(1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl) 3-(3,7-dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoate

Details

• Internal ID: 4e98ef54-b4b4-4b5a-b82e-ff6ca25c9add
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl) 3-(3,7-dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoate
• SMILES (Canonical): CCCCCC1=CC(=C(C(=C1C(=O)OC2(CCC(C3C2CCC(=C3)C)C(C)C)C)O)CC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CCCCCC1=CC(=C(C(=C1C(=O)OC2(CCC(C3C2CCC(=C3)C)C(C)C)C)O)CC=C(C)CCC=C(C)C)O
• InChI: InChI=1S/C37H56O4/c1-9-10-11-15-28-23-33(38)30(18-16-26(6)14-12-13-24(2)3)35(39)34(28)36(40)41-37(8)21-20-29(25(4)5)31-22-27(7)17-19-32(31)37/h13,16,22-23,25,29,31-32,38-39H,9-12,14-15,17-21H2,1-8H3
• InChI Key: RIKKBBVWCNNHHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₄
• Molecular Weight: 564.80 g/mol
• Exact Mass: 564.41786026 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 11.60
• Atomic LogP (AlogP): 10.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.6682	66.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7964	79.64%
OATP1B3 inhibitior	-	0.2824	28.24%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9847	98.47%
P-glycoprotein inhibitior	+	0.8491	84.91%
P-glycoprotein substrate	+	0.5902	59.02%
CYP3A4 substrate	+	0.7228	72.28%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.5108	51.08%
CYP2C19 inhibition	+	0.6143	61.43%
CYP2D6 inhibition	-	0.8785	87.85%
CYP1A2 inhibition	+	0.6484	64.84%
CYP2C8 inhibition	+	0.7980	79.80%
CYP inhibitory promiscuity	+	0.6193	61.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9455	94.55%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.7068	70.68%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9336	93.36%
Acute Oral Toxicity (c)	III	0.3970	39.70%
Estrogen receptor binding	+	0.7605	76.05%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	+	0.7714	77.14%
Aromatase binding	+	0.7094	70.94%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.7987	79.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5235	52.35%
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	99.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.76%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.66%	95.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.81%	92.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.73%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.65%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.54%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.02%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.93%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.43%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.27%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.23%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.53%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.45%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.98%	92.62%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.92%	92.68%
CHEMBL230	P35354	Cyclooxygenase-2	84.60%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.32%	96.90%
CHEMBL1951	P21397	Monoamine oxidase A	83.99%	91.49%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.99%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.90%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.05%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.89%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.53%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.37%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.08%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.03%	96.47%
CHEMBL233	P35372	Mu opioid receptor	80.49%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.43%	97.09%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 74336924
• LOTUS: LTS0037374
• wikiData: Q105236923