9-Acetyloxyoctadeca-10,16-dien-12,14-diynoic acid

Details

• Internal ID: 1f0c1fd4-5725-4e24-81e6-c6ee1025549a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 9-acetyloxyoctadeca-10,16-dien-12,14-diynoic acid
• SMILES (Canonical): CC=CC#CC#CC=CC(CCCCCCCC(=O)O)OC(=O)C
• SMILES (Isomeric): CC=CC#CC#CC=CC(CCCCCCCC(=O)O)OC(=O)C
• InChI: InChI=1S/C20H26O4/c1-3-4-5-6-7-9-12-15-19(24-18(2)21)16-13-10-8-11-14-17-20(22)23/h3-4,12,15,19H,8,10-11,13-14,16-17H2,1-2H3,(H,22,23)
• InChI Key: VJUOUHHKMMAOMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9008	90.08%
Caco-2	-	0.7792	77.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.9021	90.21%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4555	45.55%
P-glycoprotein inhibitior	-	0.6579	65.79%
P-glycoprotein substrate	-	0.7840	78.40%
CYP3A4 substrate	+	0.5607	56.07%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.7812	78.12%
CYP2C9 inhibition	-	0.8668	86.68%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8166	81.66%
CYP2C8 inhibition	-	0.8317	83.17%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7515	75.15%
Carcinogenicity (trinary)	Non-required	0.7577	75.77%
Eye corrosion	-	0.6325	63.25%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.8537	85.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6506	65.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5236	52.36%
skin sensitisation	-	0.5357	53.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.8342	83.42%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6050	60.50%
Acute Oral Toxicity (c)	III	0.6907	69.07%
Estrogen receptor binding	+	0.6153	61.53%
Androgen receptor binding	-	0.7801	78.01%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	-	0.5067	50.67%
Aromatase binding	-	0.6122	61.22%
PPAR gamma	+	0.5666	56.66%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9056	90.56%

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	97.23%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	88.38%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.30%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.53%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.16%	93.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.83%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.73%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.50%	91.19%

Plants that contains it

• Inulanthera dregeana
• Inulanthera tridens

Cross-Links

• PubChem: 163003991
• LOTUS: LTS0270224
• wikiData: Q105287521