(8R,9E,13Z)-8-hydroxypentadeca-9,13-dien-11-yn-2-one

Details

• Internal ID: 5919b745-c5c4-4423-af7b-3e3f1caa2fb5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (8R,9E,13Z)-8-hydroxypentadeca-9,13-dien-11-yn-2-one
• SMILES (Canonical): CC=CC#CC=CC(CCCCCC(=O)C)O
• SMILES (Isomeric): C/C=C\C#C/C=C/[C@@H](CCCCCC(=O)C)O
• InChI: InChI=1S/C15H22O2/c1-3-4-5-6-9-12-15(17)13-10-7-8-11-14(2)16/h3-4,9,12,15,17H,7-8,10-11,13H2,1-2H3/b4-3-,12-9+/t15-/m0/s1
• InChI Key: LIDVFDPYWJJTLV-OEFMQNLYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• 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	+	0.9922	99.22%
Caco-2	+	0.7645	76.45%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6247	62.47%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.8625	86.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6409	64.09%
P-glycoprotein inhibitior	-	0.9546	95.46%
P-glycoprotein substrate	-	0.8429	84.29%
CYP3A4 substrate	-	0.5414	54.14%
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	-	0.9517	95.17%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.7287	72.87%
Eye corrosion	+	0.7188	71.88%
Eye irritation	-	0.9020	90.20%
Skin irritation	+	0.5800	58.00%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4136	41.36%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5841	58.41%
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	-	0.5936	59.36%
Acute Oral Toxicity (c)	III	0.7215	72.15%
Estrogen receptor binding	-	0.7412	74.12%
Androgen receptor binding	-	0.9393	93.93%
Thyroid receptor binding	-	0.5492	54.92%
Glucocorticoid receptor binding	-	0.5321	53.21%
Aromatase binding	-	0.7964	79.64%
PPAR gamma	-	0.5321	53.21%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6276	62.76%
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
CHEMBL4040	P28482	MAP kinase ERK2	96.93%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.14%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.79%	91.11%
CHEMBL1829	O15379	Histone deacetylase 3	86.12%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.97%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.05%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	81.05%	94.73%

Plants that contains it

• Echinacea pallida

Cross-Links

• PubChem: 162851888
• LOTUS: LTS0205938
• wikiData: Q105152137