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(5S,6R)-6-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid

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

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Internal ID 1827e89e-959c-481e-9f60-373d5fa41f4c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Leukotrienes
IUPAC Name (5S,6R)-6-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/t20-,21-,22+/m0/s1
InChI Key YEESKJGWJFYOOK-FDFHNCONSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H40N2O6S
Molecular Weight 496.70 g/mol
Exact Mass 496.26070817 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,6R)-6-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6580 65.80%
Caco-2 - 0.8970 89.70%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6243 62.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7094 70.94%
OATP1B3 inhibitior + 0.9378 93.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7961 79.61%
P-glycoprotein inhibitior + 0.5969 59.69%
P-glycoprotein substrate - 0.7352 73.52%
CYP3A4 substrate + 0.5712 57.12%
CYP2C9 substrate - 0.6066 60.66%
CYP2D6 substrate - 0.8292 82.92%
CYP3A4 inhibition - 0.8179 81.79%
CYP2C9 inhibition - 0.8548 85.48%
CYP2C19 inhibition - 0.7931 79.31%
CYP2D6 inhibition - 0.8768 87.68%
CYP1A2 inhibition - 0.8205 82.05%
CYP2C8 inhibition - 0.5899 58.99%
CYP inhibitory promiscuity - 0.9583 95.83%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5905 59.05%
Eye corrosion - 0.9822 98.22%
Eye irritation - 0.9595 95.95%
Skin irritation - 0.8112 81.12%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7250 72.50%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.8202 82.02%
Acute Oral Toxicity (c) III 0.7696 76.96%
Estrogen receptor binding + 0.6745 67.45%
Androgen receptor binding + 0.5194 51.94%
Thyroid receptor binding + 0.5185 51.85%
Glucocorticoid receptor binding + 0.6051 60.51%
Aromatase binding - 0.5439 54.39%
PPAR gamma + 0.6234 62.34%
Honey bee toxicity - 0.9200 92.00%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8537 85.37%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1798 Q9Y271 Cysteinyl leukotriene receptor 1 0.29 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.27% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 98.44% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.40% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 95.63% 96.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 94.33% 92.29%
CHEMBL221 P23219 Cyclooxygenase-1 93.56% 90.17%
CHEMBL230 P35354 Cyclooxygenase-2 93.03% 89.63%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.71% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.91% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.35% 97.29%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.27% 89.34%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.71% 97.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.19% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.85% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.51% 96.95%
CHEMBL2514 O95665 Neurotensin receptor 2 85.88% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.63% 94.33%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.07% 92.08%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.96% 100.00%
CHEMBL1781 P11387 DNA topoisomerase I 83.61% 97.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.72% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.40% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.82% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 80.61% 94.73%
CHEMBL236 P41143 Delta opioid receptor 80.34% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.06% 95.56%

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.
There are no matching plants.

Cross-Links

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PubChem 440856
LOTUS LTS0168984
wikiData Q105347201