4-hydroxy-6-methoxy-3-methyl-2-(8-methyldeca-2,4,6-trien-2-yl)-3,4-dihydro-2H-pyrano[3,2-c]pyridin-5-one

Details

• Internal ID: 81688625-d626-4a58-8f84-43ba3ecb0c78
• Taxonomy: Organoheterocyclic compounds > Pyranopyridines
• IUPAC Name: 4-hydroxy-6-methoxy-3-methyl-2-(8-methyldeca-2,4,6-trien-2-yl)-3,4-dihydro-2H-pyrano[3,2-c]pyridin-5-one
• InChI: InChI=1S/C21H29NO4/c1-6-14(2)10-8-7-9-11-15(3)20-16(4)19(23)18-17(26-20)12-13-22(25-5)21(18)24/h7-14,16,19-20,23H,6H2,1-5H3
• InChI Key: ASUFHYQPEHRMRK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉NO₄
• Molecular Weight: 359.50 g/mol
• Exact Mass: 359.20965841 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Plasma membrane	0.5025	50.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6407	64.07%
P-glycoprotein inhibitior	+	0.6461	64.61%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.7415	74.15%
CYP2C9 inhibition	-	0.6595	65.95%
CYP2C19 inhibition	+	0.5085	50.85%
CYP2D6 inhibition	-	0.8713	87.13%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	-	0.7541	75.41%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4420	44.20%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9646	96.46%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.5099	50.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4056	40.56%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5044	50.44%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7428	74.28%
Nephrotoxicity	-	0.6399	63.99%
Acute Oral Toxicity (c)	III	0.5691	56.91%
Estrogen receptor binding	+	0.7475	74.75%
Androgen receptor binding	+	0.5630	56.30%
Thyroid receptor binding	+	0.6788	67.88%
Glucocorticoid receptor binding	-	0.5704	57.04%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.5320	53.20%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8534	85.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.66%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	89.32%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.19%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.53%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.68%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.02%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.34%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73312360
• LOTUS: LTS0023006
• wikiData: Q103816393