methyl (2aS,2bS,3S,4R,7aR)-3-[2-(furan-3-yl)ethyl]-3,4-dimethyl-2b,4,5,7-tetrahydro-2aH-cyclobuta[a]indene-7a-carboxylate

Details

• Internal ID: c79a9de9-188e-430f-b581-82f8d027783e
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: methyl (2aS,2bS,3S,4R,7aR)-3-[2-(furan-3-yl)ethyl]-3,4-dimethyl-2b,4,5,7-tetrahydro-2aH-cyclobuta[a]indene-7a-carboxylate
• InChI: InChI=1S/C21H26O3/c1-14-4-5-16-12-21(19(22)23-3)10-7-17(21)18(16)20(14,2)9-6-15-8-11-24-13-15/h5,7-8,10-11,13-14,17-18H,4,6,9,12H2,1-3H3/t14-,17+,18-,20+,21+/m1/s1
• InChI Key: BMUFATOYHCANSA-QCKFJMSFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.18819469 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7986	79.86%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4330	43.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7617	76.17%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7698	76.98%
P-glycoprotein inhibitior	-	0.5492	54.92%
P-glycoprotein substrate	+	0.5396	53.96%
CYP3A4 substrate	+	0.6543	65.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.6390	63.90%
CYP2C9 inhibition	-	0.6258	62.58%
CYP2C19 inhibition	-	0.5453	54.53%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	+	0.5794	57.94%
CYP2C8 inhibition	+	0.5729	57.29%
CYP inhibitory promiscuity	+	0.5423	54.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.7017	70.17%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8993	89.93%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6284	62.84%
skin sensitisation	-	0.6815	68.15%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4560	45.60%
Acute Oral Toxicity (c)	III	0.5704	57.04%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	+	0.6955	69.55%
Thyroid receptor binding	-	0.5136	51.36%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.5988	59.88%
PPAR gamma	+	0.5830	58.30%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.37%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.12%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.43%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.30%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.09%	99.17%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162842394
• LOTUS: LTS0061744
• wikiData: Q104938575