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N-[(2S,3R,4E,8E)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadecanamide

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 4239f500-e2d0-47a2-b436-85d076dc0547
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
IUPAC Name N-[(2S,3R,4E,8E)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadecanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H79NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h21,23,29,31,35-37,39-42,44-45,47-49H,3-20,22,24-28,30,32-34H2,1-2H3,(H,43,46)/b23-21+,31-29+/t35-,36+,37+,39+,40-,41+,42+/m0/s1
InChI Key RXMLAFHTZIACSX-DFXJGTRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H79NO8
Molecular Weight 726.10 g/mol
Exact Mass 725.58056848 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 11.40
Atomic LogP (AlogP) 7.94
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 34

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(2S,3R,4E,8E)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5446 54.46%
Caco-2 - 0.8620 86.20%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7599 75.99%
OATP2B1 inhibitior - 0.5655 56.55%
OATP1B1 inhibitior + 0.7963 79.63%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8215 82.15%
P-glycoprotein inhibitior + 0.6705 67.05%
P-glycoprotein substrate - 0.7265 72.65%
CYP3A4 substrate + 0.6275 62.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.6831 68.31%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.8752 87.52%
CYP2D6 inhibition - 0.8066 80.66%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition - 0.6596 65.96%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7098 70.98%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4101 41.01%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4622 46.22%
Acute Oral Toxicity (c) III 0.6732 67.32%
Estrogen receptor binding + 0.7713 77.13%
Androgen receptor binding - 0.6785 67.85%
Thyroid receptor binding - 0.6012 60.12%
Glucocorticoid receptor binding - 0.5442 54.42%
Aromatase binding + 0.5413 54.13%
PPAR gamma + 0.6436 64.36%
Honey bee toxicity - 0.8699 86.99%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity + 0.5734 57.34%
Fish aquatic toxicity - 0.4074 40.74%

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 99.29% 99.17%
CHEMBL2581 P07339 Cathepsin D 98.93% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 97.54% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.44% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.97% 97.29%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.51% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 94.91% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.67% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.46% 92.86%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 94.27% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.12% 92.08%
CHEMBL3401 O75469 Pregnane X receptor 91.17% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.71% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.49% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.44% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.30% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.50% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.58% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.01% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.89% 92.32%
CHEMBL221 P23219 Cyclooxygenase-1 85.49% 90.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.99% 89.34%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.58% 91.81%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.12% 96.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.00% 95.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.97% 95.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.27% 96.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.21% 92.88%
CHEMBL340 P08684 Cytochrome P450 3A4 81.95% 91.19%
CHEMBL256 P0DMS8 Adenosine A3 receptor 80.49% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.26% 96.90%

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 10146923
LOTUS LTS0177427
wikiData Q105247150