3-(Furan-2-yl)-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one

Details

• Internal ID: 66ab0a9e-8c07-4c4f-b994-2485a2742e3f
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 3-(furan-2-yl)-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CC1=C2C(=O)OC(C2(CCC1)C)C3=CC=CO3
• SMILES (Isomeric): CC1=C2C(=O)OC(C2(CCC1)C)C3=CC=CO3
• InChI: InChI=1S/C14H16O3/c1-9-5-3-7-14(2)11(9)13(15)17-12(14)10-6-4-8-16-10/h4,6,8,12H,3,5,7H2,1-2H3
• InChI Key: WPNOWVWMZUYEQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.38
• 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	+	0.8353	83.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6868	68.68%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9080	90.80%
P-glycoprotein inhibitior	-	0.9478	94.78%
P-glycoprotein substrate	-	0.9426	94.26%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.6078	60.78%
CYP2C9 inhibition	-	0.8575	85.75%
CYP2C19 inhibition	-	0.7682	76.82%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	+	0.7144	71.44%
CYP2C8 inhibition	-	0.8926	89.26%
CYP inhibitory promiscuity	-	0.5585	55.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4259	42.59%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.5628	56.28%
Skin corrosion	-	0.8903	89.03%
Ames mutagenesis	-	0.6307	63.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6917	69.17%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5733	57.33%
skin sensitisation	-	0.6667	66.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5113	51.13%
Acute Oral Toxicity (c)	II	0.4691	46.91%
Estrogen receptor binding	-	0.6649	66.49%
Androgen receptor binding	-	0.6015	60.15%
Thyroid receptor binding	-	0.6980	69.80%
Glucocorticoid receptor binding	-	0.7540	75.40%
Aromatase binding	-	0.5484	54.84%
PPAR gamma	+	0.5330	53.30%
Honey bee toxicity	-	0.9346	93.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	96.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.07%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.97%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.29%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.04%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.92%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.58%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%

Plants that contains it

• Dictamnus dasycarpus

Cross-Links

• PubChem: 163073580
• LOTUS: LTS0105182
• wikiData: Q105310079