8-Acetoxy-3-hydroxy-1,9,14-pentadecatriene-4,6-diyne

Details

• Internal ID: 0f96bb53-5857-4c8e-88da-c738cfe2dd8f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 3-hydroxypentadeca-1,9,14-trien-4,6-diyn-8-yl acetate
• SMILES (Canonical): CC(=O)OC(C=CCCCC=C)C#CC#CC(C=C)O
• SMILES (Isomeric): CC(=O)OC(C=CCCCC=C)C#CC#CC(C=C)O
• InChI: InChI=1S/C17H20O3/c1-4-6-7-8-9-13-17(20-15(3)18)14-11-10-12-16(19)5-2/h4-5,9,13,16-17,19H,1-2,6-8H2,3H3
• InChI Key: HLVQUNXVXXEPER-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.5985	59.85%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6633	66.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6525	65.25%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.8098	80.98%
CYP3A4 substrate	+	0.5515	55.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.8807	88.07%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.7606	76.06%
CYP inhibitory promiscuity	-	0.8722	87.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5042	50.42%
Carcinogenicity (trinary)	Non-required	0.6284	62.84%
Eye corrosion	+	0.9554	95.54%
Eye irritation	-	0.9578	95.78%
Skin irritation	+	0.7163	71.63%
Skin corrosion	+	0.8827	88.27%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6066	60.66%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6433	64.33%
skin sensitisation	+	0.7898	78.98%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.7224	72.24%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7340	73.40%
Thyroid receptor binding	+	0.6706	67.06%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.7043	70.43%
Honey bee toxicity	-	0.6622	66.22%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7462	74.62%

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	94.50%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.61%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.09%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.55%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.83%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.65%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.08%	82.50%

Plants that contains it

• Adiantum caudatum
• Adiantum edgeworthii
• Adiantum raddianum
• Goniophlebium mengtzeense
• Helianthus angustifolius

Cross-Links

• PubChem: 90860448
• LOTUS: LTS0011391
• wikiData: Q103817699