[(8E,10E,14S)-14-hydroxyheptadeca-8,10-dien-4,6-diynyl] acetate

Details

• Internal ID: 03f3070d-f41f-4d4e-b418-9a216e3b3056
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(8E,10E,14S)-14-hydroxyheptadeca-8,10-dien-4,6-diynyl] acetate
• SMILES (Canonical): CCCC(CCC=CC=CC#CC#CCCCOC(=O)C)O
• SMILES (Isomeric): CCC[C@@H](CC/C=C/C=C/C#CC#CCCCOC(=O)C)O
• InChI: InChI=1S/C19H26O3/c1-3-15-19(21)16-13-11-9-7-5-4-6-8-10-12-14-17-22-18(2)20/h5,7,9,11,19,21H,3,12-17H2,1-2H3/b7-5+,11-9+/t19-/m0/s1
• InChI Key: FBEHFIRKGJWGPO-FLMPCSKASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6670	66.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7482	74.82%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7810	78.10%
P-glycoprotein substrate	-	0.6676	66.76%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.6963	69.63%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.5196	51.96%
CYP2C8 inhibition	-	0.7480	74.80%
CYP inhibitory promiscuity	-	0.8047	80.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.6597	65.97%
Eye irritation	-	0.8807	88.07%
Skin irritation	-	0.7120	71.20%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7350	73.50%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6886	68.86%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9128	91.28%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.8134	81.34%
Acute Oral Toxicity (c)	I	0.4901	49.01%
Estrogen receptor binding	+	0.5987	59.87%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5377	53.77%
Aromatase binding	-	0.6000	60.00%
PPAR gamma	+	0.5201	52.01%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.12%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.07%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.68%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.45%	92.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.18%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	81.81%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.27%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.85%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.53%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.19%	95.71%

Plants that contains it

• Oenanthe crocata

Cross-Links

• PubChem: 101424590
• LOTUS: LTS0041245
• wikiData: Q104992578