cis-Parinaric acid methyl ester

Details

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Internal ID ef99e991-24ff-41bb-9d12-e5a281dce505
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
IUPAC Name methyl (9Z,11E,13E,15Z)-octadeca-9,11,13,15-tetraenoate
SMILES (Canonical) CCC=CC=CC=CC=CCCCCCCCC(=O)OC
SMILES (Isomeric) CC/C=C\C=C\C=C\C=C/CCCCCCCC(=O)OC
InChI InChI=1S/C19H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-11H,3,12-18H2,1-2H3/b5-4-,7-6+,9-8+,11-10-
InChI Key JOSZZTLGHRSLOI-CXSCBKOLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C19H30O2
Molecular Weight 290.40 g/mol
Exact Mass 290.224580195 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.52
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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JOSZZTLGHRSLOI-CXSCBKOLSA-N
methyl parinarate or 9c,11t,13t,15c-18:4

2D Structure

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2D Structure of cis-Parinaric acid methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.8005 80.05%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Plasma membrane 0.5877 58.77%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8814 88.14%
OATP1B3 inhibitior + 0.8879 88.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7936 79.36%
P-glycoprotein inhibitior - 0.6359 63.59%
P-glycoprotein substrate - 0.8984 89.84%
CYP3A4 substrate - 0.5693 56.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.9738 97.38%
CYP2C9 inhibition - 0.9432 94.32%
CYP2C19 inhibition - 0.9521 95.21%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.5574 55.74%
CYP2C8 inhibition - 0.8730 87.30%
CYP inhibitory promiscuity - 0.8346 83.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.7586 75.86%
Eye corrosion + 0.9418 94.18%
Eye irritation - 0.6076 60.76%
Skin irritation + 0.5097 50.97%
Skin corrosion - 0.9951 99.51%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8068 80.68%
Micronuclear - 0.9900 99.00%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation + 0.8003 80.03%
Respiratory toxicity - 0.8556 85.56%
Reproductive toxicity - 0.9778 97.78%
Mitochondrial toxicity - 0.9875 98.75%
Nephrotoxicity - 0.5809 58.09%
Acute Oral Toxicity (c) III 0.7281 72.81%
Estrogen receptor binding + 0.5631 56.31%
Androgen receptor binding - 0.7263 72.63%
Thyroid receptor binding - 0.5351 53.51%
Glucocorticoid receptor binding + 0.5471 54.71%
Aromatase binding - 0.5428 54.28%
PPAR gamma + 0.6153 61.53%
Honey bee toxicity - 0.9445 94.45%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity + 0.7500 75.00%
Fish aquatic toxicity + 0.9123 91.23%

Targets

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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 97.04% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.81% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.91% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.23% 94.33%
CHEMBL2581 P07339 Cathepsin D 85.93% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.89% 89.34%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.85% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.83% 97.29%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 81.73% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.30% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.28% 90.17%

Plants that contains it

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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.
Chrysobalanus icaco

Cross-Links

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PubChem 91699935
LOTUS LTS0202648
wikiData Q105132508