(2R)-2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: 9a6d527b-c1ac-4929-9cfe-771d68090eb9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C3=CC=CC=C3C(=O)C2=O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C3=CC=CC=C3C(=O)C2=O
• InChI: InChI=1S/C15H12O3/c1-8(2)12-7-11-14(17)13(16)9-5-3-4-6-10(9)15(11)18-12/h3-6,12H,1,7H2,2H3/t12-/m1/s1
• InChI Key: JXIGNVDGTOKIJS-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.53
• 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	+	0.7047	70.47%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6844	68.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6136	61.36%
P-glycoprotein inhibitior	-	0.8958	89.58%
P-glycoprotein substrate	-	0.9169	91.69%
CYP3A4 substrate	-	0.5236	52.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.8347	83.47%
CYP2C9 inhibition	+	0.5685	56.85%
CYP2C19 inhibition	+	0.6772	67.72%
CYP2D6 inhibition	-	0.8582	85.82%
CYP1A2 inhibition	+	0.9193	91.93%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	+	0.8066	80.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4998	49.98%
Eye corrosion	-	0.9546	95.46%
Eye irritation	+	0.7092	70.92%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9031	90.31%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6177	61.77%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.5392	53.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.4404	44.04%
Estrogen receptor binding	+	0.5898	58.98%
Androgen receptor binding	+	0.6757	67.57%
Thyroid receptor binding	-	0.5445	54.45%
Glucocorticoid receptor binding	-	0.5713	57.13%
Aromatase binding	-	0.5878	58.78%
PPAR gamma	-	0.5078	50.78%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.70%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.02%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.28%	93.65%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.95%	82.69%

Plants that contains it

• Lantana involucrata

Cross-Links

• PubChem: 92173455
• LOTUS: LTS0261970
• wikiData: Q105136587