5-[(1E)-1-(2,2-dimethylcyclopentylidene)ethyl]-4,4-dimethyl-3,3a,5,6,7,7a-hexahydro-2-benzofuran-1-one

Details

• Internal ID: 3a8e5270-23bd-4c47-978e-e53a2f1ec275
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 5-[(1E)-1-(2,2-dimethylcyclopentylidene)ethyl]-4,4-dimethyl-3,3a,5,6,7,7a-hexahydro-2-benzofuran-1-one
• InChI: InChI=1S/C19H30O2/c1-12(14-7-6-10-18(14,2)3)15-9-8-13-16(19(15,4)5)11-21-17(13)20/h13,15-16H,6-11H2,1-5H3/b14-12+
• InChI Key: AFVRXSWEFLLPCS-WYMLVPIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₂
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 2
• 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	+	0.9973	99.73%
Caco-2	+	0.7885	78.85%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5251	52.51%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7524	75.24%
P-glycoprotein inhibitior	-	0.5921	59.21%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5998	59.98%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8493	84.93%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.5331	53.31%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	+	0.5142	51.42%
CYP2C8 inhibition	-	0.7932	79.32%
CYP inhibitory promiscuity	-	0.8106	81.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9625	96.25%
Eye irritation	-	0.4906	49.06%
Skin irritation	-	0.5486	54.86%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6864	68.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6936	69.36%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5911	59.11%
skin sensitisation	+	0.5222	52.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5676	56.76%
Acute Oral Toxicity (c)	III	0.6435	64.35%
Estrogen receptor binding	+	0.5538	55.38%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	+	0.7275	72.75%
Glucocorticoid receptor binding	-	0.4867	48.67%
Aromatase binding	-	0.6078	60.78%
PPAR gamma	-	0.5735	57.35%
Honey bee toxicity	-	0.8106	81.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.14%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.68%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.27%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.19%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.14%	96.77%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.79%	80.96%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.82%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.39%	89.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14526374
• LOTUS: LTS0036282
• wikiData: Q104395535