[(9Z)-11,16-dihydroxyoctadeca-9,17-dien-12,14-diynyl] acetate

Details

• Internal ID: 379d3b62-949d-45e9-825c-c1e68c314440
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(9Z)-11,16-dihydroxyoctadeca-9,17-dien-12,14-diynyl] acetate
• SMILES (Canonical): CC(=O)OCCCCCCCCC=CC(C#CC#CC(C=C)O)O
• SMILES (Isomeric): CC(=O)OCCCCCCCC/C=C\C(C#CC#CC(C=C)O)O
• InChI: InChI=1S/C20H28O4/c1-3-19(22)14-11-12-16-20(23)15-10-8-6-4-5-7-9-13-17-24-18(2)21/h3,10,15,19-20,22-23H,1,4-9,13,17H2,2H3/b15-10-
• InChI Key: VVURZXYIXNNJCG-GDNBJRDFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• (z)-9,17-octadecadiene-12,14-diyne-1,11,16-triol 1-acetate
• [(9Z)-11,16-dihydroxyoctadeca-9,17-dien-12,14-diynyl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8975	89.75%
Caco-2	-	0.7316	73.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8506	85.06%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7407	74.07%
P-glycoprotein inhibitior	-	0.7670	76.70%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	+	0.5333	53.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.6191	61.91%
CYP2C9 inhibition	-	0.8263	82.63%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.6835	68.35%
CYP2C8 inhibition	-	0.8188	81.88%
CYP inhibitory promiscuity	-	0.7792	77.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7423	74.23%
Carcinogenicity (trinary)	Non-required	0.7644	76.44%
Eye corrosion	-	0.7233	72.33%
Eye irritation	-	0.8552	85.52%
Skin irritation	-	0.6270	62.70%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.9453	94.53%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6563	65.63%
Acute Oral Toxicity (c)	III	0.7241	72.41%
Estrogen receptor binding	+	0.6176	61.76%
Androgen receptor binding	-	0.5785	57.85%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.7298	72.98%
Aromatase binding	-	0.5610	56.10%
PPAR gamma	-	0.5732	57.32%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	95.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.83%	97.29%
CHEMBL1937	Q92769	Histone deacetylase 2	85.61%	94.75%
CHEMBL1829	O15379	Histone deacetylase 3	84.60%	95.00%
CHEMBL2885	P07451	Carbonic anhydrase III	84.57%	87.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.40%	89.34%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.27%	92.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.76%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.13%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.80%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	80.78%	94.73%

Plants that contains it

• Angelica sinensis

Cross-Links

• PubChem: 10336877
• LOTUS: LTS0100434
• wikiData: Q105297904