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

Details

• Internal ID: 609002d1-e8f8-4868-9625-b2c2dd1afadf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: (2R,3R,5S,6S,7R)-2-(5-formyl-2-oxo-1H-imidazol-3-yl)-3,6,7-trihydroxy-3,3a,5,6,7,7a-hexahydro-2H-furo[3,2-b]pyran-5-carboxylic acid
• SMILES (Canonical): C1=C(NC(=O)N1C2C(C3C(O2)C(C(C(O3)C(=O)O)O)O)O)C=O
• SMILES (Isomeric): C1=C(NC(=O)N1[C@H]2[C@@H](C3C(O2)[C@@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)C=O
• InChI: InChI=1S/C12H14N2O9/c15-2-3-1-14(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,13,21)(H,19,20)/t4-,5+,6-,7?,8?,9+,10-/m1/s1
• InChI Key: MCEHHDMQJDREQZ-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: -3.10
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5144	51.44%
Caco-2	-	0.9165	91.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4060	40.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9581	95.81%
P-glycoprotein inhibitior	-	0.8769	87.69%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	-	0.5520	55.20%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.9028	90.28%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.7779	77.79%
CYP1A2 inhibition	-	0.7487	74.87%
CYP2C8 inhibition	-	0.9189	91.89%
CYP inhibitory promiscuity	-	0.9874	98.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.7932	79.32%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5625	56.25%
Human Ether-a-go-go-Related Gene inhibition	-	0.8605	86.05%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.6837	68.37%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4858	48.58%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	-	0.6837	68.37%
Androgen receptor binding	+	0.5332	53.32%
Thyroid receptor binding	-	0.6274	62.74%
Glucocorticoid receptor binding	-	0.5689	56.89%
Aromatase binding	-	0.5631	56.31%
PPAR gamma	-	0.6201	62.01%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5386	53.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.13%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.55%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	83.18%	95.48%
CHEMBL4040	P28482	MAP kinase ERK2	83.16%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.07%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.09%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162906902
• LOTUS: LTS0035455
• wikiData: Q105161134