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[(2R,3R,4S,5S,6R)-5-acetyloxy-2-(acetyloxymethyl)-3-hydroxy-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 e125b9aa-93cb-4a4a-b755-77ae45f0ae23
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2R,3R,4S,5S,6R)-5-acetyloxy-2-(acetyloxymethyl)-3-hydroxy-6-[(2R,3S)-2,3,4-trihydroxybutoxy]oxan-4-yl] hexadecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H54O12/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(36)42-28-27(37)25(20-38-21(2)32)41-30(29(28)40-22(3)33)39-19-24(35)23(34)18-31/h23-25,27-31,34-35,37H,4-20H2,1-3H3/t23-,24+,25+,27+,28-,29-,30+/m0/s1
InChI Key LGWRUIALZTVJCL-JSBLIAMGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H54O12
Molecular Weight 606.70 g/mol
Exact Mass 606.36152715 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 23

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-2-(acetyloxymethyl)-3-hydroxy-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 - 0.6661 66.61%
Caco-2 - 0.8271 82.71%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8507 85.07%
OATP2B1 inhibitior - 0.5721 57.21%
OATP1B1 inhibitior + 0.8604 86.04%
OATP1B3 inhibitior + 0.8967 89.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8532 85.32%
P-glycoprotein inhibitior + 0.6390 63.90%
P-glycoprotein substrate - 0.7098 70.98%
CYP3A4 substrate + 0.6220 62.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.5269 52.69%
CYP2C9 inhibition - 0.9024 90.24%
CYP2C19 inhibition - 0.7957 79.57%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.8861 88.61%
CYP2C8 inhibition - 0.7242 72.42%
CYP inhibitory promiscuity - 0.9844 98.44%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7531 75.31%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8907 89.07%
Skin irritation - 0.7964 79.64%
Skin corrosion - 0.9683 96.83%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5103 51.03%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9380 93.80%
Respiratory toxicity - 0.6889 68.89%
Reproductive toxicity - 0.7889 78.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6242 62.42%
Acute Oral Toxicity (c) III 0.6037 60.37%
Estrogen receptor binding + 0.7138 71.38%
Androgen receptor binding - 0.6333 63.33%
Thyroid receptor binding - 0.6947 69.47%
Glucocorticoid receptor binding - 0.5872 58.72%
Aromatase binding - 0.5407 54.07%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8988 89.88%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.5385 53.85%
Fish aquatic toxicity + 0.8061 80.61%

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 98.93% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.16% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 96.79% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.62% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.60% 97.29%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 95.43% 85.94%
CHEMBL4040 P28482 MAP kinase ERK2 94.53% 83.82%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.45% 92.86%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.08% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.92% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 88.99% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.40% 96.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.03% 83.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.94% 82.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.28% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.99% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.94% 92.08%
CHEMBL340 P08684 Cytochrome P450 3A4 86.43% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.02% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.20% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.68% 94.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 84.21% 80.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.93% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.89% 95.89%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.00% 91.81%
CHEMBL299 P17252 Protein kinase C alpha 80.73% 98.03%

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 11028432
LOTUS LTS0032301
wikiData Q105151612