Methyl 6-(9-ethyl-4,10-dihydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl)hepta-2,4-dienoate

Details

• Internal ID: e57ea480-76e4-4d29-9458-aaedfcbcf7db
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl 6-(9-ethyl-4,10-dihydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl)hepta-2,4-dienoate
• SMILES (Canonical): CCC1C(OC2(CC1O)C(C(C(C(O2)C(C)C=CC=CC(=O)OC)C)O)C)C
• SMILES (Isomeric): CCC1C(OC2(CC1O)C(C(C(C(O2)C(C)C=CC=CC(=O)OC)C)O)C)C
• InChI: InChI=1S/C22H36O6/c1-7-17-16(5)27-22(12-18(17)23)15(4)20(25)14(3)21(28-22)13(2)10-8-9-11-19(24)26-6/h8-11,13-18,20-21,23,25H,7,12H2,1-6H3
• InChI Key: MSFATTXTDHLTMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₆
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.25118886 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8833	88.33%
Caco-2	-	0.5880	58.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6583	65.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5786	57.86%
P-glycoprotein inhibitior	-	0.5780	57.80%
P-glycoprotein substrate	-	0.5055	50.55%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.8180	81.80%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.9420	94.20%
CYP2C8 inhibition	-	0.7556	75.56%
CYP inhibitory promiscuity	-	0.9081	90.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9730	97.30%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	-	0.5418	54.18%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.5530	55.30%
Aromatase binding	+	0.6742	67.42%
PPAR gamma	-	0.5191	51.91%
Honey bee toxicity	-	0.7769	77.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8755	87.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.21%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.16%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.54%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	95.41%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.11%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	90.22%	95.93%
CHEMBL230	P35354	Cyclooxygenase-2	89.42%	89.63%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.45%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.20%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.67%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.32%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.98%	94.33%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.90%	99.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.38%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.21%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.45%	97.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.87%	94.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.67%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.04%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.42%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.16%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816258
• LOTUS: LTS0153415
• wikiData: Q104172019