2-[(2S,8S,8aR)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enyl acetate

Details

• Internal ID: 9f1ed836-feef-40d1-aa2f-95d31e8dcc6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2S,8S,8aR)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enyl acetate
• SMILES (Canonical): CC1CCC=C2C1(CC(CC2)C(=C)COC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1(C[C@H](CC2)C(=C)COC(=O)C)C
• InChI: InChI=1S/C17H26O2/c1-12(11-19-14(3)18)15-8-9-16-7-5-6-13(2)17(16,4)10-15/h7,13,15H,1,5-6,8-11H2,2-4H3/t13-,15-,17+/m0/s1
• InChI Key: FWQQUGHSYKXIMY-JLJPHGGASA-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: 4.60
• Atomic LogP (AlogP): 4.27
• 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	+	0.9969	99.69%
Caco-2	+	0.8964	89.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5262	52.62%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	-	0.2904	29.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7022	70.22%
P-glycoprotein substrate	-	0.8293	82.93%
CYP3A4 substrate	+	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8042	80.42%
CYP2C9 inhibition	-	0.5883	58.83%
CYP2C19 inhibition	+	0.6254	62.54%
CYP2D6 inhibition	-	0.8965	89.65%
CYP1A2 inhibition	-	0.6707	67.07%
CYP2C8 inhibition	+	0.4653	46.53%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4921	49.21%
Eye corrosion	-	0.9644	96.44%
Eye irritation	-	0.6908	69.08%
Skin irritation	-	0.6682	66.82%
Skin corrosion	-	0.9869	98.69%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7528	75.28%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6879	68.79%
skin sensitisation	-	0.5782	57.82%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.7990	79.90%
Estrogen receptor binding	-	0.6953	69.53%
Androgen receptor binding	-	0.6539	65.39%
Thyroid receptor binding	-	0.5646	56.46%
Glucocorticoid receptor binding	+	0.6289	62.89%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6638	66.38%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
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	97.93%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.34%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.93%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.75%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.24%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.07%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

Plants that contains it

• Tessaria absinthioides

Cross-Links

• PubChem: 163008046
• LOTUS: LTS0074767
• wikiData: Q105003518