5,7-Dihydroxy-2-(2-hydroxyphenyl)-3,6-dimethoxychromen-4-one

Details

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Internal ID 13e169c3-0984-4783-ac72-2fb0ba2d70d4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-2-(2-hydroxyphenyl)-3,6-dimethoxychromen-4-one
SMILES (Canonical) COC1=C(C2=C(C=C1O)OC(=C(C2=O)OC)C3=CC=CC=C3O)O
SMILES (Isomeric) COC1=C(C2=C(C=C1O)OC(=C(C2=O)OC)C3=CC=CC=C3O)O
InChI InChI=1S/C17H14O7/c1-22-16-10(19)7-11-12(13(16)20)14(21)17(23-2)15(24-11)8-5-3-4-6-9(8)18/h3-7,18-20H,1-2H3
InChI Key NLDPWJSLFBTCRQ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H14O7
Molecular Weight 330.29 g/mol
Exact Mass 330.07395278 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-Dihydroxy-2-(2-hydroxyphenyl)-3,6-dimethoxychromen-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 + 0.9440 94.40%
Caco-2 - 0.5532 55.32%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6642 66.42%
OATP2B1 inhibitior + 0.5694 56.94%
OATP1B1 inhibitior + 0.8800 88.00%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7313 73.13%
P-glycoprotein inhibitior + 0.6166 61.66%
P-glycoprotein substrate - 0.8357 83.57%
CYP3A4 substrate + 0.5367 53.67%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.7817 78.17%
CYP2C9 inhibition + 0.6258 62.58%
CYP2C19 inhibition + 0.8187 81.87%
CYP2D6 inhibition - 0.6249 62.49%
CYP1A2 inhibition + 0.8668 86.68%
CYP2C8 inhibition + 0.6516 65.16%
CYP inhibitory promiscuity + 0.8459 84.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6581 65.81%
Eye corrosion - 0.9779 97.79%
Eye irritation + 0.7994 79.94%
Skin irritation - 0.6522 65.22%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6601 66.01%
Micronuclear + 0.9200 92.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7806 78.06%
Acute Oral Toxicity (c) III 0.5920 59.20%
Estrogen receptor binding + 0.9052 90.52%
Androgen receptor binding + 0.8006 80.06%
Thyroid receptor binding + 0.6487 64.87%
Glucocorticoid receptor binding + 0.8879 88.79%
Aromatase binding + 0.6558 65.58%
PPAR gamma + 0.7399 73.99%
Honey bee toxicity - 0.8803 88.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8636 86.36%

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 99.01% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.33% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 93.55% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.32% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.12% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.49% 89.00%
CHEMBL2535 P11166 Glucose transporter 87.09% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.49% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 86.05% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.30% 99.23%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.95% 80.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.29% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.11% 95.64%
CHEMBL3194 P02766 Transthyretin 81.42% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%

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.
Iris bungei
Iris songarica

Cross-Links

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PubChem 11142090
LOTUS LTS0006355
wikiData Q104400109