methyl (8Z,10E,12S,14Z)-12-hydroxyhexadeca-8,10,14-trienoate

Details

• Internal ID: 48a90113-a72a-48af-97e1-96937ef1ee05
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: methyl (8Z,10E,12S,14Z)-12-hydroxyhexadeca-8,10,14-trienoate
• SMILES (Canonical): CC=CCC(C=CC=CCCCCCCC(=O)OC)O
• SMILES (Isomeric): C/C=C\C[C@@H](/C=C/C=C\CCCCCCC(=O)OC)O
• InChI: InChI=1S/C17H28O3/c1-3-4-13-16(18)14-11-9-7-5-6-8-10-12-15-17(19)20-2/h3-4,7,9,11,14,16,18H,5-6,8,10,12-13,15H2,1-2H3/b4-3-,9-7-,14-11+/t16-/m0/s1
• InChI Key: PFFBRXQUYGIQAO-XBQONVHWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7183	71.83%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6524	65.24%
P-glycoprotein substrate	-	0.8415	84.15%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9669	96.69%
CYP2C9 inhibition	-	0.9625	96.25%
CYP2C19 inhibition	-	0.9722	97.22%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	-	0.8471	84.71%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6715	67.15%
Carcinogenicity (trinary)	Non-required	0.8217	82.17%
Eye corrosion	+	0.6745	67.45%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.5839	58.39%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6765	67.65%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6599	65.99%
skin sensitisation	+	0.6156	61.56%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8683	86.83%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.6653	66.53%
Acute Oral Toxicity (c)	III	0.7619	76.19%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6972	69.72%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.6885	68.85%
Aromatase binding	-	0.7346	73.46%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.6820	68.20%

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	97.57%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.89%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.92%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.11%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.55%	94.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.15%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.64%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.96%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.71%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.46%	100.00%

Plants that contains it

• Lemna trisulca

Cross-Links

• PubChem: 162992535
• LOTUS: LTS0248581
• wikiData: Q105207707