[(3S,4E,6E,12E)-3,14-dihydroxytetradeca-4,6,12-trien-8,10-diynyl] 3-methylbutanoate

Details

• Internal ID: db28b29e-0e86-4f92-8802-996c2e2740ab
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(3S,4E,6E,12E)-3,14-dihydroxytetradeca-4,6,12-trien-8,10-diynyl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCCC(C=CC=CC#CC#CC=CCO)O
• SMILES (Isomeric): CC(C)CC(=O)OCC[C@@H](/C=C/C=C/C#CC#C/C=C/CO)O
• InChI: InChI=1S/C19H24O4/c1-17(2)16-19(22)23-15-13-18(21)12-10-8-6-4-3-5-7-9-11-14-20/h6,8-12,17-18,20-21H,13-16H2,1-2H3/b8-6+,11-9+,12-10+/t18-/m1/s1
• InChI Key: ILXATFYUJVFIQN-HBKRLFAZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.99
• 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	+	0.9380	93.80%
Caco-2	-	0.6490	64.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8520	85.20%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5827	58.27%
P-glycoprotein inhibitior	-	0.7609	76.09%
P-glycoprotein substrate	-	0.7900	79.00%
CYP3A4 substrate	+	0.5797	57.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7352	73.52%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.8632	86.32%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8194	81.94%
CYP2C8 inhibition	-	0.8249	82.49%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.8365	83.65%
Eye irritation	-	0.9509	95.09%
Skin irritation	-	0.8583	85.83%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4062	40.62%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.7734	77.34%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.9602	96.02%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	+	0.5811	58.11%
Androgen receptor binding	-	0.6258	62.58%
Thyroid receptor binding	+	0.5768	57.68%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.5190	51.90%
PPAR gamma	-	0.5121	51.21%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8256	82.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.20%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.69%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.30%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.50%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.75%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.85%	96.47%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.40%	89.34%
CHEMBL202	P00374	Dihydrofolate reductase	81.85%	89.92%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 11544212
• LOTUS: LTS0010587
• wikiData: Q105115524