PlantaeDB Logo
Login Sign-up

(3S)-5-hydroxy-3-(4-methoxy-1,3-benzodioxol-5-yl)-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

Top
Internal ID aef4ff85-475f-4271-a9bb-dd282a20e46d
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name (3S)-5-hydroxy-3-(4-methoxy-1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=C(C=CC2=C1OCO2)C3COC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) COC1=C(C=CC2=C1OCO2)[C@H]3COC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C23H24O12/c1-30-21-10(2-3-13-22(21)33-8-32-13)11-7-31-14-5-9(4-12(25)16(14)17(11)26)34-23-20(29)19(28)18(27)15(6-24)35-23/h2-5,11,15,18-20,23-25,27-29H,6-8H2,1H3/t11-,15-,18-,19+,20-,23-/m1/s1
InChI Key PLBUVTBSLDSDLK-ZQJMOEEOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H24O12
Molecular Weight 492.40 g/mol
Exact Mass 492.12677620 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.33
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S)-5-hydroxy-3-(4-methoxy-1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6191 61.91%
Caco-2 - 0.8723 87.23%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6374 63.74%
OATP2B1 inhibitior - 0.8505 85.05%
OATP1B1 inhibitior + 0.9012 90.12%
OATP1B3 inhibitior + 0.9728 97.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5689 56.89%
P-glycoprotein inhibitior - 0.5798 57.98%
P-glycoprotein substrate - 0.6951 69.51%
CYP3A4 substrate + 0.6426 64.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.5836 58.36%
CYP2C9 inhibition - 0.7784 77.84%
CYP2C19 inhibition - 0.7015 70.15%
CYP2D6 inhibition - 0.8616 86.16%
CYP1A2 inhibition - 0.9048 90.48%
CYP2C8 inhibition + 0.5553 55.53%
CYP inhibitory promiscuity + 0.6208 62.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5596 55.96%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8901 89.01%
Skin irritation - 0.8137 81.37%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4813 48.13%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8847 88.47%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6242 62.42%
Acute Oral Toxicity (c) III 0.7562 75.62%
Estrogen receptor binding + 0.8181 81.81%
Androgen receptor binding + 0.6000 60.00%
Thyroid receptor binding - 0.5189 51.89%
Glucocorticoid receptor binding - 0.4750 47.50%
Aromatase binding - 0.5443 54.43%
PPAR gamma + 0.6991 69.91%
Honey bee toxicity - 0.7507 75.07%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7290 72.90%

Targets

Top

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 99.65% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.88% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.75% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.64% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.39% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.85% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.20% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 91.67% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.57% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.40% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.67% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.61% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 87.49% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.36% 92.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.16% 82.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.22% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.60% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.01% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.51% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.19% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.06% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.40% 99.23%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.36% 92.68%
CHEMBL4208 P20618 Proteasome component C5 81.22% 90.00%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 163089365
LOTUS LTS0259959
wikiData Q105210812