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methyl (4S,6S,7R)-6-[(2S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-4-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 500908a5-64dd-4f5e-b19e-1da47956beb9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,6S,7R)-6-[(2S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H40O15/c1-5-14-15(6-7-39-13(3)31)18(11-41-28(14)44-29-24(34)23(33)22(32)20(9-30)43-29)25(35)42-19-8-16-17(12(19)2)10-40-27(37)21(16)26(36)38-4/h5,11-12,14-17,19-24,28-30,32-34H,1,6-10H2,2-4H3/t12-,14?,15+,16?,17?,19+,20-,21+,22-,23+,24-,28+,29+/m1/s1
InChI Key VACUWUBZVQRJTC-VUKJPOGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O15
Molecular Weight 628.60 g/mol
Exact Mass 628.23672056 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S,6S,7R)-6-[(2S,4S)-4-(2-acetyloxyethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5115 51.15%
Caco-2 - 0.8606 86.06%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7864 78.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7735 77.35%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.5754 57.54%
P-glycoprotein inhibitior + 0.6171 61.71%
P-glycoprotein substrate + 0.6784 67.84%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.9019 90.19%
CYP2C9 inhibition - 0.9123 91.23%
CYP2C19 inhibition - 0.8628 86.28%
CYP2D6 inhibition - 0.9292 92.92%
CYP1A2 inhibition - 0.8424 84.24%
CYP2C8 inhibition + 0.6639 66.39%
CYP inhibitory promiscuity - 0.9426 94.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7320 73.20%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9235 92.35%
Skin irritation - 0.6847 68.47%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.5215 52.15%
Human Ether-a-go-go-Related Gene inhibition + 0.6482 64.82%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8941 89.41%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7355 73.55%
Acute Oral Toxicity (c) III 0.4648 46.48%
Estrogen receptor binding + 0.7864 78.64%
Androgen receptor binding + 0.6804 68.04%
Thyroid receptor binding - 0.5378 53.78%
Glucocorticoid receptor binding + 0.5810 58.10%
Aromatase binding - 0.5192 51.92%
PPAR gamma + 0.6034 60.34%
Honey bee toxicity - 0.6183 61.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9310 93.10%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.88% 85.14%
CHEMBL2581 P07339 Cathepsin D 90.32% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.81% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.23% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.85% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.37% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.40% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.21% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.52% 94.45%
CHEMBL4530 P00488 Coagulation factor XIII 82.38% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 82.29% 94.73%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.73% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 81.31% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.15% 99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10722651
LOTUS LTS0022944
wikiData Q105282634