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

Details

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Internal ID fe9bc394-35a4-4709-bc77-9a59cf03f469
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
IUPAC Name (2R)-2-hydroxy-N-[(2S,3R,9E,12Z)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-9,12-dien-2-yl]tetracosanamide
SMILES (Canonical) CCCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(CCCCCC=CCC=CCCCCC)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](CCCCC/C=C/C/C=C\CCCCC)O)O
InChI InChI=1S/C48H91NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(52)47(56)49-40(39-57-48-46(55)45(54)44(53)43(38-50)58-48)41(51)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,24,26,40-46,48,50-55H,3-11,13,15-23,25,27-39H2,1-2H3,(H,49,56)/b14-12-,26-24+/t40-,41+,42+,43+,44+,45-,46+,48+/m0/s1
InChI Key AKJFWYARNWIIBW-SDNWWSSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H91NO9
Molecular Weight 826.20 g/mol
Exact Mass 825.66938348 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 13.80
Atomic LogP (AlogP) 9.25
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 40

Synonyms

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There are no found synonyms.

2D Structure

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

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 - 0.8637 86.37%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7599 75.99%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.7594 75.94%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9168 91.68%
P-glycoprotein inhibitior + 0.6857 68.57%
P-glycoprotein substrate - 0.6188 61.88%
CYP3A4 substrate + 0.6506 65.06%
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 - 0.6629 66.29%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7098 70.98%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9131 91.31%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6757 67.57%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7450 74.50%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6856 68.56%
Acute Oral Toxicity (c) III 0.6732 67.32%
Estrogen receptor binding + 0.7895 78.95%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.6015 60.15%
Glucocorticoid receptor binding - 0.4663 46.63%
Aromatase binding + 0.5840 58.40%
PPAR gamma + 0.6849 68.49%
Honey bee toxicity - 0.8813 88.13%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.5426 54.26%
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
CHEMBL2581 P07339 Cathepsin D 98.98% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.92% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.43% 92.86%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.07% 97.29%
CHEMBL4040 P28482 MAP kinase ERK2 95.34% 83.82%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.89% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 91.67% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.01% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 90.59% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.45% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 90.31% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.13% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.96% 94.33%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 88.69% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.54% 92.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.50% 96.47%
CHEMBL230 P35354 Cyclooxygenase-2 85.21% 89.63%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.00% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.06% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.69% 89.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 83.59% 91.81%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.55% 96.95%
CHEMBL3891 P07384 Calpain 1 82.03% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.61% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.00% 92.88%
CHEMBL2514 O95665 Neurotensin receptor 2 80.74% 100.00%

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 162927586
LOTUS LTS0170046
wikiData Q104913671