methyl 2-[(1S,2S)-2-[(1R,4S)-4-ethenyl-4-methyl-2-oxocyclohexyl]-2,6,6-trimethylcyclohexyl]acetate

Details

• Internal ID: a75264c6-b260-425f-a681-bdfcc623cde5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters > Methyl esters
• IUPAC Name: methyl 2-[(1S,2S)-2-[(1R,4S)-4-ethenyl-4-methyl-2-oxocyclohexyl]-2,6,6-trimethylcyclohexyl]acetate
• SMILES (Canonical): CC1(CCCC(C1CC(=O)OC)(C)C2CCC(CC2=O)(C)C=C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@H](C(=O)C1)[C@]2(CCCC([C@@H]2CC(=O)OC)(C)C)C)C=C
• InChI: InChI=1S/C21H34O3/c1-7-20(4)12-9-15(16(22)14-20)21(5)11-8-10-19(2,3)17(21)13-18(23)24-6/h7,15,17H,1,8-14H2,2-6H3/t15-,17-,20-,21+/m0/s1
• InChI Key: LDVSXMCXDQWZKB-STRKUORWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.94
• 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	+	0.9942	99.42%
Caco-2	+	0.8031	80.31%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8785	87.85%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.8489	84.89%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6596	65.96%
P-glycoprotein inhibitior	-	0.5486	54.86%
P-glycoprotein substrate	-	0.7914	79.14%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6491	64.91%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.6779	67.79%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	-	0.7226	72.26%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7453	74.53%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5423	54.23%
skin sensitisation	-	0.6491	64.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.7987	79.87%
Estrogen receptor binding	+	0.6291	62.91%
Androgen receptor binding	+	0.6229	62.29%
Thyroid receptor binding	+	0.5191	51.91%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	-	0.4949	49.49%
PPAR gamma	-	0.6307	63.07%
Honey bee toxicity	-	0.8622	86.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.81%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.86%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.17%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.44%	91.03%
CHEMBL4040	P28482	MAP kinase ERK2	85.14%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.93%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.10%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.33%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.18%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.58%	95.50%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.19%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.17%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.73%	93.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.25%	94.50%
CHEMBL1871	P10275	Androgen Receptor	80.61%	96.43%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 162820437
• LOTUS: LTS0025900
• wikiData: Q105150406