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3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 7d786f83-65fc-44a4-a24d-3350ceb2f558
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 3-(4-hydroxyphenyl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3
InChI Key OZBAVEKZGSOMOJ-UHFFFAOYSA-N
Popularity 92 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O10
Molecular Weight 446.40 g/mol
Exact Mass 446.12129689 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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MLS000563447
CHEMBL1574061
Glycitein 7-O-(c)micro-glucoside
HMS2214B19
BCP15459
LMPK12050096
AKOS037647405
NCGC00247601-01
AS-73538
SMR000232341
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 - 0.4855 48.55%
Caco-2 - 0.8805 88.05%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6190 61.90%
OATP2B1 inhibitior - 0.6911 69.11%
OATP1B1 inhibitior + 0.9099 90.99%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6577 65.77%
P-glycoprotein inhibitior - 0.6003 60.03%
P-glycoprotein substrate - 0.7429 74.29%
CYP3A4 substrate + 0.6324 63.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8324 83.24%
CYP3A4 inhibition - 0.9108 91.08%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9173 91.73%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.6975 69.75%
CYP inhibitory promiscuity - 0.7292 72.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6890 68.90%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9351 93.51%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5087 50.87%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.5673 56.73%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6962 69.62%
Acute Oral Toxicity (c) III 0.6624 66.24%
Estrogen receptor binding + 0.7661 76.61%
Androgen receptor binding + 0.7609 76.09%
Thyroid receptor binding + 0.5620 56.20%
Glucocorticoid receptor binding + 0.7061 70.61%
Aromatase binding + 0.5420 54.20%
PPAR gamma + 0.6990 69.90%
Honey bee toxicity - 0.7855 78.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5349 53.49%
Fish aquatic toxicity + 0.7079 70.79%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 31622.8 nM
 Potency
 via CMAUP
CHEMBL1293232 Q16637 Survival motor neuron protein 12589.3 nM
 Potency
 via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.95% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.85% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.10% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.62% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.17% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.04% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.81% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.02% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.66% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.37% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.00% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.91% 95.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.73% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.59% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.94% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.65% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.13% 92.94%

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.
Glycine max
Pueraria montana var. lobata
Pueraria montana var. thomsonii
Styphnolobium japonicum

Cross-Links

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PubChem 12004532
NPASS NPC105511
ChEMBL CHEMBL1574061
LOTUS LTS0220550
wikiData Q105203653