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(2R)-10-[(1S,2S)-2-butylcyclopropyl]-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl]decanamide

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 5eb78664-5b04-41bf-9089-f49965b40eb0
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Ceramides > Phytoceramides
IUPAC Name (2R)-10-[(1S,2S)-2-butylcyclopropyl]-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl]decanamide
SMILES (Canonical) CCCCCCCCCCCCCCCCCCCCCCC(C(C(CO)NC(=O)C(CCCCCCCCC1CC1CCCC)O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)NC(=O)[C@@H](CCCCCCCC[C@H]1C[C@@H]1CCCC)O)O)O
InChI InChI=1S/C43H85NO5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26-29-33-40(46)42(48)39(36-45)44-43(49)41(47)34-30-27-24-23-25-28-32-38-35-37(38)31-6-4-2/h37-42,45-48H,3-36H2,1-2H3,(H,44,49)/t37-,38-,39-,40+,41+,42-/m0/s1
InChI Key IMLLASGEPYOFKY-NCRKLPSZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H85NO5
Molecular Weight 696.10 g/mol
Exact Mass 695.64277481 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 15.60
Atomic LogP (AlogP) 10.71
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 38

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-10-[(1S,2S)-2-butylcyclopropyl]-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl]decanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8352 83.52%
Caco-2 - 0.8523 85.23%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8225 82.25%
OATP2B1 inhibitior - 0.5615 56.15%
OATP1B1 inhibitior + 0.9260 92.60%
OATP1B3 inhibitior + 0.9172 91.72%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8791 87.91%
BSEP inhibitior + 0.5972 59.72%
P-glycoprotein inhibitior + 0.5768 57.68%
P-glycoprotein substrate + 0.6678 66.78%
CYP3A4 substrate + 0.5878 58.78%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition - 0.7536 75.36%
CYP2C9 inhibition - 0.7649 76.49%
CYP2C19 inhibition - 0.8295 82.95%
CYP2D6 inhibition - 0.6710 67.10%
CYP1A2 inhibition - 0.6223 62.23%
CYP2C8 inhibition - 0.8385 83.85%
CYP inhibitory promiscuity - 0.8448 84.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.7382 73.82%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8737 87.37%
Skin irritation - 0.8650 86.50%
Skin corrosion - 0.9772 97.72%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5169 51.69%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6094 60.94%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5309 53.09%
Acute Oral Toxicity (c) III 0.6413 64.13%
Estrogen receptor binding + 0.6889 68.89%
Androgen receptor binding + 0.5690 56.90%
Thyroid receptor binding - 0.5691 56.91%
Glucocorticoid receptor binding + 0.5597 55.97%
Aromatase binding + 0.5638 56.38%
PPAR gamma + 0.5619 56.19%
Honey bee toxicity - 0.9566 95.66%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5893 58.93%
Fish aquatic toxicity - 0.5074 50.74%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.46% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.88% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 97.57% 92.86%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.29% 97.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.43% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.02% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.66% 97.25%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 92.43% 91.81%
CHEMBL230 P35354 Cyclooxygenase-2 92.37% 89.63%
CHEMBL299 P17252 Protein kinase C alpha 91.92% 98.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.98% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.82% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.23% 97.79%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.22% 95.58%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.04% 96.95%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.99% 98.05%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 88.18% 90.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.21% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.84% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.51% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.30% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 85.16% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.01% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.46% 98.75%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 83.38% 98.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.26% 90.71%
CHEMBL2514 O95665 Neurotensin receptor 2 83.05% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.02% 95.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.19% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.07% 94.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.29% 91.11%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.11% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.04% 97.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.04% 94.66%

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 16091646
LOTUS LTS0218880
wikiData Q105115751