5,7,4'-Trihydroxy-8-methoxyflavanone

Details

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Internal ID edfe1aef-de9f-442b-8dc3-580679fd0111
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)O)O
SMILES (Isomeric) COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)O)O
InChI InChI=1S/C16H14O6/c1-21-15-12(20)6-10(18)14-11(19)7-13(22-16(14)15)8-2-4-9(17)5-3-8/h2-6,13,17-18,20H,7H2,1H3
InChI Key OJCCBPWPNVUJFG-UHFFFAOYSA-N
Popularity 4 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 2.40
Atomic LogP (AlogP) 2.52
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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LMPK12140670

2D Structure

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2D Structure of 5,7,4'-Trihydroxy-8-methoxyflavanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9028 90.28%
Caco-2 + 0.8453 84.53%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6551 65.51%
OATP2B1 inhibitior - 0.6033 60.33%
OATP1B1 inhibitior + 0.8955 89.55%
OATP1B3 inhibitior + 0.9701 97.01%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7375 73.75%
P-glycoprotein inhibitior - 0.8298 82.98%
P-glycoprotein substrate - 0.9266 92.66%
CYP3A4 substrate + 0.5200 52.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7429 74.29%
CYP3A4 inhibition + 0.7959 79.59%
CYP2C9 inhibition + 0.8949 89.49%
CYP2C19 inhibition + 0.8994 89.94%
CYP2D6 inhibition + 0.6510 65.10%
CYP1A2 inhibition + 0.9106 91.06%
CYP2C8 inhibition - 0.6581 65.81%
CYP inhibitory promiscuity + 0.7998 79.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5775 57.75%
Eye corrosion - 0.9853 98.53%
Eye irritation + 0.9020 90.20%
Skin irritation - 0.6488 64.88%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5625 56.25%
Micronuclear + 0.8459 84.59%
Hepatotoxicity - 0.5292 52.92%
skin sensitisation - 0.9253 92.53%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4600 46.00%
Acute Oral Toxicity (c) III 0.5979 59.79%
Estrogen receptor binding + 0.7585 75.85%
Androgen receptor binding + 0.6719 67.19%
Thyroid receptor binding + 0.6172 61.72%
Glucocorticoid receptor binding + 0.8591 85.91%
Aromatase binding - 0.5218 52.18%
PPAR gamma + 0.6684 66.84%
Honey bee toxicity - 0.8530 85.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.7222 72.22%

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 98.18% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.94% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.83% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.66% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.29% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.91% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.65% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.59% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.45% 90.00%
CHEMBL2535 P11166 Glucose transporter 84.00% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.13% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.11% 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.
Scutellaria barbata

Cross-Links

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PubChem 42608119
NPASS NPC256803