5,7-Dihydroxy-2-[4-(3-methylbut-2-enoxy)phenyl]chroman-4-one

Details

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Internal ID b25fb891-c7db-405d-90e6-9a989e56b800
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
IUPAC Name 5,7-dihydroxy-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)O)O)C
SMILES (Isomeric) CC(=CCOC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)C
InChI InChI=1S/C20H20O5/c1-12(2)7-8-24-15-5-3-13(4-6-15)18-11-17(23)20-16(22)9-14(21)10-19(20)25-18/h3-7,9-10,18,21-22H,8,11H2,1-2H3
InChI Key GYSDUVRPSWKYDJ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O5
Molecular Weight 340.40 g/mol
Exact Mass 340.13107373 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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5,7-dihydroxy-2-[4-(3-methylbut-2-enoxy)phenyl]-2,3-dihydrochromen-4-one
LMPK12140278
5,7-dihydroxy-2-[4-(3-methylbut-2-enoxy)phenyl]chroman-4-one
2,3-Dihydro-2alpha-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 5,7-Dihydroxy-2-[4-(3-methylbut-2-enoxy)phenyl]chroman-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9780 97.80%
Caco-2 + 0.5454 54.54%
Blood Brain Barrier - 0.5379 53.79%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8343 83.43%
OATP2B1 inhibitior - 0.7302 73.02%
OATP1B1 inhibitior + 0.9409 94.09%
OATP1B3 inhibitior + 0.9439 94.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7413 74.13%
P-glycoprotein inhibitior - 0.4523 45.23%
P-glycoprotein substrate - 0.8814 88.14%
CYP3A4 substrate + 0.5995 59.95%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition + 0.6589 65.89%
CYP2C9 inhibition + 0.8071 80.71%
CYP2C19 inhibition + 0.9217 92.17%
CYP2D6 inhibition + 0.5389 53.89%
CYP1A2 inhibition + 0.9223 92.23%
CYP2C8 inhibition + 0.4818 48.18%
CYP inhibitory promiscuity + 0.9504 95.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7486 74.86%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.5587 55.87%
Skin irritation - 0.8022 80.22%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6469 64.69%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8088 80.88%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.6509 65.09%
Acute Oral Toxicity (c) III 0.6304 63.04%
Estrogen receptor binding + 0.8925 89.25%
Androgen receptor binding + 0.7879 78.79%
Thyroid receptor binding + 0.7344 73.44%
Glucocorticoid receptor binding + 0.8058 80.58%
Aromatase binding + 0.8731 87.31%
PPAR gamma + 0.8612 86.12%
Honey bee toxicity - 0.8027 80.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9797 97.97%

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 99.24% 91.11%
CHEMBL1929 P47989 Xanthine dehydrogenase 97.62% 96.12%
CHEMBL4208 P20618 Proteasome component C5 95.44% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.49% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.35% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.67% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.57% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.07% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.43% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.34% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.36% 94.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.86% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.00% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.81% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.03% 94.80%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.76% 92.68%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.69% 95.71%

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.
Glycosmis chlorosperma
Monotes engleri

Cross-Links

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PubChem 12305191
LOTUS LTS0063781
wikiData Q104400447