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methyl (5Z,8S,9E,11S,12R,14Z,17Z)-11-[(4Z,7S,8S,9E,11R)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy-8-[[(2R,3R,4S,5R,6R)-6-[(2R)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-12-hydroxyicosa-5,9,14,17-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

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Internal ID 87709ea4-42ec-420b-afd2-433f51ebcfc9
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Other hydroxyeicosapolyenoic acids
IUPAC Name methyl (5Z,8S,9E,11S,12R,14Z,17Z)-11-[(4Z,7S,8S,9E,11R)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy-8-[[(2R,3R,4S,5R,6R)-6-[(2R)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-12-hydroxyicosa-5,9,14,17-tetraenoate
SMILES (Canonical) CCCC=CCC(C(C=CC(CCCCC(=O)OC)O)O)OC(C=CC(CC=CCCCC(=O)OC)OCC1C(C(C(C(O1)OCC(CO)O)O)O)O)C(CC=CCC=CCC)O
SMILES (Isomeric) CCC/C=C\C[C@@H]([C@H](/C=C/[C@@H](CCCCC(=O)OC)O)O)O[C@@H](/C=C/[C@H](C/C=C\CCCC(=O)OC)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H](CO)O)O)O)O)[C@@H](C/C=C\C/C=C\CC)O
InChI InChI=1S/C47H78O16/c1-5-7-9-11-12-16-23-37(51)40(62-39(24-17-10-8-6-2)38(52)29-27-34(49)21-19-20-26-43(54)59-4)30-28-36(22-15-13-14-18-25-42(53)58-3)60-33-41-44(55)45(56)46(57)47(63-41)61-32-35(50)31-48/h7,9-10,12-13,15-17,27-30,34-41,44-52,55-57H,5-6,8,11,14,18-26,31-33H2,1-4H3/b9-7-,15-13-,16-12-,17-10-,29-27+,30-28+/t34-,35-,36+,37-,38+,39+,40+,41-,44+,45+,46-,47-/m1/s1
InChI Key VWAMWKXIIORKGC-ILMPITNPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H78O16
Molecular Weight 899.10 g/mol
Exact Mass 898.52898640 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 35

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (5Z,8S,9E,11S,12R,14Z,17Z)-11-[(4Z,7S,8S,9E,11R)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy-8-[[(2R,3R,4S,5R,6R)-6-[(2R)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-12-hydroxyicosa-5,9,14,17-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6074 60.74%
Caco-2 - 0.8650 86.50%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8396 83.96%
OATP2B1 inhibitior - 0.7241 72.41%
OATP1B1 inhibitior + 0.7997 79.97%
OATP1B3 inhibitior + 0.8981 89.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9798 97.98%
P-glycoprotein inhibitior + 0.7260 72.60%
P-glycoprotein substrate + 0.6559 65.59%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8867 88.67%
CYP3A4 inhibition + 0.5409 54.09%
CYP2C9 inhibition - 0.9178 91.78%
CYP2C19 inhibition - 0.7745 77.45%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition + 0.6808 68.08%
CYP inhibitory promiscuity - 0.9817 98.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7717 77.17%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.7690 76.90%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8613 86.13%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9264 92.64%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8979 89.79%
Acute Oral Toxicity (c) III 0.5796 57.96%
Estrogen receptor binding + 0.7975 79.75%
Androgen receptor binding + 0.5475 54.75%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.5915 59.15%
Aromatase binding - 0.5610 56.10%
PPAR gamma + 0.7092 70.92%
Honey bee toxicity - 0.7308 73.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8224 82.24%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.83% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.47% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 95.94% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.82% 96.61%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.36% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.43% 97.29%
CHEMBL5255 O00206 Toll-like receptor 4 92.79% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.60% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 91.43% 94.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.22% 91.11%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 88.61% 85.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.16% 93.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.82% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.46% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.77% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 82.49% 94.73%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.00% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.00% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.19% 97.25%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.53% 92.32%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.51% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.41% 82.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.19% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162899079
LOTUS LTS0175225
wikiData Q105297969