6-Ethenyl-4-methoxy-2,2-dimethyl-2H-1-benzopyran

Details

• Internal ID: 367e6e11-5b1c-42ac-bb8c-480a7493d2ed
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-ethenyl-4-methoxy-2,2-dimethylchromene
• SMILES (Canonical): CC1(C=C(C2=C(O1)C=CC(=C2)C=C)OC)C
• SMILES (Isomeric): CC1(C=C(C2=C(O1)C=CC(=C2)C=C)OC)C
• InChI: InChI=1S/C14H16O2/c1-5-10-6-7-12-11(8-10)13(15-4)9-14(2,3)16-12/h5-9H,1H2,2-4H3
• InChI Key: XRWDXWKXFWEYCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6-Ethenyl-4-methoxy-2,2-dimethyl-2H-1-benzopyran
• DTXSID40823735

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7557	75.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6097	60.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9794	97.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5988	59.88%
P-glycoprotein inhibitior	-	0.9283	92.83%
P-glycoprotein substrate	-	0.9138	91.38%
CYP3A4 substrate	-	0.5110	51.10%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.6676	66.76%
CYP3A4 inhibition	-	0.5284	52.84%
CYP2C9 inhibition	-	0.5782	57.82%
CYP2C19 inhibition	+	0.8976	89.76%
CYP2D6 inhibition	-	0.7630	76.30%
CYP1A2 inhibition	+	0.8795	87.95%
CYP2C8 inhibition	+	0.4843	48.43%
CYP inhibitory promiscuity	+	0.8343	83.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9377	93.77%
Eye irritation	+	0.8653	86.53%
Skin irritation	-	0.7397	73.97%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4607	46.07%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6630	66.30%
Acute Oral Toxicity (c)	III	0.6558	65.58%
Estrogen receptor binding	+	0.7305	73.05%
Androgen receptor binding	-	0.5260	52.60%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	-	0.8365	83.65%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5900	59.00%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9216	92.16%

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	98.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.73%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.55%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.69%	85.30%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.11%	96.00%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.82%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.47%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	83.23%	92.51%
CHEMBL1907	P15144	Aminopeptidase N	82.72%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%

Plants that contains it

• Trichogonia campestris
• Trichogonia villosa

Cross-Links

• PubChem: 71402778
• LOTUS: LTS0235529
• wikiData: Q82806862