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(3S)-3-(2,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-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 81c020cf-0e61-4b41-b03c-3d86c2ea1e06
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name (3S)-3-(2,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=CC(=C(C=C1)C2COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)OC
SMILES (Isomeric) COC1=CC(=C(C=C1)[C@H]2COC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC
InChI InChI=1S/C23H26O11/c1-30-10-3-4-12(15(6-10)31-2)13-9-32-16-7-11(5-14(25)18(16)19(13)26)33-23-22(29)21(28)20(27)17(8-24)34-23/h3-7,13,17,20-25,27-29H,8-9H2,1-2H3/t13-,17-,20-,21+,22-,23-/m1/s1
InChI Key SOOKFNSEQRGYPG-DZPXBWEGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H26O11
Molecular Weight 478.40 g/mol
Exact Mass 478.14751164 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -0.05
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3-(2,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5623 56.23%
Caco-2 - 0.8142 81.42%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.8493 84.93%
OATP1B1 inhibitior + 0.9284 92.84%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5315 53.15%
P-glycoprotein inhibitior - 0.5878 58.78%
P-glycoprotein substrate - 0.6453 64.53%
CYP3A4 substrate + 0.6326 63.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.5309 53.09%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4804 48.04%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8600 86.00%
Androgen receptor binding + 0.5694 56.94%
Thyroid receptor binding + 0.5557 55.57%
Glucocorticoid receptor binding + 0.5628 56.28%
Aromatase binding - 0.5221 52.21%
PPAR gamma + 0.7246 72.46%
Honey bee toxicity - 0.7877 78.77%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5749 57.49%
Fish aquatic toxicity + 0.7167 71.67%

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 99.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.99% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.57% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.74% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.95% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.22% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.97% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.83% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 91.02% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.96% 85.14%
CHEMBL4208 P20618 Proteasome component C5 90.67% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.62% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.58% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.58% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 90.33% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.48% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.02% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.46% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.02% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.44% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 82.33% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.78% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.74% 99.23%
CHEMBL4581 P52732 Kinesin-like protein 1 80.35% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.01% 100.00%

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 163012704
LOTUS LTS0209133
wikiData Q105257075