methyl (3R,3aR,7R,7aS)-6-ethenyl-3,7,7a-trimethyl-4-oxo-1,2,3,7-tetrahydroindene-3a-carboxylate

Details

• Internal ID: 19fc4ef5-6ebe-4b81-8bdc-e11b59737928
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (3R,3aR,7R,7aS)-6-ethenyl-3,7,7a-trimethyl-4-oxo-1,2,3,7-tetrahydroindene-3a-carboxylate
• InChI: InChI=1S/C16H22O3/c1-6-12-9-13(17)16(14(18)19-5)10(2)7-8-15(16,4)11(12)3/h6,9-11H,1,7-8H2,2-5H3/t10-,11-,15+,16-/m1/s1
• InChI Key: XEJHIPPQYNXLCZ-NSLUBLRVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.8119	81.19%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9020	90.20%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9806	98.06%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.7675	76.75%
CYP3A4 substrate	+	0.6228	62.28%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9109	91.09%
CYP3A4 inhibition	-	0.8192	81.92%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.8452	84.52%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.5345	53.45%
CYP2C8 inhibition	-	0.8021	80.21%
CYP inhibitory promiscuity	-	0.8724	87.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9129	91.29%
Skin irritation	+	0.5373	53.73%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5998	59.98%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5582	55.82%
skin sensitisation	-	0.5511	55.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7790	77.90%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6382	63.82%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	-	0.7719	77.19%
Aromatase binding	-	0.6286	62.86%
PPAR gamma	-	0.6849	68.49%
Honey bee toxicity	-	0.7988	79.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.02%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.91%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	86.56%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.03%	80.96%

Plants that contains it

• Porella acutifolia

Cross-Links

• PubChem: 10539422
• LOTUS: LTS0123082
• wikiData: Q105326373