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5-Hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)pyrano[3,2-g]chromen-4(8H)-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID d706a36f-f0fa-40f0-ab7b-3fb4357a0e7f
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
IUPAC Name 5-hydroxy-7-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC=C(C=C4)OC)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC=C(C=C4)OC)O)C=CC(O2)(C)C)C
InChI InChI=1S/C26H26O5/c1-15(2)6-11-19-24-18(12-13-26(3,4)31-24)22(27)21-23(28)20(14-30-25(19)21)16-7-9-17(29-5)10-8-16/h6-10,12-14,27H,11H2,1-5H3
InChI Key GNPQWDWOWJVYMD-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H26O5
Molecular Weight 418.50 g/mol
Exact Mass 418.17802393 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.87
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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5-Hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)pyrano[3,2-g]chromen-4(8H)-one
AC1NTF5B
SCHEMBL15942840
DTXSID00418848
GNPQWDWOWJVYMD-UHFFFAOYSA-N
2H,6H-Benzo[1,2-b:5,4-b']dipyran-6-one, 5-hydroxy-7-(p-methoxyphenyl)-2,2-dimethyl-10-(3-methyl-2-butenyl)-
DB-325358
5-Hydroxy-7-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methyl-2-butenyl)-2H,6H-pyrano[3,2-g]chromen-6-one #
5-Hydroxy-7-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one

2D Structure

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2D Structure of 5-Hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)pyrano[3,2-g]chromen-4(8H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.5975 59.75%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8090 80.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8956 89.56%
OATP1B3 inhibitior + 0.8341 83.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9626 96.26%
P-glycoprotein inhibitior + 0.8832 88.32%
P-glycoprotein substrate - 0.6609 66.09%
CYP3A4 substrate + 0.6551 65.51%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.8144 81.44%
CYP3A4 inhibition - 0.5629 56.29%
CYP2C9 inhibition + 0.7142 71.42%
CYP2C19 inhibition + 0.9326 93.26%
CYP2D6 inhibition - 0.8473 84.73%
CYP1A2 inhibition - 0.6118 61.18%
CYP2C8 inhibition + 0.6261 62.61%
CYP inhibitory promiscuity + 0.8589 85.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.6005 60.05%
Eye corrosion - 0.9892 98.92%
Eye irritation + 0.5575 55.75%
Skin irritation - 0.7597 75.97%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8138 81.38%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5296 52.96%
skin sensitisation - 0.8120 81.20%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6074 60.74%
Acute Oral Toxicity (c) III 0.7291 72.91%
Estrogen receptor binding + 0.9630 96.30%
Androgen receptor binding + 0.8682 86.82%
Thyroid receptor binding + 0.7598 75.98%
Glucocorticoid receptor binding + 0.8749 87.49%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.8936 89.36%
Honey bee toxicity - 0.7871 78.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9889 98.89%

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 99.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.99% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.08% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.45% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.95% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.98% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.15% 99.15%
CHEMBL1907 P15144 Aminopeptidase N 88.09% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.15% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.07% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.34% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.86% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.58% 95.89%
CHEMBL4208 P20618 Proteasome component C5 85.58% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 85.41% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 85.22% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.91% 97.28%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.89% 91.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.25% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.46% 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.
Erythrina addisoniae

Cross-Links

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PubChem 5379768
LOTUS LTS0069352
wikiData Q82229556