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(11S)-11-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxyhexadecanoic 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 d08b5326-aaf8-4716-a92b-61ccd65916e9
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name (11S)-11-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxyhexadecanoic acid
SMILES (Canonical) CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)C)O)O)O
SMILES (Isomeric) CCCCC[C@@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@@H](O4)C)O)O)O
InChI InChI=1S/C40H72O21/c1-4-5-11-14-21(15-12-9-7-6-8-10-13-16-24(43)44)56-39-35(31(51)26(46)20(3)55-39)60-40-36(61-37-32(52)29(49)25(45)19(2)54-37)34(28(48)23(18-42)58-40)59-38-33(53)30(50)27(47)22(17-41)57-38/h19-23,25-42,45-53H,4-18H2,1-3H3,(H,43,44)/t19-,20+,21-,22+,23+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35+,36+,37-,38-,39-,40-/m0/s1
InChI Key RYEDRDCIRUXABX-OVOMKMDGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H72O21
Molecular Weight 889.00 g/mol
Exact Mass 888.45660930 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -2.12
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (11S)-11-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxyhexadecanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6790 67.90%
Caco-2 - 0.8708 87.08%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7992 79.92%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.8516 85.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5576 55.76%
P-glycoprotein inhibitior + 0.6722 67.22%
P-glycoprotein substrate - 0.6597 65.97%
CYP3A4 substrate + 0.6387 63.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7143 71.43%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.9124 91.24%
CYP2C8 inhibition - 0.7251 72.51%
CYP inhibitory promiscuity - 0.9684 96.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7418 74.18%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.7871 78.71%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3835 38.35%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9359 93.59%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity - 0.6778 67.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8081 80.81%
Acute Oral Toxicity (c) III 0.5965 59.65%
Estrogen receptor binding + 0.7066 70.66%
Androgen receptor binding + 0.5799 57.99%
Thyroid receptor binding - 0.6061 60.61%
Glucocorticoid receptor binding - 0.4881 48.81%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.5992 59.92%
Honey bee toxicity - 0.8376 83.76%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5948 59.48%
Fish aquatic toxicity + 0.8126 81.26%

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 98.39% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 94.57% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.34% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.41% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.55% 97.36%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.93% 97.29%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.89% 85.94%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.29% 97.86%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.91% 92.08%
CHEMBL3401 O75469 Pregnane X receptor 84.85% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.32% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.03% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.37% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.77% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.23% 96.47%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.09% 95.89%

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.
Calystegia soldanella

Cross-Links

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PubChem 162843021
LOTUS LTS0021572
wikiData Q104665516