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[(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(3,4-dimethoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-methoxybenzoate

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 5779ef75-c9e5-46e1-93ff-04417a4b4330
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(3,4-dimethoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-methoxybenzoate
SMILES (Canonical) COC1=CC=C(C=C1)C(=O)OCC2(COC(C2O)OCC3C(C(C(C(O3)OC4=CC(=C(C=C4)OC)OC)O)O)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)C(=O)OC[C@]2(CO[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=CC(=C(C=C4)OC)OC)O)O)O)O
InChI InChI=1S/C27H34O14/c1-34-15-6-4-14(5-7-15)24(32)38-12-27(33)13-39-26(23(27)31)37-11-19-20(28)21(29)22(30)25(41-19)40-16-8-9-17(35-2)18(10-16)36-3/h4-10,19-23,25-26,28-31,33H,11-13H2,1-3H3/t19-,20-,21+,22-,23+,25-,26-,27-/m1/s1
InChI Key QUOVAFRRTGRBRV-AFBUJPPUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O14
Molecular Weight 582.50 g/mol
Exact Mass 582.19485575 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.78
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(3,4-dimethoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5754 57.54%
Caco-2 - 0.8723 87.23%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7368 73.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9214 92.14%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5644 56.44%
P-glycoprotein inhibitior + 0.6161 61.61%
P-glycoprotein substrate - 0.5575 55.75%
CYP3A4 substrate + 0.6554 65.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8469 84.69%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.8787 87.87%
CYP2C19 inhibition - 0.8560 85.60%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.8577 85.77%
CYP2C8 inhibition + 0.7221 72.21%
CYP inhibitory promiscuity - 0.8194 81.94%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9300 93.00%
Skin irritation - 0.8412 84.12%
Skin corrosion - 0.9550 95.50%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6999 69.99%
Micronuclear + 0.5048 50.48%
Hepatotoxicity - 0.6142 61.42%
skin sensitisation - 0.8503 85.03%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8240 82.40%
Acute Oral Toxicity (c) III 0.6524 65.24%
Estrogen receptor binding + 0.7987 79.87%
Androgen receptor binding + 0.5506 55.06%
Thyroid receptor binding + 0.5172 51.72%
Glucocorticoid receptor binding + 0.6518 65.18%
Aromatase binding + 0.6750 67.50%
PPAR gamma + 0.6712 67.12%
Honey bee toxicity - 0.8824 88.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.8397 83.97%

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 97.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL4208 P20618 Proteasome component C5 95.50% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.92% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.49% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.25% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.82% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.54% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.75% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.48% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.32% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.08% 96.95%
CHEMBL2535 P11166 Glucose transporter 84.93% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.36% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.09% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.51% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.98% 97.36%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.51% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.34% 95.89%

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.
Handroanthus impetiginosus

Cross-Links

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PubChem 21579203
NPASS NPC308128
LOTUS LTS0058175
wikiData Q105228321