methyl (8R,11Z,14Z)-8-hydroxyoctadeca-11,14-dienoate

Details

• Internal ID: 77b139f9-5b5b-4d99-af86-b54dc213ab40
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: methyl (8R,11Z,14Z)-8-hydroxyoctadeca-11,14-dienoate
• InChI: InChI=1S/C19H34O3/c1-3-4-5-6-7-8-9-12-15-18(20)16-13-10-11-14-17-19(21)22-2/h5-6,8-9,18,20H,3-4,7,10-17H2,1-2H3/b6-5-,9-8-/t18-/m0/s1
• InChI Key: SVVJHZVKJUTXBA-ZSWICHLFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 310.50 g/mol
• Exact Mass: 310.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.7066	70.66%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.8250	82.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7041	70.41%
P-glycoprotein inhibitior	-	0.7349	73.49%
P-glycoprotein substrate	-	0.7354	73.54%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.9334	93.34%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.5238	52.38%
CYP2C8 inhibition	-	0.8706	87.06%
CYP inhibitory promiscuity	-	0.8734	87.34%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7315	73.15%
Carcinogenicity (trinary)	Non-required	0.7461	74.61%
Eye corrosion	-	0.5796	57.96%
Eye irritation	-	0.7312	73.12%
Skin irritation	-	0.6328	63.28%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	+	0.7471	74.71%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8666	86.66%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5821	58.21%
Acute Oral Toxicity (c)	III	0.4666	46.66%
Estrogen receptor binding	+	0.5653	56.53%
Androgen receptor binding	-	0.8756	87.56%
Thyroid receptor binding	+	0.5278	52.78%
Glucocorticoid receptor binding	+	0.6132	61.32%
Aromatase binding	-	0.6568	65.68%
PPAR gamma	+	0.7141	71.41%
Honey bee toxicity	-	0.9493	94.93%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5824	58.24%
Fish aquatic toxicity	+	0.9276	92.76%

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	97.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.35%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	96.29%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.11%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.05%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.75%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.63%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.52%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.11%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.49%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.20%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.43%	92.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.30%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.47%	89.34%

Plants that contains it

• Mirabilis jalapa

Cross-Links

• PubChem: 163074784
• LOTUS: LTS0091310
• wikiData: Q105262479