(4aR,8aS)-4,6,6,8a-tetramethyl-4a,5-dihydro-1H-cyclopenta[f][2]benzofuran-3,7-dione

Details

• Internal ID: bf134b8c-e53a-4c88-a194-e0100ad5f4b8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4aR,8aS)-4,6,6,8a-tetramethyl-4a,5-dihydro-1H-cyclopenta[f][2]benzofuran-3,7-dione
• InChI: InChI=1S/C15H18O3/c1-8-9-5-14(2,3)12(16)10(9)6-15(4)7-18-13(17)11(8)15/h6,9H,5,7H2,1-4H3/t9-,15-/m1/s1
• InChI Key: GIKAUSKVSNRBNF-RFAUZJTJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.42
• 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	+	0.9974	99.74%
Caco-2	+	0.8145	81.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7022	70.22%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6876	68.76%
P-glycoprotein inhibitior	-	0.8805	88.05%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	+	0.5368	53.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.9063	90.63%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.8564	85.64%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	+	0.6880	68.80%
CYP2C8 inhibition	-	0.8178	81.78%
CYP inhibitory promiscuity	-	0.6797	67.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.4850	48.50%
Eye corrosion	-	0.9668	96.68%
Eye irritation	-	0.5666	56.66%
Skin irritation	-	0.5314	53.14%
Skin corrosion	-	0.8702	87.02%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6403	64.03%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5644	56.44%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7037	70.37%
Acute Oral Toxicity (c)	III	0.6274	62.74%
Estrogen receptor binding	-	0.6666	66.66%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	-	0.6842	68.42%
Glucocorticoid receptor binding	-	0.7322	73.22%
Aromatase binding	-	0.6708	67.08%
PPAR gamma	-	0.6662	66.62%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	94.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.39%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.93%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.51%	95.50%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.77%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.66%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.63%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.07%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.70%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	81.44%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162859725
• LOTUS: LTS0140417
• wikiData: Q105009064