methyl (2R,3R,6R)-8-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3,6-dihydroxy-2,6-dimethyloctanoate

Details

• Internal ID: da778efe-051d-4ec0-af25-a66f9126c36b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2R,3R,6R)-8-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3,6-dihydroxy-2,6-dimethyloctanoate
• SMILES (Canonical): CC(C(CCC(C)(CCC1C(=C)CCCC1(C)C)O)O)C(=O)OC
• SMILES (Isomeric): C[C@H]([C@@H](CC[C@@](C)(CC[C@H]1C(=C)CCCC1(C)C)O)O)C(=O)OC
• InChI: InChI=1S/C20H36O4/c1-14-8-7-11-19(3,4)16(14)9-12-20(5,23)13-10-17(21)15(2)18(22)24-6/h15-17,21,23H,1,7-13H2,2-6H3/t15-,16+,17-,20-/m1/s1
• InChI Key: OKRBMWPDGMFNRO-AXVVYFOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₄
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.26135963 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.5797	57.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8179	81.79%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.8427	84.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6047	60.47%
P-glycoprotein inhibitior	-	0.7794	77.94%
P-glycoprotein substrate	-	0.6449	64.49%
CYP3A4 substrate	+	0.6226	62.26%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.7600	76.00%
CYP2C9 inhibition	-	0.7225	72.25%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	-	0.6777	67.77%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8395	83.95%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5150	51.50%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	+	0.5094	50.94%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7610	76.10%
Acute Oral Toxicity (c)	III	0.3556	35.56%
Estrogen receptor binding	-	0.4949	49.49%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6166	61.66%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.5356	53.56%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	99.59%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	97.19%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.04%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.75%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.90%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.25%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.86%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.31%	94.00%
CHEMBL5028	O14672	ADAM10	84.19%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.95%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.10%	85.31%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.07%	98.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.85%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.62%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.28%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.98%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.77%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.65%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	80.30%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039850
• LOTUS: LTS0202434
• wikiData: Q105193714