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(2S,3R,4E,8E)-N-hexadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol

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 40a10b46-6d3f-4fc9-aafa-7feb828bf13e
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Ceramides > Long-chain ceramides
IUPAC Name N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methyloctadeca-4,8-dien-2-yl]hexadecanamide
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)NC(CO)C(C=CCCC=C(C)CCCCCCCCC)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CC/C=C(\C)/CCCCCCCCC)O
InChI InChI=1S/C35H67NO3/c1-4-6-8-10-12-13-14-15-16-17-19-21-26-30-35(39)36-33(31-37)34(38)29-25-22-24-28-32(3)27-23-20-18-11-9-7-5-2/h25,28-29,33-34,37-38H,4-24,26-27,30-31H2,1-3H3,(H,36,39)/b29-25+,32-28+/t33-,34+/m0/s1
InChI Key KPPGVIOJIIETHZ-JUPSTNAXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H67NO3
Molecular Weight 549.90 g/mol
Exact Mass 549.51209500 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 12.60
Atomic LogP (AlogP) 9.73
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 29

Synonyms

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CHEBI:226414
N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methyloctadeca-4,8-dien-2-yl]hexadecanamide

2D Structure

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2D Structure of (2S,3R,4E,8E)-N-hexadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9698 96.98%
Caco-2 - 0.8223 82.23%
Blood Brain Barrier + 0.5399 53.99%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7788 77.88%
OATP2B1 inhibitior - 0.5657 56.57%
OATP1B1 inhibitior + 0.8803 88.03%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7608 76.08%
BSEP inhibitior + 0.9331 93.31%
P-glycoprotein inhibitior + 0.5962 59.62%
P-glycoprotein substrate - 0.7149 71.49%
CYP3A4 substrate + 0.5294 52.94%
CYP2C9 substrate - 0.6095 60.95%
CYP2D6 substrate - 0.8417 84.17%
CYP3A4 inhibition - 0.6909 69.09%
CYP2C9 inhibition - 0.5918 59.18%
CYP2C19 inhibition - 0.8204 82.04%
CYP2D6 inhibition + 0.6428 64.28%
CYP1A2 inhibition + 0.7235 72.35%
CYP2C8 inhibition - 0.8488 84.88%
CYP inhibitory promiscuity - 0.6082 60.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6531 65.31%
Eye corrosion - 0.9728 97.28%
Eye irritation - 0.8311 83.11%
Skin irritation - 0.8179 81.79%
Skin corrosion - 0.9650 96.50%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4094 40.94%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6361 63.61%
skin sensitisation - 0.9120 91.20%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity - 0.7667 76.67%
Mitochondrial toxicity - 0.7875 78.75%
Nephrotoxicity + 0.7079 70.79%
Acute Oral Toxicity (c) III 0.6176 61.76%
Estrogen receptor binding + 0.6187 61.87%
Androgen receptor binding - 0.8255 82.55%
Thyroid receptor binding - 0.6037 60.37%
Glucocorticoid receptor binding - 0.5173 51.73%
Aromatase binding - 0.6232 62.32%
PPAR gamma + 0.5612 56.12%
Honey bee toxicity - 0.9385 93.85%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6098 60.98%
Fish aquatic toxicity - 0.3882 38.82%

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
CHEMBL2581 P07339 Cathepsin D 98.53% 98.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 98.52% 92.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.18% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.60% 97.29%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.35% 92.86%
CHEMBL230 P35354 Cyclooxygenase-2 94.84% 89.63%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.24% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.08% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.99% 91.19%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.73% 85.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.51% 91.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.33% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 86.63% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 86.62% 98.03%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.31% 92.29%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.95% 94.33%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 85.81% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.71% 92.88%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.70% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.53% 91.81%
CHEMBL256 P0DMS8 Adenosine A3 receptor 84.37% 95.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.75% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.58% 96.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.24% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.08% 100.00%
CHEMBL2664 P23526 Adenosylhomocysteinase 82.60% 86.67%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.55% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.89% 97.21%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.29% 82.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.90% 90.71%

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 11103602
LOTUS LTS0166244
wikiData Q105144310