(2R,3R,5S,6S,7R)-2-(2,4-dioxopyrimidin-1-yl)-3,6,7-trihydroxy-3,3a,5,6,7,7a-hexahydro-2H-furo[3,2-b]pyran-5-carboxylic acid

Details

• Internal ID: 855f74c2-d2b5-4a50-8483-a863adacb25f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: (2R,3R,5S,6S,7R)-2-(2,4-dioxopyrimidin-1-yl)-3,6,7-trihydroxy-3,3a,5,6,7,7a-hexahydro-2H-furo[3,2-b]pyran-5-carboxylic acid
• SMILES (Canonical): C1=CN(C(=O)NC1=O)C2C(C3C(O2)C(C(C(O3)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CN(C(=O)NC1=O)[C@H]2[C@@H](C3C(O2)[C@@H]([C@@H]([C@H](O3)C(=O)O)O)O)O
• InChI: InChI=1S/C12H14N2O9/c15-3-1-2-14(12(21)13-3)10-6(18)8-7(23-10)4(16)5(17)9(22-8)11(19)20/h1-2,4-10,16-18H,(H,19,20)(H,13,15,21)/t4-,5+,6-,7?,8?,9+,10-/m1/s1
• InChI Key: AASHGHDGOQHZOR-XCUGXOTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O₉
• Molecular Weight: 330.25 g/mol
• Exact Mass: 330.06993003 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.63
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4838	48.38%
Caco-2	-	0.9189	91.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4227	42.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9816	98.16%
BSEP inhibitior	-	0.9698	96.98%
P-glycoprotein inhibitior	-	0.8991	89.91%
P-glycoprotein substrate	-	0.9431	94.31%
CYP3A4 substrate	-	0.5769	57.69%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.7494	74.94%
CYP2D6 inhibition	-	0.8155	81.55%
CYP1A2 inhibition	-	0.7476	74.76%
CYP2C8 inhibition	-	0.9181	91.81%
CYP inhibitory promiscuity	-	0.9525	95.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6199	61.99%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.8142	81.42%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.6425	64.25%
Human Ether-a-go-go-Related Gene inhibition	-	0.8379	83.79%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.7428	74.28%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6917	69.17%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	-	0.6714	67.14%
Androgen receptor binding	+	0.6120	61.20%
Thyroid receptor binding	-	0.6513	65.13%
Glucocorticoid receptor binding	-	0.6488	64.88%
Aromatase binding	-	0.5606	56.06%
PPAR gamma	-	0.6234	62.34%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6487	64.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	88.02%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.78%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.79%	83.82%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	81.43%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.18%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039685
• LOTUS: LTS0007399
• wikiData: Q104908325