[(1S,4aR,8S,8aR)-5-(2-methoxypropan-2-yl)-3,8-dimethyl-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl] acetate

Details

• Internal ID: 266d67ec-5e7a-4e1c-b3b6-5523ec832012
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,4aR,8S,8aR)-5-(2-methoxypropan-2-yl)-3,8-dimethyl-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl] acetate
• SMILES (Canonical): CC1CC=C(C2C1C(CC(=C2)C)OC(=O)C)C(C)(C)OC
• SMILES (Isomeric): C[C@H]1CC=C([C@H]2[C@@H]1[C@H](CC(=C2)C)OC(=O)C)C(C)(C)OC
• InChI: InChI=1S/C18H28O3/c1-11-9-14-15(18(4,5)20-6)8-7-12(2)17(14)16(10-11)21-13(3)19/h8-9,12,14,16-17H,7,10H2,1-6H3/t12-,14-,16-,17+/m0/s1
• InChI Key: WAXILJQBZIRBRJ-ZFZWDLNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8547	85.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5337	53.37%
P-glycoprotein inhibitior	-	0.7860	78.60%
P-glycoprotein substrate	-	0.7300	73.00%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.7235	72.35%
CYP2C19 inhibition	-	0.5920	59.20%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.8998	89.98%
CYP2C8 inhibition	-	0.7633	76.33%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7903	79.03%
Carcinogenicity (trinary)	Warning	0.4696	46.96%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8491	84.91%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9906	99.06%
Ames mutagenesis	-	0.6328	63.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7046	70.46%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6850	68.50%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4913	49.13%
Acute Oral Toxicity (c)	III	0.7607	76.07%
Estrogen receptor binding	-	0.5972	59.72%
Androgen receptor binding	-	0.5750	57.50%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.6069	60.69%
Aromatase binding	-	0.6495	64.95%
PPAR gamma	-	0.5913	59.13%
Honey bee toxicity	-	0.5810	58.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9727	97.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.75%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.13%	96.95%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.31%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.17%	91.19%
CHEMBL5028	O14672	ADAM10	81.10%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%

Plants that contains it

• Marsupella aquatica

Cross-Links

• PubChem: 15923267
• LOTUS: LTS0071856
• wikiData: Q105300509