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[3,4-Diacetyloxy-6-[(4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-5-hydroxyoxan-2-yl]methyl 2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

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 66ca6935-6925-44c4-836b-9c15e39871c0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [3,4-diacetyloxy-6-[(4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-5-hydroxyoxan-2-yl]methyl 2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
SMILES (Canonical) CC(=O)OC1C(OC(C(C1OC(=O)C)O)OC2C(C3(CCOC(=O)C3=CO2)O)C=C)COC(=O)C4=C(C(=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) CC(=O)OC1C(OC(C(C1OC(=O)C)O)OC2C(C3(CCOC(=O)C3=CO2)O)C=C)COC(=O)C4=C(C(=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)O
InChI InChI=1S/C33H40O20/c1-4-16-30(47-11-17-29(43)45-9-8-33(16,17)44)53-32-25(41)27(49-14(3)36)26(48-13(2)35)20(52-32)12-46-28(42)15-6-5-7-18(21(15)37)50-31-24(40)23(39)22(38)19(10-34)51-31/h4-7,11,16,19-20,22-27,30-32,34,37-41,44H,1,8-10,12H2,2-3H3
InChI Key VYOJJIBIOPHKFY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 20
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4-Diacetyloxy-6-[(4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-5-hydroxyoxan-2-yl]methyl 2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6508 65.08%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6926 69.26%
OATP2B1 inhibitior - 0.7195 71.95%
OATP1B1 inhibitior + 0.8090 80.90%
OATP1B3 inhibitior + 0.9176 91.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7846 78.46%
BSEP inhibitior + 0.7750 77.50%
P-glycoprotein inhibitior + 0.7204 72.04%
P-glycoprotein substrate + 0.5687 56.87%
CYP3A4 substrate + 0.7217 72.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.8782 87.82%
CYP2C9 inhibition - 0.7664 76.64%
CYP2C19 inhibition - 0.7850 78.50%
CYP2D6 inhibition - 0.8629 86.29%
CYP1A2 inhibition - 0.7745 77.45%
CYP2C8 inhibition + 0.7324 73.24%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9107 91.07%
Skin irritation - 0.7396 73.96%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6802 68.02%
Micronuclear - 0.6067 60.67%
Hepatotoxicity - 0.6851 68.51%
skin sensitisation - 0.7955 79.55%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7041 70.41%
Acute Oral Toxicity (c) III 0.5769 57.69%
Estrogen receptor binding + 0.8153 81.53%
Androgen receptor binding + 0.6414 64.14%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6865 68.65%
Aromatase binding + 0.5832 58.32%
PPAR gamma + 0.7619 76.19%
Honey bee toxicity - 0.6620 66.20%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9035 90.35%

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
CHEMBL220 P22303 Acetylcholinesterase 99.03% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.79% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.47% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.04% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.27% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.13% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.70% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.68% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.05% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.56% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.55% 94.80%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.23% 82.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.01% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 83.67% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.37% 96.21%
CHEMBL340 P08684 Cytochrome P450 3A4 83.27% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.74% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.92% 96.61%
CHEMBL5028 O14672 ADAM10 81.91% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.00% 93.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.89% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.77% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.68% 94.33%
CHEMBL3891 P07384 Calpain 1 80.62% 93.04%

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.
Gentiana straminea

Cross-Links

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PubChem 162894861
LOTUS LTS0267631
wikiData Q105299113