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methyl (5E,6S)-5-ethylidene-4-[2-oxo-2-[2-[4-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]ethoxy]ethyl]-6-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)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 de4f5dc3-ab62-4534-b6c3-8107a62b90fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (5E,6S)-5-ethylidene-4-[2-oxo-2-[2-[4-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]ethoxy]ethyl]-6-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical) CC=C1C(C(=COC1OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)CC(=O)OCCC3=CC=C(C=C3)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) C/C=C\1/[C@@H](OC=C(C1CC(=O)OCCC2=CC=C(C=C2)OC3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)OC4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C47H58O25/c1-11-32-33(34(44(57)58-10)19-62-45(32)72-47-43(68-29(9)55)41(66-27(7)53)39(64-25(5)51)36(71-47)21-61-23(3)49)18-37(56)59-17-16-30-12-14-31(15-13-30)69-46-42(67-28(8)54)40(65-26(6)52)38(63-24(4)50)35(70-46)20-60-22(2)48/h11-15,19,33,35-36,38-43,45-47H,16-18,20-21H2,1-10H3/b32-11+/t33?,35-,36-,38-,39-,40+,41+,42-,43-,45+,46?,47?/m1/s1
InChI Key OUGTUWTXDAQGIR-KOPVUUSOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H58O25
Molecular Weight 1022.90 g/mol
Exact Mass 1022.32671733 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.70
H-Bond Acceptor 25
H-Bond Donor 0
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (5E,6S)-5-ethylidene-4-[2-oxo-2-[2-[4-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]ethoxy]ethyl]-6-[(3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)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 + 0.9432 94.32%
Caco-2 - 0.8516 85.16%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8760 87.60%
OATP2B1 inhibitior - 0.5688 56.88%
OATP1B1 inhibitior + 0.7619 76.19%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.7728 77.28%
P-glycoprotein substrate + 0.5498 54.98%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate + 0.6064 60.64%
CYP2D6 substrate - 0.8867 88.67%
CYP3A4 inhibition - 0.6367 63.67%
CYP2C9 inhibition - 0.9153 91.53%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9166 91.66%
CYP1A2 inhibition - 0.6226 62.26%
CYP2C8 inhibition + 0.7909 79.09%
CYP inhibitory promiscuity - 0.6051 60.51%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.6542 65.42%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.8286 82.86%
Skin corrosion - 0.9747 97.47%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7874 78.74%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7282 72.82%
skin sensitisation - 0.8603 86.03%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.7416 74.16%
Acute Oral Toxicity (c) III 0.5480 54.80%
Estrogen receptor binding + 0.8001 80.01%
Androgen receptor binding + 0.6980 69.80%
Thyroid receptor binding + 0.5944 59.44%
Glucocorticoid receptor binding + 0.7536 75.36%
Aromatase binding + 0.6478 64.78%
PPAR gamma + 0.7461 74.61%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9760 97.60%

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 98.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.29% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.49% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.41% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.57% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.44% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.24% 86.92%
CHEMBL2581 P07339 Cathepsin D 89.16% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.23% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.93% 94.00%
CHEMBL4208 P20618 Proteasome component C5 85.14% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.00% 91.49%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.75% 94.80%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.12% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.93% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.60% 91.19%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.19% 95.17%
CHEMBL5957 P21589 5'-nucleotidase 80.85% 97.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.63% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.50% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.02% 95.58%

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 angustifolia

Cross-Links

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PubChem 163034140
LOTUS LTS0233862
wikiData Q105200126