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3-[(E)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxydodec-5-enoyl]oxydecanoic 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 1992928a-2845-4f03-9450-f283196afc59
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Rhamnolipids
IUPAC Name 3-[(E)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxydodec-5-enoyl]oxydecanoic acid
SMILES (Canonical) CCCCCCCC(CC(=O)O)OC(=O)CC(CC=CCCCCCC)OC1C(C(C(C(O1)C)O)O)O
SMILES (Isomeric) CCCCCCCC(CC(=O)O)OC(=O)CC(C/C=C/CCCCCC)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O
InChI InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13+/t20-,21?,22?,25-,26+,27+,28-/m0/s1
InChI Key DCIJAGJQBHKBNH-IWRMTKMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H50O9
Molecular Weight 530.70 g/mol
Exact Mass 530.34548317 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(E)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxydodec-5-enoyl]oxydecanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4857 48.57%
Caco-2 - 0.8025 80.25%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7457 74.57%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior + 0.8916 89.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5516 55.16%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6292 62.92%
CYP3A4 substrate + 0.6394 63.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition + 0.6659 66.59%
CYP2C9 inhibition - 0.9146 91.46%
CYP2C19 inhibition - 0.6536 65.36%
CYP2D6 inhibition - 0.9111 91.11%
CYP1A2 inhibition - 0.9143 91.43%
CYP2C8 inhibition - 0.5616 56.16%
CYP inhibitory promiscuity - 0.9659 96.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7788 77.88%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.6054 60.54%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7150 71.50%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6460 64.60%
skin sensitisation - 0.8536 85.36%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6298 62.98%
Acute Oral Toxicity (c) III 0.5488 54.88%
Estrogen receptor binding + 0.5555 55.55%
Androgen receptor binding - 0.5208 52.08%
Thyroid receptor binding - 0.6977 69.77%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5142 51.42%
PPAR gamma - 0.6085 60.85%
Honey bee toxicity - 0.8889 88.89%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.7709 77.09%
Fish aquatic toxicity + 0.9567 95.67%

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 98.42% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.33% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.12% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.72% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 92.20% 92.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.45% 92.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.63% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 87.68% 94.73%
CHEMBL3776 Q14790 Caspase-8 86.93% 97.06%
CHEMBL221 P23219 Cyclooxygenase-1 86.91% 90.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.64% 97.29%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.03% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.02% 96.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 85.79% 97.34%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.71% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.50% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.90% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.64% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.77% 96.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.37% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.08% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.83% 83.00%

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.
There are no matching plants.

Cross-Links

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PubChem 139590373
LOTUS LTS0015585
wikiData Q104975400