2-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

Top
Internal ID 55b7fc61-b0c9-415b-a915-acc9054bb5e2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(4-hydroxy-3-methoxyphenyl)-5-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C23H24O11/c1-30-15-5-10(3-4-12(15)25)14-8-13(26)19-16(31-2)6-11(7-17(19)33-14)32-23-22(29)21(28)20(27)18(9-24)34-23/h3-8,18,20-25,27-29H,9H2,1-2H3
InChI Key GRYWSROVPQJCDJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H24O11
Molecular Weight 476.40 g/mol
Exact Mass 476.13186158 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.8848 88.48%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.6953 69.53%
OATP1B1 inhibitior + 0.9284 92.84%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5575 55.75%
P-glycoprotein inhibitior - 0.5397 53.97%
P-glycoprotein substrate - 0.7057 70.57%
CYP3A4 substrate + 0.5755 57.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8324 83.24%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.6511 65.11%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9323 93.23%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.5308 53.08%
Human Ether-a-go-go-Related Gene inhibition - 0.3989 39.89%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8155 81.55%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.8178 81.78%
Androgen receptor binding + 0.6532 65.32%
Thyroid receptor binding + 0.5553 55.53%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding + 0.6045 60.45%
PPAR gamma + 0.7425 74.25%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6749 67.49%
Fish aquatic toxicity + 0.7522 75.22%

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 99.19% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.37% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.18% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.85% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.47% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 91.74% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.46% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.59% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.92% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.75% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.89% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.49% 96.00%
CHEMBL3194 P02766 Transthyretin 84.10% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.65% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.40% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 82.74% 93.31%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.18% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.25% 94.45%

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.
Pyrus pyrifolia

Cross-Links

Top
PubChem 74977771
LOTUS LTS0003258
wikiData Q105016883