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[(2R,3R,4S,5S,6R)-5-acetyloxy-3-hydroxy-2-(hydroxymethyl)-6-[(2R,3S)-2,3,4-trihydroxybutoxy]oxan-4-yl] hexadecanoate

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 f95e2610-14fa-43f9-9910-59b23fd36408
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2R,3R,4S,5S,6R)-5-acetyloxy-3-hydroxy-2-(hydroxymethyl)-6-[(2R,3S)-2,3,4-trihydroxybutoxy]oxan-4-yl] hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1C(C(OC(C1OC(=O)C)OCC(C(CO)O)O)CO)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@H]1OC(=O)C)OC[C@H]([C@H](CO)O)O)CO)O
InChI InChI=1S/C28H52O11/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24(34)39-26-25(35)23(18-30)38-28(27(26)37-20(2)31)36-19-22(33)21(32)17-29/h21-23,25-30,32-33,35H,3-19H2,1-2H3/t21-,22+,23+,25+,26-,27-,28+/m0/s1
InChI Key UXHFMUSNTTXPHZ-CWNMYFMYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H52O11
Molecular Weight 564.70 g/mol
Exact Mass 564.35096247 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-5-acetyloxy-3-hydroxy-2-(hydroxymethyl)-6-[(2R,3S)-2,3,4-trihydroxybutoxy]oxan-4-yl] hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6898 68.98%
Caco-2 - 0.8330 83.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8612 86.12%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8534 85.34%
OATP1B3 inhibitior + 0.9123 91.23%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6832 68.32%
P-glycoprotein inhibitior - 0.4404 44.04%
P-glycoprotein substrate - 0.7151 71.51%
CYP3A4 substrate + 0.6007 60.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.6192 61.92%
CYP2C9 inhibition - 0.9081 90.81%
CYP2C19 inhibition - 0.8204 82.04%
CYP2D6 inhibition - 0.9216 92.16%
CYP1A2 inhibition - 0.8908 89.08%
CYP2C8 inhibition - 0.7930 79.30%
CYP inhibitory promiscuity - 0.9833 98.33%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7682 76.82%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8735 87.35%
Skin irritation - 0.8040 80.40%
Skin corrosion - 0.9672 96.72%
Ames mutagenesis - 0.9500 95.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9359 93.59%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity - 0.7889 78.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4790 47.90%
Acute Oral Toxicity (c) III 0.6075 60.75%
Estrogen receptor binding + 0.7181 71.81%
Androgen receptor binding - 0.5997 59.97%
Thyroid receptor binding - 0.7317 73.17%
Glucocorticoid receptor binding - 0.6418 64.18%
Aromatase binding - 0.5507 55.07%
PPAR gamma - 0.5206 52.06%
Honey bee toxicity - 0.8948 89.48%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5385 53.85%
Fish aquatic toxicity + 0.8138 81.38%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.80% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.78% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.63% 97.29%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 96.28% 85.94%
CHEMBL5255 O00206 Toll-like receptor 4 95.75% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.44% 91.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.37% 92.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.68% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 87.83% 94.73%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.50% 82.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.89% 91.24%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.84% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.81% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.68% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.39% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 84.60% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.24% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.07% 94.33%
CHEMBL256 P0DMS8 Adenosine A3 receptor 83.27% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.07% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.78% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.21% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.18% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.79% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 81.01% 97.79%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.26% 80.33%

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 162894911
LOTUS LTS0169653
wikiData Q105280788