[(2R)-2,3-dihydroxypropyl] (9E,11Z,13E)-octadeca-9,11,13-trienoate

Details

Top
Internal ID bb97bd86-cea6-4a9f-b80b-cafe6047373d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
IUPAC Name [(2R)-2,3-dihydroxypropyl] (9E,11Z,13E)-octadeca-9,11,13-trienoate
SMILES (Canonical) CCCCC=CC=CC=CCCCCCCCC(=O)OCC(CO)O
SMILES (Isomeric) CCCC/C=C/C=C\C=C\CCCCCCCC(=O)OC[C@@H](CO)O
InChI InChI=1S/C21H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h5-10,20,22-23H,2-4,11-19H2,1H3/b6-5+,8-7-,10-9+/t20-/m1/s1
InChI Key WABDDVFNZRATDQ-FCVRUJCXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H36O4
Molecular Weight 352.50 g/mol
Exact Mass 352.26135963 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R)-2,3-dihydroxypropyl] (9E,11Z,13E)-octadeca-9,11,13-trienoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9377 93.77%
Caco-2 - 0.5665 56.65%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7555 75.55%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.4596 45.96%
P-glycoprotein inhibitior - 0.5754 57.54%
P-glycoprotein substrate - 0.8726 87.26%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8717 87.17%
CYP3A4 inhibition - 0.8704 87.04%
CYP2C9 inhibition - 0.8869 88.69%
CYP2C19 inhibition - 0.8409 84.09%
CYP2D6 inhibition - 0.9083 90.83%
CYP1A2 inhibition - 0.6512 65.12%
CYP2C8 inhibition - 0.8775 87.75%
CYP inhibitory promiscuity - 0.9468 94.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.7245 72.45%
Eye corrosion - 0.9738 97.38%
Eye irritation - 0.8392 83.92%
Skin irritation - 0.8455 84.55%
Skin corrosion - 0.9484 94.84%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7414 74.14%
Micronuclear - 0.9900 99.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.9131 91.31%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity - 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7209 72.09%
Acute Oral Toxicity (c) IV 0.6153 61.53%
Estrogen receptor binding + 0.6632 66.32%
Androgen receptor binding - 0.8075 80.75%
Thyroid receptor binding - 0.4886 48.86%
Glucocorticoid receptor binding - 0.4758 47.58%
Aromatase binding - 0.7159 71.59%
PPAR gamma - 0.4913 49.13%
Honey bee toxicity - 0.9459 94.59%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity + 0.5611 56.11%
Fish aquatic toxicity + 0.8522 85.22%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3060 Q9Y345 Glycine transporter 2 98.19% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.97% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.94% 97.29%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 91.51% 89.63%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.90% 85.94%
CHEMBL299 P17252 Protein kinase C alpha 89.90% 98.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.09% 92.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.59% 96.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.44% 92.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.62% 96.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.17% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.59% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.33% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.10% 91.19%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.85% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.93% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.76% 94.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.46% 97.21%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.40% 89.34%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Punica granatum

Cross-Links

Top
PubChem 163082131
LOTUS LTS0190560
wikiData Q105300096