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(13R)-13-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxydocosanoic acid

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 31f24851-a2fd-4b17-802d-d57493f5115a
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name (13R)-13-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxydocosanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H68O15/c1-4-5-6-7-11-14-17-20-27(21-18-15-12-9-8-10-13-16-19-22-30(41)42)50-38-36(34(46)32(44)29(52-38)24-49-26(3)40)53-37-35(47)33(45)31(43)28(51-37)23-48-25(2)39/h27-29,31-38,43-47H,4-24H2,1-3H3,(H,41,42)/t27-,28-,29-,31-,32-,33+,34+,35-,36-,37+,38-/m1/s1
InChI Key LGIFCELMJBBHMO-AOGHEHALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H68O15
Molecular Weight 764.90 g/mol
Exact Mass 764.45582146 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 3.65
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 28

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13R)-13-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxydocosanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6918 69.18%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8449 84.49%
OATP2B1 inhibitior - 0.5697 56.97%
OATP1B1 inhibitior + 0.8697 86.97%
OATP1B3 inhibitior + 0.8445 84.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7661 76.61%
P-glycoprotein inhibitior + 0.6776 67.76%
P-glycoprotein substrate - 0.7687 76.87%
CYP3A4 substrate + 0.6255 62.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8949 89.49%
CYP3A4 inhibition - 0.6388 63.88%
CYP2C9 inhibition - 0.9142 91.42%
CYP2C19 inhibition - 0.8655 86.55%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9212 92.12%
CYP2C8 inhibition - 0.7854 78.54%
CYP inhibitory promiscuity - 0.9792 97.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7198 71.98%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.7846 78.46%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation - 0.9458 94.58%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6819 68.19%
Acute Oral Toxicity (c) III 0.6051 60.51%
Estrogen receptor binding + 0.7354 73.54%
Androgen receptor binding - 0.5137 51.37%
Thyroid receptor binding - 0.6456 64.56%
Glucocorticoid receptor binding - 0.5081 50.81%
Aromatase binding + 0.5684 56.84%
PPAR gamma + 0.5800 58.00%
Honey bee toxicity - 0.8695 86.95%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9241 92.41%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 97.93% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.43% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 95.90% 92.50%
CHEMBL4040 P28482 MAP kinase ERK2 94.02% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.73% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.08% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.93% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.86% 85.94%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.26% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 89.75% 94.73%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.02% 95.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.29% 97.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.95% 97.25%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 85.74% 92.26%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.29% 96.47%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.96% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.69% 91.19%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.61% 97.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.29% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.16% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.89% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.58% 96.90%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.26% 96.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.79% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.20% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162959182
LOTUS LTS0057533
wikiData Q105151369