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methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(2R,3S,4S,5R,6S)-6-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

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 b34a5e47-29cc-4154-b167-ecce65bdb6c8
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(2R,3S,4S,5R,6S)-6-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical) CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(C(C(O3)OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)O)O)O
SMILES (Isomeric) C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)C[C@@H]\4C(=CO[C@H](/C4=C/C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC)O)O)O
InChI InChI=1S/C40H56O26/c1-5-14-16(18(34(54)56-3)11-59-36(14)65-39-32(52)28(48)25(45)20(9-41)61-39)7-23(43)58-13-22-27(47)30(50)31(51)38(63-22)64-24(44)8-17-15(6-2)37(60-12-19(17)35(55)57-4)66-40-33(53)29(49)26(46)21(10-42)62-40/h5-6,11-12,16-17,20-22,25-33,36-42,45-53H,7-10,13H2,1-4H3/b14-5+,15-6+/t16-,17-,20+,21+,22+,25+,26+,27+,28-,29-,30-,31+,32+,33+,36-,37-,38-,39-,40-/m0/s1
InChI Key PTNQSUUXMKZYRB-ISFXTOBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O26
Molecular Weight 952.90 g/mol
Exact Mass 952.30598189 g/mol
Topological Polar Surface Area (TPSA) 392.00 Ų
XlogP -5.60
Atomic LogP (AlogP) -5.75
H-Bond Acceptor 26
H-Bond Donor 11
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(2R,3S,4S,5R,6S)-6-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8549 85.49%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7778 77.78%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.7049 70.49%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8446 84.46%
P-glycoprotein inhibitior + 0.7346 73.46%
P-glycoprotein substrate - 0.6223 62.23%
CYP3A4 substrate + 0.6421 64.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.8666 86.66%
CYP2C9 inhibition - 0.8886 88.86%
CYP2C19 inhibition - 0.8565 85.65%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.9326 93.26%
CYP2C8 inhibition + 0.5804 58.04%
CYP inhibitory promiscuity - 0.9060 90.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6257 62.57%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.8144 81.44%
Skin corrosion - 0.9568 95.68%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6863 68.63%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.8164 81.64%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5676 56.76%
Acute Oral Toxicity (c) III 0.6251 62.51%
Estrogen receptor binding + 0.8120 81.20%
Androgen receptor binding + 0.6848 68.48%
Thyroid receptor binding + 0.5781 57.81%
Glucocorticoid receptor binding + 0.7704 77.04%
Aromatase binding + 0.5441 54.41%
PPAR gamma + 0.7800 78.00%
Honey bee toxicity - 0.7696 76.96%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.6701 67.01%

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 96.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.46% 91.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.03% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 91.43% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.19% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.39% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.64% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.96% 95.64%
CHEMBL2581 P07339 Cathepsin D 83.41% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.79% 95.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.70% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.68% 92.50%

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.
Osmanthus heterophyllus

Cross-Links

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PubChem 101458328
LOTUS LTS0179349
wikiData Q105214786