3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

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Internal ID 3c0bd7f4-11a9-405e-ae06-82c06c96bb21
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C(C=C(C2=C1OC(C(C2=O)O)C3=CC=C(C=C3)O)O)OC)C
SMILES (Isomeric) CC(=CCC1=C(C=C(C2=C1OC(C(C2=O)O)C3=CC=C(C=C3)O)O)OC)C
InChI InChI=1S/C21H22O6/c1-11(2)4-9-14-16(26-3)10-15(23)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,19-20,22-23,25H,9H2,1-3H3
InChI Key OSTWBWVLHIOYRT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O6
Molecular Weight 370.40 g/mol
Exact Mass 370.14163842 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-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 + 0.9894 98.94%
Caco-2 + 0.7190 71.90%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7007 70.07%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8070 80.70%
OATP1B3 inhibitior + 0.8634 86.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7513 75.13%
P-glycoprotein inhibitior + 0.6093 60.93%
P-glycoprotein substrate - 0.8086 80.86%
CYP3A4 substrate + 0.6002 60.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7858 78.58%
CYP3A4 inhibition - 0.8014 80.14%
CYP2C9 inhibition + 0.8898 88.98%
CYP2C19 inhibition + 0.9435 94.35%
CYP2D6 inhibition - 0.5726 57.26%
CYP1A2 inhibition + 0.7497 74.97%
CYP2C8 inhibition + 0.5999 59.99%
CYP inhibitory promiscuity + 0.9246 92.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6363 63.63%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.6817 68.17%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9621 96.21%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5734 57.34%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8209 82.09%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6065 60.65%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.7410 74.10%
Androgen receptor binding + 0.6855 68.55%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding + 0.8002 80.02%
Aromatase binding - 0.5242 52.42%
PPAR gamma + 0.8300 83.00%
Honey bee toxicity - 0.7767 77.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9888 98.88%

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 98.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.97% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.50% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.13% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.99% 94.73%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.31% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.03% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.27% 91.49%
CHEMBL2535 P11166 Glucose transporter 86.60% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.13% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.02% 94.00%
CHEMBL3194 P02766 Transthyretin 83.03% 90.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.54% 97.21%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.23% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.70% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.66% 99.23%

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

Cross-Links

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PubChem 162992095
LOTUS LTS0013162
wikiData Q105199326