PlantaeDB Logo
Login Sign-up

[(2S,3S,5R)-5-[(1S)-1-hydroxydec-9-enyl]-2-pentyloxolan-3-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 03b66119-eec2-4243-887d-f1e5cf65a07e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Other hydroxyeicosapolyenoic acids
IUPAC Name [(2S,3S,5R)-5-[(1S)-1-hydroxydec-9-enyl]-2-pentyloxolan-3-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
SMILES (Canonical) CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC1CC(OC1CCCCC)C(CCCCCCCC=C)O
SMILES (Isomeric) CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H]1C[C@@H](O[C@H]1CCCCC)[C@H](CCCCCCCC=C)O
InChI InChI=1S/C39H66O4/c1-4-7-10-12-14-15-16-17-18-19-20-21-22-23-25-27-30-33-39(41)43-38-34-37(42-36(38)32-28-9-6-3)35(40)31-29-26-24-13-11-8-5-2/h5,14-15,17-18,20-21,23,25,35-38,40H,2,4,6-13,16,19,22,24,26-34H2,1,3H3/b15-14-,18-17-,21-20-,25-23-/t35-,36-,37+,38-/m0/s1
InChI Key PNOKQQPPAQVXES-NSYDOVQTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H66O4
Molecular Weight 598.90 g/mol
Exact Mass 598.49611058 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 12.50
Atomic LogP (AlogP) 11.06
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 28

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,5R)-5-[(1S)-1-hydroxydec-9-enyl]-2-pentyloxolan-3-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9686 96.86%
Caco-2 - 0.8334 83.34%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6481 64.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7722 77.22%
OATP1B3 inhibitior + 0.9001 90.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9644 96.44%
P-glycoprotein inhibitior + 0.7183 71.83%
P-glycoprotein substrate - 0.5825 58.25%
CYP3A4 substrate + 0.6617 66.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8633 86.33%
CYP3A4 inhibition + 0.5212 52.12%
CYP2C9 inhibition - 0.8594 85.94%
CYP2C19 inhibition - 0.5655 56.55%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.7431 74.31%
CYP2C8 inhibition + 0.4559 45.59%
CYP inhibitory promiscuity - 0.8546 85.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7092 70.92%
Eye corrosion - 0.9760 97.60%
Eye irritation - 0.8927 89.27%
Skin irritation + 0.5618 56.18%
Skin corrosion - 0.8998 89.98%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7285 72.85%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5789 57.89%
skin sensitisation - 0.8176 81.76%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5285 52.85%
Acute Oral Toxicity (c) III 0.4471 44.71%
Estrogen receptor binding + 0.7784 77.84%
Androgen receptor binding - 0.6511 65.11%
Thyroid receptor binding - 0.6372 63.72%
Glucocorticoid receptor binding - 0.4649 46.49%
Aromatase binding - 0.5499 54.99%
PPAR gamma + 0.5886 58.86%
Honey bee toxicity - 0.8464 84.64%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.7324 73.24%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.29% 99.17%
CHEMBL2581 P07339 Cathepsin D 96.60% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 93.95% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.83% 91.11%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.73% 85.94%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.50% 97.29%
CHEMBL340 P08684 Cytochrome P450 3A4 90.49% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.46% 96.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.46% 92.08%
CHEMBL221 P23219 Cyclooxygenase-1 89.00% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 88.96% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.98% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.63% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.46% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.45% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 87.29% 97.79%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.91% 91.81%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.76% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.26% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 85.83% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 85.27% 98.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.85% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.99% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.99% 96.47%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.81% 94.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.17% 92.88%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.91% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.30% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.80% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.39% 91.24%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162939162
LOTUS LTS0178297
wikiData Q105212075