4-methoxy-1-methyl-5-[(2R,3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxypyridin-2-one

Details

• Internal ID: 90abb302-767b-4599-a8f5-b37973bd0c0c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-methoxy-1-methyl-5-[(2R,3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxypyridin-2-one
• SMILES (Canonical): CN1C=C(C(=CC1=O)OC)OC2C(C(C(C(O2)O)O)O)O
• SMILES (Isomeric): CN1C=C(C(=CC1=O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)O)O)O)O
• InChI: InChI=1S/C12H17NO8/c1-13-4-6(5(19-2)3-7(13)14)20-12-10(17)8(15)9(16)11(18)21-12/h3-4,8-12,15-18H,1-2H3/t8-,9-,10+,11-,12+/m0/s1
• InChI Key: XWYOUQPUQIUTMW-HHHUOAJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₈
• Molecular Weight: 303.26 g/mol
• Exact Mass: 303.09541650 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8730	87.30%
Caco-2	-	0.5179	51.79%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4110	41.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6723	67.23%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5116	51.16%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	-	0.9421	94.21%
CYP2C19 inhibition	-	0.6945	69.45%
CYP2D6 inhibition	-	0.8803	88.03%
CYP1A2 inhibition	-	0.5608	56.08%
CYP2C8 inhibition	-	0.9222	92.22%
CYP inhibitory promiscuity	-	0.7880	78.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5952	59.52%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.8229	82.29%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6281	62.81%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8812	88.12%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5131	51.31%
Acute Oral Toxicity (c)	III	0.6892	68.92%
Estrogen receptor binding	-	0.7008	70.08%
Androgen receptor binding	-	0.6877	68.77%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	-	0.5978	59.78%
Aromatase binding	-	0.7128	71.28%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7424	74.24%

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	97.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.65%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.60%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.64%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.41%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.55%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.29%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.13%	92.94%

Plants that contains it

• Acalypha indica
• Crocus sativus

Cross-Links

• PubChem: 162865159
• LOTUS: LTS0250554
• wikiData: Q105218110