[(10Z,15E,17E)-18-hydroxyoctadeca-10,15,17-trien-12-ynyl] acetate

Details

• Internal ID: fd340eff-7250-4cc7-a083-e0988b490281
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(10Z,15E,17E)-18-hydroxyoctadeca-10,15,17-trien-12-ynyl] acetate
• SMILES (Canonical): CC(=O)OCCCCCCCCCC=CC#CCC=CC=CO
• SMILES (Isomeric): CC(=O)OCCCCCCCCC/C=C\C#CC/C=C/C=C/O
• InChI: InChI=1S/C20H30O3/c1-20(22)23-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-21/h2,4,12,14,16,18,21H,3,5,7,9-11,13,15,17,19H2,1H3/b4-2-,14-12+,18-16+
• InChI Key: IVLWOEUKUICFOI-CQPDHRHYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.6082	60.82%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6874	68.74%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7001	70.01%
P-glycoprotein inhibitior	-	0.6343	63.43%
P-glycoprotein substrate	-	0.8983	89.83%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.8719	87.19%
CYP2C9 inhibition	-	0.9088	90.88%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.6675	66.75%
CYP2C8 inhibition	-	0.7245	72.45%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6923	69.23%
Carcinogenicity (trinary)	Non-required	0.7298	72.98%
Eye corrosion	+	0.8868	88.68%
Eye irritation	-	0.7832	78.32%
Skin irritation	+	0.5965	59.65%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7598	75.98%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5668	56.68%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.8574	85.74%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.8637	86.37%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	-	0.5391	53.91%
Thyroid receptor binding	+	0.6041	60.41%
Glucocorticoid receptor binding	+	0.6007	60.07%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9346	93.46%

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	95.22%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	92.53%	92.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.29%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.11%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	85.08%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.90%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.68%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.56%	94.45%

Plants that contains it

• Bupleurum longiradiatum

Cross-Links

• PubChem: 46881222
• LOTUS: LTS0041351
• wikiData: Q105121122