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methyl (4S,5E,6S)-5-ethylidene-4-[2-[3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]propoxy]-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 7fe8654f-c331-4884-856a-0b2773ae16e6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,5E,6S)-5-ethylidene-4-[2-[3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]propoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H56O21/c1-5-21-22(25(40(54)57-4)18-59-41(21)64-43-37(53)35(51)33(49)30(17-46)62-43)14-31(47)58-10-6-7-19-11-23-24(15-44)38(63-39(23)28(12-19)56-3)20-8-9-26(27(13-20)55-2)60-42-36(52)34(50)32(48)29(16-45)61-42/h5,8-9,11-13,18,22,24,29-30,32-38,41-46,48-53H,6-7,10,14-17H2,1-4H3/b21-5+/t22-,24+,29+,30+,32+,33+,34-,35-,36+,37+,38+,41-,42+,43-/m0/s1
InChI Key GZSUNDIGWVWSKD-FNUPBLOHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H56O21
Molecular Weight 908.90 g/mol
Exact Mass 908.33140879 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.25
H-Bond Acceptor 21
H-Bond Donor 9
Rotatable Bonds 17

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-[3-[(2S,3S)-3-(hydroxymethyl)-7-methoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]propoxy]-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 + 0.7010 70.10%
Caco-2 - 0.8634 86.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8149 81.49%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.7380 73.80%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9640 96.40%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate + 0.7142 71.42%
CYP3A4 substrate + 0.7323 73.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition - 0.7983 79.83%
CYP2C9 inhibition - 0.8141 81.41%
CYP2C19 inhibition - 0.7619 76.19%
CYP2D6 inhibition - 0.9182 91.82%
CYP1A2 inhibition - 0.7021 70.21%
CYP2C8 inhibition + 0.8698 86.98%
CYP inhibitory promiscuity - 0.6776 67.76%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6092 60.92%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.8047 80.47%
Skin corrosion - 0.9484 94.84%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8211 82.11%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.7948 79.48%
skin sensitisation - 0.8601 86.01%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6292 62.92%
Acute Oral Toxicity (c) I 0.3490 34.90%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.6831 68.31%
Thyroid receptor binding + 0.6132 61.32%
Glucocorticoid receptor binding + 0.7432 74.32%
Aromatase binding + 0.5780 57.80%
PPAR gamma + 0.7768 77.68%
Honey bee toxicity - 0.7068 70.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9793 97.93%

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 99.35% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.35% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.03% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.64% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.48% 86.92%
CHEMBL2581 P07339 Cathepsin D 93.47% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.09% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.05% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.76% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.61% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.77% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.14% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.79% 95.89%
CHEMBL5028 O14672 ADAM10 83.78% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.21% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.96% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 81.84% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 81.38% 92.98%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.53% 89.67%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.14% 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.
Jasminum urophyllum

Cross-Links

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PubChem 163099505
LOTUS LTS0263670
wikiData Q105024592