methyl (9R,10E,12Z,15Z)-9-hydroxyoctadeca-10,12,15-trienoate

Details

• Internal ID: 36c8f7d3-d0ae-4f2e-b416-aa4c8e870252
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: methyl (9R,10E,12Z,15Z)-9-hydroxyoctadeca-10,12,15-trienoate
• SMILES (Canonical): CCC=CCC=CC=CC(CCCCCCCC(=O)OC)O
• SMILES (Isomeric): CC/C=C\C/C=C\C=C\[C@@H](CCCCCCCC(=O)OC)O
• InChI: InChI=1S/C19H32O3/c1-3-4-5-6-7-9-12-15-18(20)16-13-10-8-11-14-17-19(21)22-2/h4-5,7,9,12,15,18,20H,3,6,8,10-11,13-14,16-17H2,1-2H3/b5-4-,9-7-,15-12+/t18-/m0/s1
• InChI Key: MTOOOXVLHAITCG-HPJCGODVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5601	56.01%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7500	75.00%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8616	86.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8337	83.37%
P-glycoprotein inhibitior	-	0.7112	71.12%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5067	50.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.9416	94.16%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.6697	66.97%
CYP2C8 inhibition	-	0.8514	85.14%
CYP inhibitory promiscuity	-	0.8758	87.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7215	72.15%
Carcinogenicity (trinary)	Non-required	0.7678	76.78%
Eye corrosion	-	0.5618	56.18%
Eye irritation	-	0.8904	89.04%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3865	38.65%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6849	68.49%
skin sensitisation	+	0.6741	67.41%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.8341	83.41%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7417	74.17%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	+	0.7693	76.93%
Androgen receptor binding	-	0.8212	82.12%
Thyroid receptor binding	-	0.5100	51.00%
Glucocorticoid receptor binding	+	0.6712	67.12%
Aromatase binding	-	0.6070	60.70%
PPAR gamma	+	0.6613	66.13%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8403	84.03%

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	97.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.17%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	94.57%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.12%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.36%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.10%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.60%	94.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.58%	100.00%

Plants that contains it

• Ehretia dicksonii

Cross-Links

• PubChem: 163003900
• LOTUS: LTS0162646
• wikiData: Q105171806