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

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 7eb442bf-aae1-42ea-9305-b9e42f830acc
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
IUPAC Name (2R)-2-hydroxy-N-[(2S,3R,4E,9Z)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydocosa-4,9-dien-2-yl]hexadecanamide
SMILES (Canonical) CCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCCC=CCCCCCCCCCCCC)O)O
SMILES (Isomeric) CCCCCCCCCCCCCC[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=C/CCC/C=C\CCCCCCCCCCCC)O)O
InChI InChI=1S/C44H83NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-24-26-28-30-32-37(47)36(35-53-44-42(51)41(50)40(49)39(34-46)54-44)45-43(52)38(48)33-31-29-27-25-22-16-14-12-10-8-6-4-2/h21,23,30,32,36-42,44,46-51H,3-20,22,24-29,31,33-35H2,1-2H3,(H,45,52)/b23-21-,32-30+/t36-,37+,38+,39+,40+,41-,42+,44+/m0/s1
InChI Key LEQQMGMXCABIAW-OHHKIWJVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H83NO9
Molecular Weight 770.10 g/mol
Exact Mass 769.60678323 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 11.80
Atomic LogP (AlogP) 7.69
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 36

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,4E,9Z)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydocosa-4,9-dien-2-yl]hexadecanamide

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 - 0.8692 86.92%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7599 75.99%
OATP2B1 inhibitior - 0.5675 56.75%
OATP1B1 inhibitior + 0.8021 80.21%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8735 87.35%
P-glycoprotein inhibitior + 0.6624 66.24%
P-glycoprotein substrate - 0.6485 64.85%
CYP3A4 substrate + 0.6533 65.33%
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 - 0.5999 59.99%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7098 70.98%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7518 75.18%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.8575 85.75%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6732 67.32%
Estrogen receptor binding + 0.7757 77.57%
Androgen receptor binding - 0.5269 52.69%
Thyroid receptor binding - 0.6136 61.36%
Glucocorticoid receptor binding - 0.5073 50.73%
Aromatase binding + 0.5806 58.06%
PPAR gamma + 0.6428 64.28%
Honey bee toxicity - 0.8626 86.26%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5239 52.39%
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 98.99% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.77% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.58% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.55% 97.29%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.91% 92.86%
CHEMBL5255 O00206 Toll-like receptor 4 92.81% 92.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.15% 92.08%
CHEMBL3401 O75469 Pregnane X receptor 90.95% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.51% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.45% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.13% 94.33%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 90.11% 91.81%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.01% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.92% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.33% 82.50%
CHEMBL221 P23219 Cyclooxygenase-1 87.23% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.57% 96.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.97% 92.88%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.59% 96.95%
CHEMBL2514 O95665 Neurotensin receptor 2 84.40% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.74% 89.34%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.51% 95.64%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.04% 92.32%
CHEMBL230 P35354 Cyclooxygenase-2 82.89% 89.63%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.73% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.47% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.06% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.46% 91.19%

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 15693324
LOTUS LTS0206469
wikiData Q105150736