4-methoxy-3-methyl-6-[8-(1H-pyrrol-2-yl)octa-1,3,5,7-tetraenyl]pyran-2-one

Details

• Internal ID: e7e97160-96f4-4b43-8a3c-e42829d69c88
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-methoxy-3-methyl-6-[8-(1H-pyrrol-2-yl)octa-1,3,5,7-tetraenyl]pyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)C=CC=CC=CC=CC2=CC=CN2)OC
• SMILES (Isomeric): CC1=C(C=C(OC1=O)C=CC=CC=CC=CC2=CC=CN2)OC
• InChI: InChI=1S/C19H19NO3/c1-15-18(22-2)14-17(23-19(15)21)12-8-6-4-3-5-7-10-16-11-9-13-20-16/h3-14,20H,1-2H3
• InChI Key: MGSVXFXLVJZBAY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.40 g/mol
• Exact Mass: 309.13649347 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.12
• 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	+	0.9962	99.62%
Caco-2	+	0.5520	55.20%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6699	66.99%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8733	87.33%
P-glycoprotein inhibitior	+	0.7237	72.37%
P-glycoprotein substrate	-	0.8608	86.08%
CYP3A4 substrate	+	0.5240	52.40%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.5189	51.89%
CYP2C9 inhibition	-	0.8523	85.23%
CYP2C19 inhibition	+	0.6678	66.78%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.8456	84.56%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	+	0.7434	74.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9068	90.68%
Carcinogenicity (trinary)	Non-required	0.4664	46.64%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.7067	70.67%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8535	85.35%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7066	70.66%
Acute Oral Toxicity (c)	III	0.4720	47.20%
Estrogen receptor binding	+	0.9453	94.53%
Androgen receptor binding	+	0.5526	55.26%
Thyroid receptor binding	+	0.6700	67.00%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	+	0.8921	89.21%
PPAR gamma	+	0.6845	68.45%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7473	74.73%

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	96.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.50%	98.75%
CHEMBL2039	P27338	Monoamine oxidase B	84.92%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	84.24%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.04%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.44%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.20%	99.17%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 162875183
• LOTUS: LTS0147348
• wikiData: Q105162814