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Shinflavanone

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f6f853e4-0c9e-4c55-980d-7820ffc7da43
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans > 3-prenylated flavanones
IUPAC Name (2S)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8,8-dimethyl-2,3-dihydropyrano[2,3-f]chromen-4-one
SMILES (Canonical) CC(=CCC1=C(C=CC(=C1)C2CC(=O)C3=C(O2)C4=C(C=C3)OC(C=C4)(C)C)O)C
SMILES (Isomeric) CC(=CCC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(O2)C4=C(C=C3)OC(C=C4)(C)C)O)C
InChI InChI=1S/C25H26O4/c1-15(2)5-6-16-13-17(7-9-20(16)26)23-14-21(27)18-8-10-22-19(24(18)28-23)11-12-25(3,4)29-22/h5,7-13,23,26H,6,14H2,1-4H3/t23-/m0/s1
InChI Key NEIURIYDQMKXIG-QHCPKHFHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O4
Molecular Weight 390.50 g/mol
Exact Mass 390.18310931 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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157414-03-4
(2S)-4'-Hydroxy-3'-prenyl-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone
(2S)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8,8-dimethyl-2,3-dihydropyrano[2,3-f]chromen-4-one
CHEMBL590635
SCHEMBL14100974
DTXSID80166259
CHEBI:175117
BDBM50267182
LMPK12140058
(2S)-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8,8-dimethyl-2,3-dihydropyrano[2,3-]chromen-4-one

2D Structure

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2D Structure of Shinflavanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 + 0.5258 52.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8371 83.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8830 88.30%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9680 96.80%
P-glycoprotein inhibitior + 0.8297 82.97%
P-glycoprotein substrate - 0.5459 54.59%
CYP3A4 substrate + 0.6187 61.87%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7542 75.42%
CYP3A4 inhibition - 0.7598 75.98%
CYP2C9 inhibition + 0.7811 78.11%
CYP2C19 inhibition + 0.8466 84.66%
CYP2D6 inhibition - 0.9227 92.27%
CYP1A2 inhibition - 0.7607 76.07%
CYP2C8 inhibition - 0.6647 66.47%
CYP inhibitory promiscuity + 0.6848 68.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9613 96.13%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8186 81.86%
Skin irritation - 0.7330 73.30%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear - 0.6141 61.41%
Hepatotoxicity + 0.5051 50.51%
skin sensitisation - 0.7040 70.40%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5929 59.29%
Acute Oral Toxicity (c) III 0.6187 61.87%
Estrogen receptor binding + 0.9565 95.65%
Androgen receptor binding + 0.7253 72.53%
Thyroid receptor binding + 0.7761 77.61%
Glucocorticoid receptor binding + 0.8988 89.88%
Aromatase binding + 0.5621 56.21%
PPAR gamma + 0.8414 84.14%
Honey bee toxicity - 0.7641 76.41%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9881 98.81%

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 99.79% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.26% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.13% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.42% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.20% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.45% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.15% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.11% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.28% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.19% 93.40%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.37% 95.71%
CHEMBL4208 P20618 Proteasome component C5 87.22% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.71% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 86.71% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.60% 99.15%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.79% 85.30%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.35% 97.28%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.31% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 80.68% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.25% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.16% 92.88%

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.
Glycyrrhiza
Glycyrrhiza glabra
Glycyrrhiza inflata
Glycyrrhiza uralensis

Cross-Links

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PubChem 197678
NPASS NPC39752
LOTUS LTS0128805
wikiData Q83035477