4-[2-[(3aR,7aR)-2-acetyl-4,4,7a-trimethyl-3a,5,6,7-tetrahydro-3H-inden-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 348856fe-e18b-40b8-ab10-c4bfa15b2c55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-[2-[(3aR,7aR)-2-acetyl-4,4,7a-trimethyl-3a,5,6,7-tetrahydro-3H-inden-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H28O3/c1-13(21)15-12-17-19(2,3)9-5-10-20(17,4)16(15)7-6-14-8-11-23-18(14)22/h8,17H,5-7,9-12H2,1-4H3/t17-,20+/m1/s1
• InChI Key: MRQFLDWSKAQYHQ-XLIONFOSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.37
• 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	+	0.9959	99.59%
Caco-2	+	0.6827	68.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6049	60.49%
P-glycoprotein inhibitior	-	0.4693	46.93%
P-glycoprotein substrate	-	0.7557	75.57%
CYP3A4 substrate	+	0.5899	58.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.7594	75.94%
CYP2C19 inhibition	-	0.7440	74.40%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	+	0.5259	52.59%
CYP2C8 inhibition	-	0.6438	64.38%
CYP inhibitory promiscuity	-	0.6852	68.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5741	57.41%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8242	82.42%
Skin irritation	-	0.5625	56.25%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7393	73.93%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.5706	57.06%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5409	54.09%
Acute Oral Toxicity (c)	III	0.6919	69.19%
Estrogen receptor binding	-	0.5455	54.55%
Androgen receptor binding	-	0.4839	48.39%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6508	65.08%
Aromatase binding	-	0.5849	58.49%
PPAR gamma	+	0.6437	64.37%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.54%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.35%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.31%	82.69%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.36%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.77%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	83.02%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163011636
• LOTUS: LTS0041785
• wikiData: Q105170819