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methyl (4S,5Z,6S)-5-ethylidene-4-[2-[2-[4-[2-[(2S,3Z,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]oxyphenyl]ethoxy]-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 453031b9-7d59-46ea-952c-5b7dabc7b4ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,5Z,6S)-5-ethylidene-4-[2-[2-[4-[2-[(2S,3Z,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]oxyphenyl]ethoxy]-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)OCCC3=CC=C(C=C3)OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC
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)OCCC3=CC=C(C=C3)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
InChI InChI=1S/C42H54O22/c1-5-21-23(25(37(53)55-3)17-58-39(21)63-41-35(51)33(49)31(47)27(15-43)61-41)13-29(45)57-12-11-19-7-9-20(10-8-19)60-30(46)14-24-22(6-2)40(59-18-26(24)38(54)56-4)64-42-36(52)34(50)32(48)28(16-44)62-42/h5-10,17-18,23-24,27-28,31-36,39-44,47-52H,11-16H2,1-4H3/b21-5-,22-6-/t23-,24-,27+,28+,31+,32+,33-,34-,35+,36+,39-,40-,41-,42-/m0/s1
InChI Key ALDOLERJIYTYDY-JFGPLAMVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H54O22
Molecular Weight 910.90 g/mol
Exact Mass 910.31067335 g/mol
Topological Polar Surface Area (TPSA) 322.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.96
H-Bond Acceptor 22
H-Bond Donor 8
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S,5Z,6S)-5-ethylidene-4-[2-[2-[4-[2-[(2S,3Z,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]oxyphenyl]ethoxy]-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 - 0.7327 73.27%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8279 82.79%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.7394 73.94%
OATP1B3 inhibitior + 0.9065 90.65%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9648 96.48%
P-glycoprotein inhibitior + 0.7541 75.41%
P-glycoprotein substrate + 0.5273 52.73%
CYP3A4 substrate + 0.6806 68.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.7961 79.61%
CYP2C9 inhibition - 0.8440 84.40%
CYP2C19 inhibition - 0.7458 74.58%
CYP2D6 inhibition - 0.9014 90.14%
CYP1A2 inhibition - 0.8170 81.70%
CYP2C8 inhibition + 0.7646 76.46%
CYP inhibitory promiscuity - 0.8970 89.70%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6700 67.00%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.8143 81.43%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7673 76.73%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7966 79.66%
skin sensitisation - 0.8675 86.75%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6696 66.96%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7808 78.08%
Androgen receptor binding + 0.7294 72.94%
Thyroid receptor binding + 0.5856 58.56%
Glucocorticoid receptor binding + 0.7221 72.21%
Aromatase binding + 0.5366 53.66%
PPAR gamma + 0.7591 75.91%
Honey bee toxicity - 0.6473 64.73%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9014 90.14%

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 98.27% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.12% 86.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.94% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.48% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.93% 86.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.91% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 90.14% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.31% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.12% 96.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.84% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.30% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.44% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.71% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.59% 94.33%
CHEMBL1801 P00747 Plasminogen 81.58% 92.44%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.81% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.30% 95.83%

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.
Fraxinus excelsior

Cross-Links

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PubChem 163187480
LOTUS LTS0034416
wikiData Q104914025