Benzofuro[4,3,2-def][1]benzoxepin, 9,10-dihydro-3-methyl-10-methylene-6-pentyl-

Details

• Internal ID: 5f54a257-437d-4975-9dd9-4133dc378e9c
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 12-methyl-8-methylidene-3-pentyl-6,16-dioxatetracyclo[11.2.1.05,15.09,14]hexadeca-1(15),2,4,9(14),10,12-hexaene
• SMILES (Canonical): CCCCCC1=CC2=C3C(=C1)OCC(=C)C4=C3C(=C(C=C4)C)O2
• SMILES (Isomeric): CCCCCC1=CC2=C3C(=C1)OCC(=C)C4=C3C(=C(C=C4)C)O2
• InChI: InChI=1S/C21H22O2/c1-4-5-6-7-15-10-17-20-18(11-15)23-21-13(2)8-9-16(19(20)21)14(3)12-22-17/h8-11H,3-7,12H2,1-2H3
• InChI Key: JNWBWFSVYIENLJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₂
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.161979940 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6685	66.85%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.4021	40.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8216	82.16%
P-glycoprotein inhibitior	+	0.6607	66.07%
P-glycoprotein substrate	+	0.6581	65.81%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	+	0.3713	37.13%
CYP3A4 inhibition	+	0.5186	51.86%
CYP2C9 inhibition	-	0.5680	56.80%
CYP2C19 inhibition	+	0.6993	69.93%
CYP2D6 inhibition	-	0.6977	69.77%
CYP1A2 inhibition	+	0.8473	84.73%
CYP2C8 inhibition	+	0.6640	66.40%
CYP inhibitory promiscuity	+	0.9011	90.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5062	50.62%
Eye corrosion	-	0.9743	97.43%
Eye irritation	+	0.5505	55.05%
Skin irritation	-	0.7118	71.18%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8682	86.82%
Micronuclear	-	0.8226	82.26%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.6134	61.34%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6802	68.02%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8329	83.29%
Acute Oral Toxicity (c)	III	0.6567	65.67%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.8773	87.73%
Thyroid receptor binding	+	0.5682	56.82%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.6338	63.38%
PPAR gamma	+	0.8642	86.42%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6250	62.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.74%	89.76%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.62%	92.08%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.99%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	93.30%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.81%	96.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.86%	95.58%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.84%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	89.75%	85.40%
CHEMBL5805	Q9NR97	Toll-like receptor 8	89.50%	96.25%
CHEMBL1907	P15144	Aminopeptidase N	89.40%	93.31%
CHEMBL2039	P27338	Monoamine oxidase B	87.54%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.50%	91.11%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	86.30%	83.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.46%	85.94%
CHEMBL260	Q16539	MAP kinase p38 alpha	85.38%	97.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.75%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.44%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.53%	93.18%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.36%	95.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.16%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.04%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.72%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.40%	91.49%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	81.37%	90.75%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.12%	86.00%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 53309045
• LOTUS: LTS0065991
• wikiData: Q105132154