[(3R,5E,7E)-3-acetyloxypentadeca-5,7-dien-9,11,13-triynyl] acetate

Details

• Internal ID: 9126efd2-ad3b-471e-9dd2-9dbb279c63e7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(3R,5E,7E)-3-acetyloxypentadeca-5,7-dien-9,11,13-triynyl] acetate
• SMILES (Canonical): CC#CC#CC#CC=CC=CCC(CCOC(=O)C)OC(=O)C
• SMILES (Isomeric): CC#CC#CC#C/C=C/C=C/C[C@H](CCOC(=O)C)OC(=O)C
• InChI: InChI=1S/C19H20O4/c1-4-5-6-7-8-9-10-11-12-13-14-19(23-18(3)21)15-16-22-17(2)20/h10-13,19H,14-16H2,1-3H3/b11-10+,13-12+/t19-/m1/s1
• InChI Key: CCISAWUQSGDVAV-ZPWLBISPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9635	96.35%
Caco-2	+	0.5068	50.68%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8270	82.70%
P-glycoprotein inhibitior	-	0.6984	69.84%
P-glycoprotein substrate	-	0.8162	81.62%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.5085	50.85%
CYP2C9 inhibition	-	0.8039	80.39%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7765	77.65%
CYP2C8 inhibition	-	0.8297	82.97%
CYP inhibitory promiscuity	-	0.6977	69.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6023	60.23%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.5674	56.74%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.5386	53.86%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5414	54.14%
skin sensitisation	-	0.7556	75.56%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.8469	84.69%
Acute Oral Toxicity (c)	III	0.7227	72.27%
Estrogen receptor binding	+	0.6400	64.00%
Androgen receptor binding	-	0.4872	48.72%
Thyroid receptor binding	-	0.5357	53.57%
Glucocorticoid receptor binding	-	0.5315	53.15%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	+	0.5785	57.85%
Honey bee toxicity	-	0.7763	77.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9217	92.17%

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	94.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.06%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.81%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.29%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.13%	97.21%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.05%	94.62%

Plants that contains it

• Centaurea deusta

Cross-Links

• PubChem: 162891057
• LOTUS: LTS0103783
• wikiData: Q104953368