Methyl 3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)prop-2-enoate

Details

• Internal ID: 6b4b8431-a95c-4e87-b0c8-f871379ee8ae
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)prop-2-enoate
• SMILES (Canonical): CC1(CCC2=C(O1)C=CC(=C2)C=CC(=O)OC)C
• SMILES (Isomeric): CC1(CCC2=C(O1)C=CC(=C2)C=CC(=O)OC)C
• InChI: InChI=1S/C15H18O3/c1-15(2)9-8-12-10-11(4-6-13(12)18-15)5-7-14(16)17-3/h4-7,10H,8-9H2,1-3H3
• InChI Key: LJVHTBSSXIJSNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.9318	93.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5967	59.67%
P-glycoprotein inhibitior	-	0.9571	95.71%
P-glycoprotein substrate	-	0.9180	91.80%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.7082	70.82%
CYP2C9 inhibition	-	0.6525	65.25%
CYP2C19 inhibition	+	0.5393	53.93%
CYP2D6 inhibition	-	0.7741	77.41%
CYP1A2 inhibition	+	0.6056	60.56%
CYP2C8 inhibition	-	0.5635	56.35%
CYP inhibitory promiscuity	-	0.5764	57.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.5605	56.05%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7727	77.27%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.5984	59.84%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6518	65.18%
Acute Oral Toxicity (c)	III	0.6556	65.56%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	+	0.6948	69.48%
Thyroid receptor binding	-	0.5921	59.21%
Glucocorticoid receptor binding	-	0.6934	69.34%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	-	0.6347	63.47%
Honey bee toxicity	-	0.8276	82.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9562	95.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.26%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.06%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.49%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.37%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.93%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.16%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL5028	O14672	ADAM10	80.68%	97.50%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 75051884
• LOTUS: LTS0156691
• wikiData: Q105152837