2-methoxy-5-methyl-3-(2-methylbut-3-en-2-yl)-6-[3-methyl-4-(1H-pyrrol-2-yl)buta-1,3-dienyl]pyran-4-one

Details

• Internal ID: b476e57f-4e4f-4dd8-84a5-68030cb27cbe
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 2-methoxy-5-methyl-3-(2-methylbut-3-en-2-yl)-6-[3-methyl-4-(1H-pyrrol-2-yl)buta-1,3-dienyl]pyran-4-one
• InChI: InChI=1S/C21H25NO3/c1-7-21(4,5)18-19(23)15(3)17(25-20(18)24-6)11-10-14(2)13-16-9-8-12-22-16/h7-13,22H,1H2,2-6H3
• InChI Key: FZSREKRTGMZCOT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₃
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.18344366 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 3
• 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	+	0.9926	99.26%
Caco-2	+	0.5473	54.73%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6242	62.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7066	70.66%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	-	0.6608	66.08%
CYP3A4 substrate	+	0.6187	61.87%
CYP2C9 substrate	-	0.6244	62.44%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	+	0.7762	77.62%
CYP2C9 inhibition	-	0.5435	54.35%
CYP2C19 inhibition	+	0.7321	73.21%
CYP2D6 inhibition	-	0.8519	85.19%
CYP1A2 inhibition	+	0.7662	76.62%
CYP2C8 inhibition	+	0.5814	58.14%
CYP inhibitory promiscuity	+	0.8615	86.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.4837	48.37%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8279	82.79%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8621	86.21%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.7651	76.51%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.5347	53.47%
Estrogen receptor binding	+	0.8692	86.92%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	+	0.7674	76.74%
Glucocorticoid receptor binding	+	0.5687	56.87%
Aromatase binding	+	0.6628	66.28%
PPAR gamma	+	0.6095	60.95%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9487	94.87%

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	96.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.53%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.87%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.51%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75056778
• LOTUS: LTS0169696
• wikiData: Q104166937