[(7E,9E,16Z)-18-hydroxyoctadeca-7,9,16-trien-11,13-diyn-4-yl] acetate

Details

• Internal ID: f6562fb8-40ad-40b3-980f-59da960fdc07
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(7E,9E,16Z)-18-hydroxyoctadeca-7,9,16-trien-11,13-diyn-4-yl] acetate
• SMILES (Canonical): CCCC(CCC=CC=CC#CC#CCC=CCO)OC(=O)C
• SMILES (Isomeric): CCCC(CC/C=C/C=C/C#CC#CC/C=C\CO)OC(=O)C
• InChI: InChI=1S/C20H26O3/c1-3-16-20(23-19(2)22)17-14-12-10-8-6-4-5-7-9-11-13-15-18-21/h6,8,10,12-13,15,20-21H,3,11,14,16-18H2,1-2H3/b8-6+,12-10+,15-13-
• InChI Key: AKVJQLCJYKTDNL-UHXCPQQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.56
• 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	+	0.9758	97.58%
Caco-2	-	0.5741	57.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6972	69.72%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5227	52.27%
P-glycoprotein inhibitior	-	0.6322	63.22%
P-glycoprotein substrate	-	0.6689	66.89%
CYP3A4 substrate	+	0.5877	58.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7173	71.73%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.8582	85.82%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	-	0.5944	59.44%
CYP2C8 inhibition	-	0.6817	68.17%
CYP inhibitory promiscuity	-	0.6184	61.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.6650	66.50%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7655	76.55%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	+	0.7541	75.41%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.8163	81.63%
Acute Oral Toxicity (c)	III	0.5895	58.95%
Estrogen receptor binding	+	0.5990	59.90%
Androgen receptor binding	-	0.6256	62.56%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	+	0.5734	57.34%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.8969	89.69%

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	97.69%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.03%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.21%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.71%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.93%	89.34%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.87%	97.29%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.60%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%

Plants that contains it

• Bupleurum longiradiatum

Cross-Links

• PubChem: 5315585
• LOTUS: LTS0010332
• wikiData: Q105096090