[(3R,8S,9Z)-8-acetyloxypentadeca-1,9,14-trien-4,6-diyn-3-yl] acetate

Details

• Internal ID: a33c3935-c53e-47b9-b8b5-27b42aa68b0f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(3R,8S,9Z)-8-acetyloxypentadeca-1,9,14-trien-4,6-diyn-3-yl] acetate
• SMILES (Canonical): CC(=O)OC(C=C)C#CC#CC(C=CCCCC=C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H](C=C)C#CC#C[C@H](/C=C\CCCC=C)OC(=O)C
• InChI: InChI=1S/C19H22O4/c1-5-7-8-9-10-14-19(23-17(4)21)15-12-11-13-18(6-2)22-16(3)20/h5-6,10,14,18-19H,1-2,7-9H2,3-4H3/b14-10-/t18-,19+/m1/s1
• InChI Key: BUMLZGQMIFTHPN-AZRNIUEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9465	94.65%
Caco-2	-	0.6601	66.01%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5865	58.65%
P-glycoprotein inhibitior	-	0.6769	67.69%
P-glycoprotein substrate	-	0.8565	85.65%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.6008	60.08%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8246	82.46%
CYP2C8 inhibition	-	0.7841	78.41%
CYP inhibitory promiscuity	-	0.7734	77.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5124	51.24%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	+	0.8606	86.06%
Eye irritation	-	0.9219	92.19%
Skin irritation	+	0.5746	57.46%
Skin corrosion	-	0.6008	60.08%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6507	65.07%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	+	0.8096	80.96%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.7400	74.00%
Acute Oral Toxicity (c)	III	0.7195	71.95%
Estrogen receptor binding	+	0.6553	65.53%
Androgen receptor binding	-	0.6007	60.07%
Thyroid receptor binding	+	0.7358	73.58%
Glucocorticoid receptor binding	+	0.7951	79.51%
Aromatase binding	+	0.5581	55.81%
PPAR gamma	+	0.6393	63.93%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9231	92.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.00%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.00%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.51%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.39%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.25%	94.73%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 53261491
• LOTUS: LTS0092266
• wikiData: Q104946173