2-[(1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enyl acetate

Details

• Internal ID: b22495c9-9eba-4772-add8-c568d707c3f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enyl acetate
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)C)C(=C)COC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@H]2[C@H]1CCC(=C2)C)C(=C)COC(=O)C
• InChI: InChI=1S/C17H26O2/c1-11-5-7-15-12(2)6-8-16(17(15)9-11)13(3)10-19-14(4)18/h9,12,15-17H,3,5-8,10H2,1-2,4H3/t12-,15+,16+,17-/m1/s1
• InChI Key: FSSHGZSTJQKTKQ-ISWURRPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8380	83.80%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.3732	37.32%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.8529	85.29%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5751	57.51%
P-glycoprotein inhibitior	-	0.7749	77.49%
P-glycoprotein substrate	-	0.8122	81.22%
CYP3A4 substrate	+	0.5824	58.24%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.6445	64.45%
CYP2C19 inhibition	+	0.5234	52.34%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.5245	52.45%
CYP2C8 inhibition	-	0.6237	62.37%
CYP inhibitory promiscuity	+	0.5394	53.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5582	55.82%
Eye corrosion	-	0.8841	88.41%
Eye irritation	-	0.5476	54.76%
Skin irritation	-	0.6427	64.27%
Skin corrosion	-	0.9896	98.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6782	67.82%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.5449	54.49%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.8393	83.93%
Estrogen receptor binding	-	0.7757	77.57%
Androgen receptor binding	+	0.5679	56.79%
Thyroid receptor binding	-	0.5840	58.40%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	-	0.7721	77.21%
PPAR gamma	-	0.7768	77.68%
Honey bee toxicity	-	0.8457	84.57%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.94%	83.82%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.98%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.24%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.45%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.92%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.79%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.00%	99.17%

Plants that contains it

• Nolana coelestis

Cross-Links

• PubChem: 162884477
• LOTUS: LTS0016725
• wikiData: Q105000851