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5-[5-[5-Acetyloxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydecanoyl]oxy-3-hydroxydecanoyl]oxy-3-hydroxydecanoic 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 864acd55-9be6-4ca0-86b3-c44f32a13cbb
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Rhamnolipids
IUPAC Name 5-[5-[5-acetyloxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydecanoyl]oxy-3-hydroxydecanoyl]oxy-3-hydroxydecanoic acid
SMILES (Canonical) CCCCCC(CC(CC(=O)O)O)OC(=O)CC(CC(CCCCC)OC(=O)CC(CC(CCCCC)OC(=O)C)OC1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) CCCCCC(CC(CC(=O)O)O)OC(=O)CC(CC(CCCCC)OC(=O)CC(CC(CCCCC)OC(=O)C)OC1C(C(C(C(O1)CO)O)O)O)O
InChI InChI=1S/C38H68O16/c1-5-8-11-14-27(17-25(41)19-32(43)44)51-33(45)20-26(42)18-28(15-12-9-6-2)52-34(46)22-30(21-29(50-24(4)40)16-13-10-7-3)53-38-37(49)36(48)35(47)31(23-39)54-38/h25-31,35-39,41-42,47-49H,5-23H2,1-4H3,(H,43,44)
InChI Key RZARMTGHXDCDDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H68O16
Molecular Weight 780.90 g/mol
Exact Mass 780.45073608 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 30

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[5-[5-Acetyloxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydecanoyl]oxy-3-hydroxydecanoyl]oxy-3-hydroxydecanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5950 59.50%
Caco-2 - 0.8664 86.64%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8591 85.91%
OATP2B1 inhibitior - 0.5747 57.47%
OATP1B1 inhibitior + 0.8343 83.43%
OATP1B3 inhibitior + 0.8901 89.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7292 72.92%
BSEP inhibitior - 0.4903 49.03%
P-glycoprotein inhibitior + 0.6955 69.55%
P-glycoprotein substrate - 0.5676 56.76%
CYP3A4 substrate + 0.6480 64.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8929 89.29%
CYP3A4 inhibition + 0.5595 55.95%
CYP2C9 inhibition - 0.8859 88.59%
CYP2C19 inhibition - 0.8044 80.44%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.8763 87.63%
CYP2C8 inhibition - 0.6893 68.93%
CYP inhibitory promiscuity - 0.9810 98.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7834 78.34%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7830 78.30%
Skin corrosion - 0.9671 96.71%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4277 42.77%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6220 62.20%
skin sensitisation - 0.9199 91.99%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.7556 75.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.6699 66.99%
Acute Oral Toxicity (c) III 0.5988 59.88%
Estrogen receptor binding + 0.7523 75.23%
Androgen receptor binding + 0.5692 56.92%
Thyroid receptor binding - 0.6099 60.99%
Glucocorticoid receptor binding - 0.4713 47.13%
Aromatase binding + 0.5603 56.03%
PPAR gamma + 0.6091 60.91%
Honey bee toxicity - 0.8248 82.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5892 58.92%
Fish aquatic toxicity + 0.8443 84.43%

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 98.55% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.27% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.58% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 92.55% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.20% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.48% 96.47%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.82% 97.29%
CHEMBL3776 Q14790 Caspase-8 89.08% 97.06%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.91% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.76% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.71% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.26% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 86.85% 94.73%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.90% 82.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.35% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.27% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.49% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.82% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.81% 97.25%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 82.25% 97.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.98% 92.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.23% 97.21%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.55% 96.00%

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 162882810
LOTUS LTS0106736
wikiData Q104197076