Methyl 6-[4,4-dimethyl-3-(3-methylbut-2-enoxy)-2,3-dihydro-1,5-benzodioxepin-7-yl]-2-(methoxymethylidene)-3-methyl-4-oxohex-5-enoate

Details

• Internal ID: 673f620f-0357-4878-9815-48e88fbd9b66
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: methyl 6-[4,4-dimethyl-3-(3-methylbut-2-enoxy)-2,3-dihydro-1,5-benzodioxepin-7-yl]-2-(methoxymethylidene)-3-methyl-4-oxohex-5-enoate
• SMILES (Canonical): CC(C(=O)C=CC1=CC2=C(C=C1)OCC(C(O2)(C)C)OCC=C(C)C)C(=COC)C(=O)OC
• SMILES (Isomeric): CC(C(=O)C=CC1=CC2=C(C=C1)OCC(C(O2)(C)C)OCC=C(C)C)C(=COC)C(=O)OC
• InChI: InChI=1S/C26H34O7/c1-17(2)12-13-31-24-16-32-22-11-9-19(14-23(22)33-26(24,4)5)8-10-21(27)18(3)20(15-29-6)25(28)30-7/h8-12,14-15,18,24H,13,16H2,1-7H3
• InChI Key: LWBKOKRQZNTVSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₇
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.23045342 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7117	71.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9331	93.31%
P-glycoprotein inhibitior	+	0.8898	88.98%
P-glycoprotein substrate	+	0.5547	55.47%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	+	0.5248	52.48%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	+	0.5761	57.61%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.5773	57.73%
CYP2C8 inhibition	+	0.6144	61.44%
CYP inhibitory promiscuity	-	0.7436	74.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5705	57.05%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9509	95.09%
Skin irritation	-	0.8045	80.45%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7354	73.54%
Micronuclear	-	0.6219	62.19%
Hepatotoxicity	-	0.7093	70.93%
skin sensitisation	-	0.6015	60.15%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5731	57.31%
Acute Oral Toxicity (c)	III	0.4957	49.57%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.7020	70.20%
Thyroid receptor binding	+	0.6939	69.39%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	-	0.5707	57.07%
PPAR gamma	+	0.5674	56.74%
Honey bee toxicity	-	0.7169	71.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	99.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.85%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.69%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	94.28%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.23%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	92.57%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.06%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.61%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.61%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.16%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.74%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.88%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.69%	94.80%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.51%	89.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.52%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL5028	O14672	ADAM10	83.11%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.98%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.66%	89.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.27%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.55%	97.14%

Plants that contains it

• Humulus lupulus
• Sophora flavescens

Cross-Links

• PubChem: 139588118
• LOTUS: LTS0164994
• wikiData: Q105349665