(E,8R)-8-hydroxytetradec-9-en-11,13-diyn-2-one

Details

• Internal ID: 62079308-db38-42a6-9ba0-c3fde41dbd16
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (E,8R)-8-hydroxytetradec-9-en-11,13-diyn-2-one
• SMILES (Canonical): CC(=O)CCCCCC(C=CC#CC#C)O
• SMILES (Isomeric): CC(=O)CCCCC[C@H](/C=C/C#CC#C)O
• InChI: InChI=1S/C14H18O2/c1-3-4-5-8-11-14(16)12-9-6-7-10-13(2)15/h1,8,11,14,16H,6-7,9-10,12H2,2H3/b11-8+/t14-/m0/s1
• InChI Key: VOJIMVBNCSNSBJ-ZHZWZMEUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.08
• 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	+	0.9919	99.19%
Caco-2	+	0.7514	75.14%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5759	57.59%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.8184	81.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7973	79.73%
P-glycoprotein inhibitior	-	0.9627	96.27%
P-glycoprotein substrate	-	0.8398	83.98%
CYP3A4 substrate	-	0.5242	52.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8148	81.48%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	+	0.8442	84.42%
CYP2C8 inhibition	-	0.9436	94.36%
CYP inhibitory promiscuity	-	0.8460	84.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.6858	68.58%
Eye corrosion	+	0.8030	80.30%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.7962	79.62%
Skin corrosion	-	0.6593	65.93%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5674	56.74%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	+	0.8965	89.65%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.7985	79.85%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4613	46.13%
Acute Oral Toxicity (c)	III	0.5392	53.92%
Estrogen receptor binding	-	0.7904	79.04%
Androgen receptor binding	-	0.9460	94.60%
Thyroid receptor binding	-	0.6596	65.96%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7889	78.89%
PPAR gamma	-	0.5451	54.51%
Honey bee toxicity	-	0.9015	90.15%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5124	51.24%
Fish aquatic toxicity	+	0.8698	86.98%

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	96.48%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.00%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.39%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.49%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.98%	85.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.92%	97.29%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.41%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.25%	89.34%
CHEMBL1829	O15379	Histone deacetylase 3	81.03%	95.00%

Plants that contains it

• Echinacea pallida

Cross-Links

• PubChem: 121490004
• LOTUS: LTS0245203
• wikiData: Q105290204