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(2R)-N-[(2S,3S,4R,9E,12Z)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-9,12-dien-2-yl]-2-hydroxytetracosanamide

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 68a12994-d15f-4cfd-9e6f-be3566190b20
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
IUPAC Name (2R)-N-[(2S,3S,4R,9E,12Z)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-9,12-dien-2-yl]-2-hydroxytetracosanamide
SMILES (Canonical) CCCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCC=CCC=CCCCCC)O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCC/C=C/C/C=C\CCCCC)O)O)O
InChI InChI=1S/C48H91NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(52)47(57)49-39(38-58-48-46(56)45(55)44(54)42(37-50)59-48)43(53)40(51)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,25,27,39-46,48,50-56H,3-11,13,15-24,26,28-38H2,1-2H3,(H,49,57)/b14-12-,27-25+/t39-,40+,41+,42+,43-,44+,45-,46+,48+/m0/s1
InChI Key LFXGCXAROFPWPX-LWHWYMQWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H91NO10
Molecular Weight 842.20 g/mol
Exact Mass 841.66429810 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 12.60
Atomic LogP (AlogP) 8.23
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 40

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-N-[(2S,3S,4R,9E,12Z)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-9,12-dien-2-yl]-2-hydroxytetracosanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5955 59.55%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7759 77.59%
OATP2B1 inhibitior - 0.5696 56.96%
OATP1B1 inhibitior + 0.7664 76.64%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9290 92.90%
P-glycoprotein inhibitior + 0.6810 68.10%
P-glycoprotein substrate - 0.5805 58.05%
CYP3A4 substrate + 0.6613 66.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.7519 75.19%
CYP2C9 inhibition - 0.9321 93.21%
CYP2C19 inhibition - 0.9108 91.08%
CYP2D6 inhibition - 0.8519 85.19%
CYP1A2 inhibition - 0.8906 89.06%
CYP2C8 inhibition - 0.6016 60.16%
CYP inhibitory promiscuity - 0.8718 87.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6977 69.77%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.7752 77.52%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6836 68.36%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7200 72.00%
skin sensitisation - 0.8711 87.11%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6067 60.67%
Acute Oral Toxicity (c) III 0.6652 66.52%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.5921 59.21%
Glucocorticoid receptor binding - 0.4700 47.00%
Aromatase binding + 0.5797 57.97%
PPAR gamma + 0.6824 68.24%
Honey bee toxicity - 0.8874 88.74%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5426 54.26%
Fish aquatic toxicity - 0.4245 42.45%

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 98.97% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.74% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 98.00% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.45% 97.29%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.17% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.11% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 92.20% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.71% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.00% 92.08%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.78% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.45% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 90.07% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.36% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.33% 94.33%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.65% 85.94%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.23% 96.47%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.65% 89.34%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.64% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.98% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 83.82% 91.81%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.69% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.40% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.55% 92.88%
CHEMBL3891 P07384 Calpain 1 81.71% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.61% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.42% 96.95%
CHEMBL2514 O95665 Neurotensin receptor 2 80.66% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.24% 82.50%

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.
Terminalia hylodendron

Cross-Links

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PubChem 163104852
LOTUS LTS0113595
wikiData Q105151191