5,7-Dihydroxy-8-methoxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

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Internal ID a6652afd-98d0-4d7d-b393-a7baa98b3576
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-8-methoxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3OC4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3OC4C(C(C(C(O4)CO)O)O)O)O)O
InChI InChI=1S/C22H22O11/c1-30-20-12(26)6-10(24)16-11(25)7-14(31-21(16)20)9-4-2-3-5-13(9)32-22-19(29)18(28)17(27)15(8-23)33-22/h2-7,15,17-19,22-24,26-29H,8H2,1H3
InChI Key OHRJVTNFYFYUPW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O11
Molecular Weight 462.40 g/mol
Exact Mass 462.11621151 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.06
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-Dihydroxy-8-methoxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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 - 0.8515 85.15%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6190 61.90%
OATP2B1 inhibitior - 0.5517 55.17%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6221 62.21%
P-glycoprotein inhibitior - 0.5829 58.29%
P-glycoprotein substrate - 0.5597 55.97%
CYP3A4 substrate + 0.6137 61.37%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
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 + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7292 72.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6890 68.90%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis + 0.5236 52.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6680 66.80%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7018 70.18%
Acute Oral Toxicity (c) III 0.6624 66.24%
Estrogen receptor binding + 0.8098 80.98%
Androgen receptor binding + 0.6449 64.49%
Thyroid receptor binding + 0.5324 53.24%
Glucocorticoid receptor binding + 0.7301 73.01%
Aromatase binding + 0.5520 55.20%
PPAR gamma + 0.5636 56.36%
Honey bee toxicity - 0.7340 73.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7079 70.79%

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 99.12% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.02% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.94% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.71% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.67% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.72% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.38% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.71% 95.83%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.39% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.88% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.78% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.43% 91.49%
CHEMBL2535 P11166 Glucose transporter 85.15% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 85.14% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.47% 99.15%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.38% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.10% 99.23%

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.
Scutellaria amabilis

Cross-Links

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PubChem 73046157
LOTUS LTS0152777
wikiData Q105192226