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(2S)-4-hydroxy-8-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydrofuro[2,3-f]chromen-9-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 db629fd0-63d3-4f7b-a1b0-f33dbc498fc8
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
IUPAC Name (2S)-4-hydroxy-8-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydrofuro[2,3-f]chromen-9-one
SMILES (Canonical) CC(=CCC1=C2C(=C3C(=C1O)CC(O3)C(C)(C)O)C(=O)C(=CO2)C4=CC=C(C=C4)O)C
SMILES (Isomeric) CC(=CCC1=C2C(=C3C(=C1O)C[C@H](O3)C(C)(C)O)C(=O)C(=CO2)C4=CC=C(C=C4)O)C
InChI InChI=1S/C25H26O6/c1-13(2)5-10-16-21(27)17-11-19(25(3,4)29)31-24(17)20-22(28)18(12-30-23(16)20)14-6-8-15(26)9-7-14/h5-9,12,19,26-27,29H,10-11H2,1-4H3/t19-/m0/s1
InChI Key OHZLHANZWCWEIU-IBGZPJMESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26O6
Molecular Weight 422.50 g/mol
Exact Mass 422.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.45
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 (2S)-4-hydroxy-8-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydrofuro[2,3-f]chromen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 - 0.6648 66.48%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8403 84.03%
OATP2B1 inhibitior + 0.5679 56.79%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.8891 88.91%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8632 86.32%
P-glycoprotein inhibitior + 0.7231 72.31%
P-glycoprotein substrate - 0.6266 62.66%
CYP3A4 substrate + 0.6447 64.47%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.7736 77.36%
CYP3A4 inhibition - 0.8197 81.97%
CYP2C9 inhibition + 0.7713 77.13%
CYP2C19 inhibition + 0.7872 78.72%
CYP2D6 inhibition - 0.8759 87.59%
CYP1A2 inhibition - 0.7321 73.21%
CYP2C8 inhibition + 0.7152 71.52%
CYP inhibitory promiscuity + 0.7462 74.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5591 55.91%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.6244 62.44%
Skin irritation - 0.7426 74.26%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4715 47.15%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5804 58.04%
skin sensitisation - 0.7369 73.69%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7366 73.66%
Acute Oral Toxicity (c) III 0.4098 40.98%
Estrogen receptor binding + 0.9131 91.31%
Androgen receptor binding + 0.8017 80.17%
Thyroid receptor binding + 0.7549 75.49%
Glucocorticoid receptor binding + 0.7772 77.72%
Aromatase binding + 0.6977 69.77%
PPAR gamma + 0.8901 89.01%
Honey bee toxicity - 0.7892 78.92%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9933 99.33%

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 98.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.10% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.09% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.06% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 91.96% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.85% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.12% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.30% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.48% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.74% 95.78%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.62% 90.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.16% 86.92%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.41% 95.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.67% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.50% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.70% 100.00%
CHEMBL242 Q92731 Estrogen receptor beta 81.54% 98.35%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.51% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.13% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.06% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 81.01% 94.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.79% 96.90%

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 vogelii

Cross-Links

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PubChem 163085165
LOTUS LTS0067158
wikiData Q105192402