5-Hydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

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Internal ID 06c7f105-8c67-45db-b8e8-3a6e3c0ab44d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name 5-hydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC(CC3=O)C4=CC=C(C=C4)OC)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1OC(CC3=O)C4=CC=C(C=C4)OC)O)C=CC(O2)(C)C)C
InChI InChI=1S/C26H28O5/c1-15(2)6-11-19-24-18(12-13-26(3,4)31-24)23(28)22-20(27)14-21(30-25(19)22)16-7-9-17(29-5)10-8-16/h6-10,12-13,21,28H,11,14H2,1-5H3
InChI Key FVIRUWAOHVUWTO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O5
Molecular Weight 420.50 g/mol
Exact Mass 420.19367399 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 + 0.6448 64.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8223 82.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7828 78.28%
OATP1B3 inhibitior + 0.9060 90.60%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9684 96.84%
P-glycoprotein inhibitior + 0.8553 85.53%
P-glycoprotein substrate - 0.6127 61.27%
CYP3A4 substrate + 0.6655 66.55%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8063 80.63%
CYP3A4 inhibition - 0.6525 65.25%
CYP2C9 inhibition + 0.6170 61.70%
CYP2C19 inhibition + 0.8728 87.28%
CYP2D6 inhibition - 0.7314 73.14%
CYP1A2 inhibition - 0.6533 65.33%
CYP2C8 inhibition + 0.4536 45.36%
CYP inhibitory promiscuity + 0.8251 82.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.6118 61.18%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.7555 75.55%
Skin irritation - 0.7688 76.88%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7916 79.16%
Micronuclear - 0.6041 60.41%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.7970 79.70%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7119 71.19%
Acute Oral Toxicity (c) III 0.6035 60.35%
Estrogen receptor binding + 0.9152 91.52%
Androgen receptor binding + 0.7513 75.13%
Thyroid receptor binding + 0.6996 69.96%
Glucocorticoid receptor binding + 0.8669 86.69%
Aromatase binding + 0.5816 58.16%
PPAR gamma + 0.8480 84.80%
Honey bee toxicity - 0.7629 76.29%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9647 96.47%

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 99.78% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.68% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.60% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.02% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.63% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL4208 P20618 Proteasome component C5 90.41% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.14% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.98% 95.71%
CHEMBL1951 P21397 Monoamine oxidase A 85.10% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 84.55% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.26% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.15% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.73% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.28% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.96% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.65% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.39% 80.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.26% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.33% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.03% 86.92%

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.
Eriosema chinense

Cross-Links

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PubChem 74941379
LOTUS LTS0151237
wikiData Q105002446