[5-(2,5,5,8a-Tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enyl] acetate

Details

• Internal ID: 135d3638-25a3-4510-b596-8a3bd1341aa5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [5-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enyl] acetate
• InChI: InChI=1S/C22H36O2/c1-16(12-15-24-18(3)23)8-10-19-17(2)9-11-20-21(4,5)13-7-14-22(19,20)6/h9,12,19-20H,7-8,10-11,13-15H2,1-6H3
• InChI Key: DEKPALIRJFSIQW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₂
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.271530387 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

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	+	0.7441	74.41%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6148	61.48%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	-	0.3980	39.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	-	0.5635	56.35%
P-glycoprotein substrate	-	0.8585	85.85%
CYP3A4 substrate	+	0.6399	63.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9161	91.61%
CYP2C9 inhibition	-	0.6905	69.05%
CYP2C19 inhibition	+	0.6170	61.70%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	+	0.4899	48.99%
CYP inhibitory promiscuity	+	0.5758	57.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4748	47.48%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8732	87.32%
Skin irritation	-	0.6862	68.62%
Skin corrosion	-	0.9893	98.93%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7646	76.46%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6798	67.98%
skin sensitisation	+	0.5887	58.87%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.6009	60.09%
Androgen receptor binding	-	0.5371	53.71%
Thyroid receptor binding	+	0.6658	66.58%
Glucocorticoid receptor binding	+	0.5998	59.98%
Aromatase binding	+	0.6005	60.05%
PPAR gamma	+	0.6765	67.65%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.63%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.38%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.89%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.80%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.59%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.32%	94.62%
CHEMBL1937	Q92769	Histone deacetylase 2	82.23%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.49%	100.00%

Plants that contains it

• Cistus creticus
• Parentucellia latifolia

Cross-Links

• PubChem: 85140052
• LOTUS: LTS0135142
• wikiData: Q104977303