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(3R)-3alpha-Methyl-6-[6-O-(4-methoxybenzoyl)-beta-D-glucopyranosyloxy]-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one

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 bba7e5e8-22a9-4e6a-b426-735534ba503d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromen-6-yl]oxy]oxan-2-yl]methyl 4-methoxybenzoate
SMILES (Canonical) CC1CC2=C(C(=CC(=C2)OC3C(C(C(C(O3)COC(=O)C4=CC=C(C=C4)OC)O)O)O)O)C(=O)O1
SMILES (Isomeric) C[C@@H]1CC2=C(C(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC=C(C=C4)OC)O)O)O)O)C(=O)O1
InChI InChI=1S/C24H26O11/c1-11-7-13-8-15(9-16(25)18(13)23(30)33-11)34-24-21(28)20(27)19(26)17(35-24)10-32-22(29)12-3-5-14(31-2)6-4-12/h3-6,8-9,11,17,19-21,24-28H,7,10H2,1-2H3/t11-,17-,19-,20+,21-,24-/m1/s1
InChI Key KPDZBOPXDVHHMX-MZXLOQKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26O11
Molecular Weight 490.50 g/mol
Exact Mass 490.14751164 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3alpha-Methyl-6-[6-O-(4-methoxybenzoyl)-beta-D-glucopyranosyloxy]-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6344 63.44%
Caco-2 - 0.8067 80.67%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5689 56.89%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6069 60.69%
P-glycoprotein inhibitior - 0.4391 43.91%
P-glycoprotein substrate - 0.7398 73.98%
CYP3A4 substrate + 0.6377 63.77%
CYP2C9 substrate - 0.6357 63.57%
CYP2D6 substrate - 0.8579 85.79%
CYP3A4 inhibition - 0.8608 86.08%
CYP2C9 inhibition - 0.8828 88.28%
CYP2C19 inhibition - 0.8968 89.68%
CYP2D6 inhibition - 0.9125 91.25%
CYP1A2 inhibition - 0.8250 82.50%
CYP2C8 inhibition + 0.5551 55.51%
CYP inhibitory promiscuity - 0.8968 89.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6909 69.09%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.8451 84.51%
Skin corrosion - 0.9550 95.50%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4949 49.49%
Micronuclear + 0.5974 59.74%
Hepatotoxicity - 0.7341 73.41%
skin sensitisation - 0.9156 91.56%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8409 84.09%
Acute Oral Toxicity (c) III 0.6793 67.93%
Estrogen receptor binding + 0.6926 69.26%
Androgen receptor binding + 0.5850 58.50%
Thyroid receptor binding - 0.5320 53.20%
Glucocorticoid receptor binding + 0.6954 69.54%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5579 55.79%
Honey bee toxicity - 0.8620 86.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9271 92.71%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.67% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.17% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.32% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.83% 97.09%
CHEMBL4208 P20618 Proteasome component C5 92.79% 90.00%
CHEMBL2581 P07339 Cathepsin D 92.73% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.88% 94.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.60% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 90.23% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.84% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 89.77% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.71% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.67% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.32% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.18% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 87.05% 95.93%
CHEMBL2535 P11166 Glucose transporter 86.31% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.47% 93.99%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.32% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.02% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.20% 92.50%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.32% 80.00%

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.
Triticum aestivum

Cross-Links

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PubChem 11656105
LOTUS LTS0259849
wikiData Q105193617