5-Hydroxy-7-methoxy-4'-prenyloxyflavanone

Details

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Internal ID eb7292fe-e2a4-4002-a341-808340d69bbf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name 5-hydroxy-7-methoxy-2-[4-(3-methylbut-2-enoxy)phenyl]-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCOC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)C
SMILES (Isomeric) CC(=CCOC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)C
InChI InChI=1S/C21H22O5/c1-13(2)8-9-25-15-6-4-14(5-7-15)19-12-18(23)21-17(22)10-16(24-3)11-20(21)26-19/h4-8,10-11,19,22H,9,12H2,1-3H3
InChI Key XTBZRPYCQNETRR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O5
Molecular Weight 354.40 g/mol
Exact Mass 354.14672380 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.45
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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LMPK12140566

2D Structure

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2D Structure of 5-Hydroxy-7-methoxy-4'-prenyloxyflavanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 + 0.6478 64.78%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8579 85.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9307 93.07%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9101 91.01%
P-glycoprotein inhibitior + 0.7854 78.54%
P-glycoprotein substrate - 0.8581 85.81%
CYP3A4 substrate + 0.5962 59.62%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition - 0.7307 73.07%
CYP2C9 inhibition + 0.6993 69.93%
CYP2C19 inhibition + 0.9365 93.65%
CYP2D6 inhibition - 0.6479 64.79%
CYP1A2 inhibition + 0.8732 87.32%
CYP2C8 inhibition + 0.4497 44.97%
CYP inhibitory promiscuity + 0.8728 87.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.7519 75.19%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8067 80.67%
Skin irritation - 0.8149 81.49%
Skin corrosion - 0.9692 96.92%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4170 41.70%
Micronuclear - 0.5641 56.41%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8299 82.99%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5405 54.05%
Acute Oral Toxicity (c) III 0.5849 58.49%
Estrogen receptor binding + 0.8277 82.77%
Androgen receptor binding + 0.7764 77.64%
Thyroid receptor binding + 0.7311 73.11%
Glucocorticoid receptor binding + 0.7632 76.32%
Aromatase binding + 0.7585 75.85%
PPAR gamma + 0.7811 78.11%
Honey bee toxicity - 0.8282 82.82%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9666 96.66%

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 99.37% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.44% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.19% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.04% 85.14%
CHEMBL4208 P20618 Proteasome component C5 95.02% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.52% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.30% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.28% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.52% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.49% 94.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.56% 96.12%
CHEMBL2243 O00519 Anandamide amidohydrolase 89.10% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 88.49% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.32% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.53% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.88% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.90% 92.62%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.83% 92.68%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.72% 91.07%

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.
Boronia coerulescens
Glycosmis chlorosperma

Cross-Links

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PubChem 42608070
LOTUS LTS0010368
wikiData Q105341446