5,7,7-trimethyl-6,8-dihydro-1H-cyclopenta[e][2]benzofuran-3-one

Details

• Internal ID: d8741954-8812-4fdb-92e6-664e1f69919f
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 5,7,7-trimethyl-6,8-dihydro-1H-cyclopenta[e][2]benzofuran-3-one
• SMILES (Canonical): CC1=CC2=C(COC2=O)C3=C1CC(C3)(C)C
• SMILES (Isomeric): CC1=CC2=C(COC2=O)C3=C1CC(C3)(C)C
• InChI: InChI=1S/C14H16O2/c1-8-4-9-12(7-16-13(9)15)11-6-14(2,3)5-10(8)11/h4H,5-7H2,1-3H3
• InChI Key: IBOXFXCETGSBIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.9036	90.36%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4986	49.86%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8307	83.07%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.9224	92.24%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8463	84.63%
CYP3A4 inhibition	-	0.9173	91.73%
CYP2C9 inhibition	-	0.7067	70.67%
CYP2C19 inhibition	+	0.5882	58.82%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.5308	53.08%
CYP2C8 inhibition	-	0.9354	93.54%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6352	63.52%
Eye corrosion	-	0.9229	92.29%
Eye irritation	+	0.8768	87.68%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5626	56.26%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7014	70.14%
skin sensitisation	-	0.5959	59.59%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.8549	85.49%
Acute Oral Toxicity (c)	III	0.6789	67.89%
Estrogen receptor binding	-	0.7353	73.53%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	-	0.6449	64.49%
Glucocorticoid receptor binding	-	0.7091	70.91%
Aromatase binding	-	0.7732	77.32%
PPAR gamma	-	0.5847	58.47%
Honey bee toxicity	-	0.9301	93.01%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.19%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.13%	93.40%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.42%	96.21%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.98%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL2535	P11166	Glucose transporter	86.76%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.46%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14314432
• LOTUS: LTS0025059
• wikiData: Q105036596