Licoflavone A

Details

Top
Internal ID 6c1f0a49-2726-4e44-8cdf-8fa807951d5f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
IUPAC Name 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)C
InChI InChI=1S/C20H18O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-11,21-22H,4H2,1-2H3
InChI Key HJGURBGBPIKRER-UHFFFAOYSA-N
Popularity 14 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H18O4
Molecular Weight 322.40 g/mol
Exact Mass 322.12050905 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.38
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
61153-77-3
3K78PYN58P
LICOFLAVANONE A
CHEMBL506929
7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one
4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-
7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
UNII-3K78PYN58P
4',7-dihydroxy-6-prenylflavone
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Licoflavone A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.7590 75.90%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8511 85.11%
OATP2B1 inhibitior + 0.5637 56.37%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7860 78.60%
P-glycoprotein inhibitior - 0.4671 46.71%
P-glycoprotein substrate - 0.7764 77.64%
CYP3A4 substrate + 0.5000 50.00%
CYP2C9 substrate - 0.6241 62.41%
CYP2D6 substrate - 0.7799 77.99%
CYP3A4 inhibition - 0.6905 69.05%
CYP2C9 inhibition + 0.9707 97.07%
CYP2C19 inhibition + 0.9491 94.91%
CYP2D6 inhibition - 0.7382 73.82%
CYP1A2 inhibition + 0.8678 86.78%
CYP2C8 inhibition + 0.5718 57.18%
CYP inhibitory promiscuity + 0.9331 93.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9613 96.13%
Carcinogenicity (trinary) Non-required 0.6896 68.96%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.5072 50.72%
Skin irritation - 0.7272 72.72%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5315 53.15%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.5792 57.92%
skin sensitisation - 0.7244 72.44%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6777 67.77%
Acute Oral Toxicity (c) III 0.6532 65.32%
Estrogen receptor binding + 0.9448 94.48%
Androgen receptor binding + 0.8996 89.96%
Thyroid receptor binding + 0.6418 64.18%
Glucocorticoid receptor binding + 0.9586 95.86%
Aromatase binding + 0.8488 84.88%
PPAR gamma + 0.9464 94.64%
Honey bee toxicity - 0.8785 87.85%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9957 99.57%

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 99.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 94.41% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.42% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.61% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.67% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.27% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 90.93% 98.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.03% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 88.85% 91.38%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.54% 83.57%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.14% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.83% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.28% 97.28%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.54% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.87% 99.17%

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.
Glycyrrhiza
Glycyrrhiza aspera
Glycyrrhiza echinata
Glycyrrhiza glabra
Glycyrrhiza inflata
Glycyrrhiza uralensis
Glycyrrhiza uralensis
Mitracarpus hirtus

Cross-Links

Top
PubChem 5319000
NPASS NPC270883
LOTUS LTS0049452
wikiData Q105136985