Methyl 4a,7-dimethyl-4-methylidene-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-7a-carboxylate

Details

• Internal ID: 2db4aafc-a9d7-445d-835b-5cfdaef3d4ce
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: methyl 4a,7-dimethyl-4-methylidene-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-7a-carboxylate
• InChI: InChI=1S/C16H20O3/c1-10-5-7-15(3)11(2)12-6-8-19-13(12)9-16(10,15)14(17)18-4/h6,8,10H,2,5,7,9H2,1,3-4H3
• InChI Key: WYCSEWZLGFMMRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7955	79.55%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5164	51.64%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9524	95.24%
P-glycoprotein inhibitior	-	0.8922	89.22%
P-glycoprotein substrate	-	0.7897	78.97%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.5092	50.92%
CYP2C9 inhibition	-	0.7348	73.48%
CYP2C19 inhibition	+	0.5835	58.35%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	+	0.6474	64.74%
CYP2C8 inhibition	-	0.6114	61.14%
CYP inhibitory promiscuity	-	0.5492	54.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5809	58.09%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.6684	66.84%
Skin irritation	-	0.6877	68.77%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6808	68.08%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5906	59.06%
skin sensitisation	-	0.6400	64.00%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7166	71.66%
Acute Oral Toxicity (c)	III	0.4802	48.02%
Estrogen receptor binding	-	0.5273	52.73%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	-	0.6274	62.74%
Glucocorticoid receptor binding	-	0.7791	77.91%
Aromatase binding	-	0.5834	58.34%
PPAR gamma	-	0.6456	64.56%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	96.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.21%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.14%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.51%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.93%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.89%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%

Plants that contains it

• Bryopteris filicina

Cross-Links

• PubChem: 163049074
• LOTUS: LTS0242948
• wikiData: Q105322067