Flavanone, 3,5,7-trihydroxy-4'-methoxy-

Details

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Internal ID f60137f1-a463-4504-adc7-7067d2a006e9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
IUPAC Name 3,5,7-trihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI InChI=1S/C16H14O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,15-18,20H,1H3
InChI Key CKDYDMSDCNQHEB-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C16H14O6
Molecular Weight 302.28 g/mol
Exact Mass 302.07903816 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.78
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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CHEMBL480655
CKDYDMSDCNQHEB-UHFFFAOYSA-N
5,7-dihydroxy-4' -methoxydihydroflavonol
Q3027878
3,5,7-Trihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one #

2D Structure

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2D Structure of Flavanone, 3,5,7-trihydroxy-4'-methoxy-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9524 95.24%
Caco-2 - 0.7876 78.76%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6494 64.94%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.9040 90.40%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8138 81.38%
P-glycoprotein inhibitior - 0.7285 72.85%
P-glycoprotein substrate - 0.9567 95.67%
CYP3A4 substrate + 0.5570 55.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7873 78.73%
CYP3A4 inhibition + 0.7348 73.48%
CYP2C9 inhibition + 0.7560 75.60%
CYP2C19 inhibition + 0.8648 86.48%
CYP2D6 inhibition - 0.6993 69.93%
CYP1A2 inhibition + 0.9218 92.18%
CYP2C8 inhibition - 0.6458 64.58%
CYP inhibitory promiscuity + 0.8546 85.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6176 61.76%
Eye corrosion - 0.9767 97.67%
Eye irritation + 0.8395 83.95%
Skin irritation - 0.5841 58.41%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6413 64.13%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5159 51.59%
skin sensitisation - 0.9240 92.40%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6931 69.31%
Acute Oral Toxicity (c) III 0.7362 73.62%
Estrogen receptor binding + 0.7130 71.30%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding + 0.7567 75.67%
Glucocorticoid receptor binding + 0.7992 79.92%
Aromatase binding + 0.7293 72.93%
PPAR gamma + 0.7469 74.69%
Honey bee toxicity - 0.8983 89.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8321 83.21%

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 98.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.25% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.48% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.47% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.16% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.09% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.91% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.66% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.16% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.65% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.45% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.34% 94.73%
CHEMBL2535 P11166 Glucose transporter 86.30% 98.75%
CHEMBL4208 P20618 Proteasome component C5 86.14% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.20% 99.17%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.97% 96.12%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.13% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.02% 94.45%

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.
Baccharis dracunculifolia
Chromolaena odorata
Commiphora socotrana
Prunus domestica
Salix caprea

Cross-Links

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PubChem 586387
LOTUS LTS0091702
wikiData Q3027878