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2-(3,4-dihydroxyphenyl)ethyl (4R,5Z,6S)-5-ethylidene-4-[2-[2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethoxy]-2-oxoethyl]-6-[(2R,3S,4R,5R,6S)-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 b1d585ce-7ad7-4786-b952-dd5dd70d198a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)ethyl (4R,5Z,6S)-5-ethylidene-4-[2-[2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethoxy]-2-oxoethyl]-6-[(2R,3S,4R,5R,6S)-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)OCCC3=CC(=C(C=C3)O)O)CC(=O)OCCC4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)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)OCCC3=CC(=C(C=C3)O)O)CC(=O)OCCC4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
InChI InChI=1S/C38H48O20/c1-2-19-20(13-28(44)52-9-7-18-4-6-25(24(43)12-18)55-37-33(49)31(47)29(45)26(14-39)56-37)21(35(51)53-10-8-17-3-5-22(41)23(42)11-17)16-54-36(19)58-38-34(50)32(48)30(46)27(15-40)57-38/h2-6,11-12,16,20,26-27,29-34,36-43,45-50H,7-10,13-15H2,1H3/b19-2-/t20-,26-,27+,29-,30+,31+,32-,33-,34+,36+,37-,38-/m1/s1
InChI Key VXNIBTFXSAVWKH-CADQANGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H48O20
Molecular Weight 824.80 g/mol
Exact Mass 824.27389392 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.14
H-Bond Acceptor 20
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 2-(3,4-dihydroxyphenyl)ethyl (4R,5Z,6S)-5-ethylidene-4-[2-[2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethoxy]-2-oxoethyl]-6-[(2R,3S,4R,5R,6S)-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 - 0.7111 71.11%
Caco-2 - 0.8793 87.93%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8655 86.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7995 79.95%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8887 88.87%
P-glycoprotein inhibitior + 0.7135 71.35%
P-glycoprotein substrate + 0.5392 53.92%
CYP3A4 substrate + 0.6762 67.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.8691 86.91%
CYP2C9 inhibition - 0.7700 77.00%
CYP2C19 inhibition - 0.7046 70.46%
CYP2D6 inhibition - 0.8895 88.95%
CYP1A2 inhibition - 0.6844 68.44%
CYP2C8 inhibition + 0.7897 78.97%
CYP inhibitory promiscuity - 0.8372 83.72%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7029 70.29%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.8198 81.98%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7209 72.09%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8296 82.96%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7694 76.94%
Acute Oral Toxicity (c) III 0.6318 63.18%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.6809 68.09%
Thyroid receptor binding + 0.5348 53.48%
Glucocorticoid receptor binding + 0.6508 65.08%
Aromatase binding + 0.5533 55.33%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.6874 68.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9750 97.50%

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 97.60% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.23% 86.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.91% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.68% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 93.36% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.22% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.47% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.13% 94.73%
CHEMBL3194 P02766 Transthyretin 90.28% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.94% 98.95%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.51% 95.78%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.43% 80.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.18% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.24% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.93% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.46% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.18% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.25% 96.21%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.06% 95.64%

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 163190053
LOTUS LTS0235515
wikiData Q105298604