8-Hydroxy-9-pentadecene-11,13-diyn-2-one, (9E)-

Details

• Internal ID: 3adde459-f2d3-43fb-9381-ef1254476dc9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (E)-8-hydroxypentadec-9-en-11,13-diyn-2-one
• SMILES (Canonical): CC#CC#CC=CC(CCCCCC(=O)C)O
• SMILES (Isomeric): CC#CC#C/C=C/C(CCCCCC(=O)C)O
• InChI: InChI=1S/C15H20O2/c1-3-4-5-6-9-12-15(17)13-10-7-8-11-14(2)16/h9,12,15,17H,7-8,10-11,13H2,1-2H3/b12-9+
• InChI Key: MBQRYCZVORMEPE-FMIVXFBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• YTV4A11619
• 8-Hydroxy-9-pentadecene-11,13-diyn-2-one, (9E)-
• 9-Pentadecene-11,13-diyn-2-one, 8-hydroxy-, (9E)-
• 9-Pentadecene-11,13-diyn-2-one, 8-hydroxy-, (E)-
• 103596-15-2
• UNII-YTV4A11619
• (9E)-8-hydroxy-9-pentadecene-11,13-diyn-2-one
• Q27294707

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6874	68.74%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6247	62.47%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.8625	86.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7270	72.70%
P-glycoprotein inhibitior	-	0.9629	96.29%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	-	0.5096	50.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8148	81.48%
CYP3A4 inhibition	-	0.8414	84.14%
CYP2C9 inhibition	-	0.8557	85.57%
CYP2C19 inhibition	-	0.8785	87.85%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	+	0.7789	77.89%
CYP2C8 inhibition	-	0.9597	95.97%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.7287	72.87%
Eye corrosion	+	0.7188	71.88%
Eye irritation	-	0.9268	92.68%
Skin irritation	+	0.5800	58.00%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5431	54.31%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5713	57.13%
skin sensitisation	+	0.9288	92.88%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7497	74.97%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7215	72.15%
Estrogen receptor binding	-	0.8535	85.35%
Androgen receptor binding	-	0.8779	87.79%
Thyroid receptor binding	-	0.6436	64.36%
Glucocorticoid receptor binding	-	0.5417	54.17%
Aromatase binding	-	0.7631	76.31%
PPAR gamma	-	0.6494	64.94%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6176	61.76%
Fish aquatic toxicity	+	0.8852	88.52%

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	96.83%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.88%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.74%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.44%	91.11%
CHEMBL1829	O15379	Histone deacetylase 3	85.58%	95.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.44%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.91%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.09%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.97%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.67%	85.14%

Plants that contains it

• Echinacea pallida

Cross-Links

• PubChem: 24786360
• LOTUS: LTS0227603
• wikiData: Q27294707