4-ethenyl-4-methyl-3-methylidene-5,9b-dihydro-3aH-benzo[g][1]benzofuran-6,9-dione

Details

• Internal ID: cbfe582c-6265-4374-85c3-28f0b1ed9e0d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4-ethenyl-4-methyl-3-methylidene-5,9b-dihydro-3aH-benzo[g][1]benzofuran-6,9-dione
• InChI: InChI=1S/C16H16O3/c1-4-16(3)7-10-11(17)5-6-12(18)13(10)15-14(16)9(2)8-19-15/h4-6,14-15H,1-2,7-8H2,3H3
• InChI Key: BVUPKSMVSXSGLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.16
• 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	+	1.0000	100.00%
Caco-2	-	0.6429	64.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6205	62.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8887	88.87%
P-glycoprotein inhibitior	-	0.9117	91.17%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.9154	91.54%
CYP2C9 inhibition	-	0.6148	61.48%
CYP2C19 inhibition	-	0.6195	61.95%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.5268	52.68%
CYP2C8 inhibition	-	0.8876	88.76%
CYP inhibitory promiscuity	+	0.5051	50.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4672	46.72%
Eye corrosion	-	0.9263	92.63%
Eye irritation	-	0.7396	73.96%
Skin irritation	-	0.6364	63.64%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5847	58.47%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.5766	57.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7906	79.06%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	-	0.5768	57.68%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	-	0.6672	66.72%
Glucocorticoid receptor binding	+	0.5694	56.94%
Aromatase binding	-	0.6648	66.48%
PPAR gamma	+	0.5637	56.37%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.89%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.63%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	91.06%	92.51%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.69%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	84.50%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.18%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	81.18%	96.00%

Plants that contains it

• Cordia americana

Cross-Links

• PubChem: 163018432
• LOTUS: LTS0065509
• wikiData: Q104946873