2,3,3-trimethyl-3a,9b-dihydro-2H-benzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: 066c98cb-7188-49ad-9451-a2de988e8560
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2,3,3-trimethyl-3a,9b-dihydro-2H-benzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): CC1C(C2C(O1)C3=CC=CC=C3C(=O)C2=O)(C)C
• SMILES (Isomeric): CC1C(C2C(O1)C3=CC=CC=C3C(=O)C2=O)(C)C
• InChI: InChI=1S/C15H16O3/c1-8-15(2,3)11-13(17)12(16)9-6-4-5-7-10(9)14(11)18-8/h4-8,11,14H,1-3H3
• InChI Key: VICDYVFJMQPAHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6359	63.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7409	74.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8782	87.82%
P-glycoprotein inhibitior	-	0.8546	85.46%
P-glycoprotein substrate	-	0.9085	90.85%
CYP3A4 substrate	+	0.5409	54.09%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9256	92.56%
CYP2C9 inhibition	-	0.5561	55.61%
CYP2C19 inhibition	-	0.6565	65.65%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	+	0.8317	83.17%
CYP2C8 inhibition	-	0.8121	81.21%
CYP inhibitory promiscuity	+	0.6036	60.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4808	48.08%
Eye corrosion	-	0.9591	95.91%
Eye irritation	-	0.6810	68.10%
Skin irritation	-	0.7020	70.20%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	+	0.6836	68.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6197	61.97%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5643	56.43%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.9030	90.30%
Acute Oral Toxicity (c)	III	0.5164	51.64%
Estrogen receptor binding	+	0.8693	86.93%
Androgen receptor binding	+	0.5561	55.61%
Thyroid receptor binding	-	0.6365	63.65%
Glucocorticoid receptor binding	-	0.8084	80.84%
Aromatase binding	-	0.5303	53.03%
PPAR gamma	+	0.5987	59.87%
Honey bee toxicity	-	0.8486	84.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9513	95.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.39%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.76%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.27%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.07%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.62%	94.73%

Plants that contains it

• Streptocarpus dunnii

Cross-Links

• PubChem: 142624056
• LOTUS: LTS0021305
• wikiData: Q105286745