[(9Z,14E,16E)-18-acetyloxyoctadeca-9,14,16-trien-12-ynyl] acetate

Details

• Internal ID: b85b85cc-52dd-42f5-82ca-af44b7dfdafb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(9Z,14E,16E)-18-acetyloxyoctadeca-9,14,16-trien-12-ynyl] acetate
• SMILES (Canonical): CC(=O)OCCCCCCCCC=CCC#CC=CC=CCOC(=O)C
• SMILES (Isomeric): CC(=O)OCCCCCCCC/C=C\CC#C/C=C/C=C/COC(=O)C
• InChI: InChI=1S/C22H32O4/c1-21(23)25-19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-26-22(2)24/h3-4,12,14,16,18H,5-7,9,11,13,15,17,19-20H2,1-2H3/b4-3-,14-12+,18-16+
• InChI Key: DTZDZUCBLITYQY-IYCXIOHDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9545	95.45%
Caco-2	-	0.6341	63.41%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7751	77.51%
P-glycoprotein inhibitior	+	0.5738	57.38%
P-glycoprotein substrate	-	0.8805	88.05%
CYP3A4 substrate	+	0.5801	58.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8104	81.04%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.9235	92.35%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.6766	67.66%
CYP inhibitory promiscuity	-	0.8290	82.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6623	66.23%
Carcinogenicity (trinary)	Non-required	0.7539	75.39%
Eye corrosion	+	0.7381	73.81%
Eye irritation	-	0.7743	77.43%
Skin irritation	-	0.5623	56.23%
Skin corrosion	-	0.9846	98.46%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6345	63.45%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.9619	96.19%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.8385	83.85%
Acute Oral Toxicity (c)	III	0.6217	62.17%
Estrogen receptor binding	+	0.5536	55.36%
Androgen receptor binding	-	0.5310	53.10%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5506	55.06%
Aromatase binding	-	0.6638	66.38%
PPAR gamma	+	0.5484	54.84%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.30%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	93.85%	92.95%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	87.95%	90.75%
CHEMBL2581	P07339	Cathepsin D	85.96%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.14%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.98%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.45%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.45%	94.33%

Plants that contains it

• Bupleurum longiradiatum

Cross-Links

• PubChem: 44613548
• LOTUS: LTS0260934
• wikiData: Q104989098