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methyl 5-(2-acetyloxyethylidene)-6-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-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 825fb990-14ff-4b7e-916a-ca6b0a2d7994
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 5-(2-acetyloxyethylidene)-6-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4H-pyran-3-carboxylate
SMILES (Canonical) CC(=O)OCC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)OC)CC(=O)OCCC4=CC=C(C=C4)O
SMILES (Isomeric) CC(=O)OCC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)OC)CC(=O)OCCC4=CC=C(C=C4)O
InChI InChI=1S/C33H44O19/c1-15(36)46-10-8-18-19(11-23(38)47-9-7-16-3-5-17(37)6-4-16)20(30(44)45-2)14-48-31(18)52-33-28(43)29(25(40)22(13-35)50-33)51-32-27(42)26(41)24(39)21(12-34)49-32/h3-6,8,14,19,21-22,24-29,31-35,37,39-43H,7,9-13H2,1-2H3
InChI Key GDBTUGHASAEWHN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O19
Molecular Weight 744.70 g/mol
Exact Mass 744.24767917 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -2.97
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 5-(2-acetyloxyethylidene)-6-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-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 - 0.5875 58.75%
Caco-2 - 0.8842 88.42%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8268 82.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7493 74.93%
OATP1B3 inhibitior + 0.9285 92.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9040 90.40%
P-glycoprotein inhibitior + 0.6735 67.35%
P-glycoprotein substrate + 0.6274 62.74%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.9020 90.20%
CYP2C9 inhibition - 0.8851 88.51%
CYP2C19 inhibition - 0.8009 80.09%
CYP2D6 inhibition - 0.8846 88.46%
CYP1A2 inhibition - 0.8066 80.66%
CYP2C8 inhibition + 0.8179 81.79%
CYP inhibitory promiscuity - 0.8995 89.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7426 74.26%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9143 91.43%
Skin irritation - 0.8167 81.67%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6671 66.71%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8704 87.04%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.4938 49.38%
Acute Oral Toxicity (c) III 0.5903 59.03%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7028 70.28%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6306 63.06%
Aromatase binding + 0.5271 52.71%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.6638 66.38%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9435 94.35%

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 98.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.20% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.38% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.73% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.49% 94.73%
CHEMBL2581 P07339 Cathepsin D 91.21% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 89.72% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.55% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.34% 86.92%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.61% 94.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.51% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.18% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.11% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.05% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.98% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.80% 96.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.56% 94.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.49% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.28% 85.00%

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.
Osmanthus heterophyllus

Cross-Links

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PubChem 163036984
LOTUS LTS0246135
wikiData Q105006637