucocorticoid receptor binding	+	0.7166	71.66%
Aromatase binding	-	0.5671	56.71%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.7425	74.25%

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	94.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.19%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	83.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%

Plants that contains it

• Baillonella toxisperma

Cross-Links

• PubChem: 14330989
• LOTUS: LTS0056012
• wikiData: Q105244573