Methyl 2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromene-6-carboxylate

Details

• Internal ID: aa5d63bf-192e-4d4d-9cf6-b7d4a2bf6506
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromene-6-carboxylate
• InChI: InChI=1S/C18H24O3/c1-12(2)6-7-13-10-15(17(19)20-5)11-14-8-9-18(3,4)21-16(13)14/h6,10-11H,7-9H2,1-5H3
• InChI Key: LPROOVLZYNTLNJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4795	47.95%
P-glycoprotein inhibitior	-	0.7493	74.93%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5990	59.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7613	76.13%
CYP3A4 inhibition	-	0.7692	76.92%
CYP2C9 inhibition	-	0.5962	59.62%
CYP2C19 inhibition	+	0.7093	70.93%
CYP2D6 inhibition	-	0.7362	73.62%
CYP1A2 inhibition	-	0.5156	51.56%
CYP2C8 inhibition	-	0.6227	62.27%
CYP inhibitory promiscuity	+	0.7202	72.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8018	80.18%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9839	98.39%
Eye irritation	+	0.6989	69.89%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9720	97.20%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7429	74.29%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.5723	57.23%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7252	72.52%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.6819	68.19%
Androgen receptor binding	-	0.6231	62.31%
Thyroid receptor binding	-	0.6142	61.42%
Glucocorticoid receptor binding	-	0.4643	46.43%
Aromatase binding	+	0.6567	65.67%
PPAR gamma	+	0.5753	57.53%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	98.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.08%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.46%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.38%	90.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.47%	85.30%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.32%	89.50%
CHEMBL5028	O14672	ADAM10	81.71%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.54%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.26%	96.95%

Plants that contains it

• Piper aduncum

Cross-Links

• PubChem: 163086292
• LOTUS: LTS0232535
• wikiData: Q105155333