Flowerine

Details

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Internal ID 21ebcd8e-b011-47da-a9db-a5bd5cad191e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2S)-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)OC)O)OC)C
SMILES (Isomeric) CC(=CCC1=C(C=C(C2=C1O[C@@H](CC2=O)C3=CC=C(C=C3)OC)O)OC)C
InChI InChI=1S/C22H24O5/c1-13(2)5-10-16-20(26-4)12-18(24)21-17(23)11-19(27-22(16)21)14-6-8-15(25-3)9-7-14/h5-9,12,19,24H,10-11H2,1-4H3/t19-/m0/s1
InChI Key QTEBTSUWUVNMHC-IBGZPJMESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O5
Molecular Weight 368.40 g/mol
Exact Mass 368.16237386 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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5-Hydroxy-7,4'-dimethoxy-8-prenylflavanone
CHEBI:185698
LMPK12140573
(2S)-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

2D Structure

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2D Structure of Flowerine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 + 0.9129 91.29%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8864 88.64%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8332 83.32%
P-glycoprotein inhibitior + 0.8506 85.06%
P-glycoprotein substrate - 0.8430 84.30%
CYP3A4 substrate + 0.5969 59.69%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition - 0.6967 69.67%
CYP2C9 inhibition + 0.8009 80.09%
CYP2C19 inhibition + 0.9229 92.29%
CYP2D6 inhibition - 0.6773 67.73%
CYP1A2 inhibition + 0.7446 74.46%
CYP2C8 inhibition - 0.6414 64.14%
CYP inhibitory promiscuity + 0.9054 90.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9613 96.13%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.7991 79.91%
Skin irritation - 0.7801 78.01%
Skin corrosion - 0.9655 96.55%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6505 65.05%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8344 83.44%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5733 57.33%
Acute Oral Toxicity (c) III 0.5595 55.95%
Estrogen receptor binding + 0.8413 84.13%
Androgen receptor binding + 0.7007 70.07%
Thyroid receptor binding + 0.6078 60.78%
Glucocorticoid receptor binding + 0.7696 76.96%
Aromatase binding - 0.5502 55.02%
PPAR gamma + 0.8434 84.34%
Honey bee toxicity - 0.7946 79.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9838 98.38%

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 99.38% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.23% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.80% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.62% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.88% 97.09%
CHEMBL4208 P20618 Proteasome component C5 92.45% 90.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 90.72% 96.12%
CHEMBL2581 P07339 Cathepsin D 90.38% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.73% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.41% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.97% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.42% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.92% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 86.49% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.04% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.66% 92.62%
CHEMBL2535 P11166 Glucose transporter 84.11% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.11% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.20% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.04% 96.00%

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.
Azadirachta indica
Glycosmis chlorosperma

Cross-Links

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PubChem 42608075
LOTUS LTS0102402
wikiData Q104400446