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5,7-dihydroxy-3-[(2R)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]chromen-4-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 7d36b817-72a0-48d7-8a26-dd1b53899791
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones > 2-prenylated isoflavones
IUPAC Name 5,7-dihydroxy-3-[(2R)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]chromen-4-one
SMILES (Canonical) CC(=CCC1=C(C(=C2CC(OC2=C1C3=COC4=CC(=CC(=C4C3=O)O)O)C(C)(C)O)O)OC)C
SMILES (Isomeric) CC(=CCC1=C(C(=C2C[C@@H](OC2=C1C3=COC4=CC(=CC(=C4C3=O)O)O)C(C)(C)O)O)OC)C
InChI InChI=1S/C26H28O8/c1-12(2)6-7-14-20(16-11-33-18-9-13(27)8-17(28)21(18)22(16)29)24-15(23(30)25(14)32-5)10-19(34-24)26(3,4)31/h6,8-9,11,19,27-28,30-31H,7,10H2,1-5H3/t19-/m1/s1
InChI Key UBJPNZYFMZNYQK-LJQANCHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O8
Molecular Weight 468.50 g/mol
Exact Mass 468.17841785 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-3-[(2R)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]chromen-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 + 0.9794 97.94%
Caco-2 - 0.5586 55.86%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6618 66.18%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior + 0.8594 85.94%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8921 89.21%
P-glycoprotein inhibitior + 0.6804 68.04%
P-glycoprotein substrate - 0.5159 51.59%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.8240 82.40%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.7232 72.32%
CYP2C19 inhibition + 0.7323 73.23%
CYP2D6 inhibition - 0.6757 67.57%
CYP1A2 inhibition - 0.5560 55.60%
CYP2C8 inhibition + 0.7312 73.12%
CYP inhibitory promiscuity + 0.8729 87.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5177 51.77%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.7508 75.08%
Skin irritation - 0.7539 75.39%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3927 39.27%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8107 81.07%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8689 86.89%
Acute Oral Toxicity (c) I 0.3964 39.64%
Estrogen receptor binding + 0.9075 90.75%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding + 0.6387 63.87%
Glucocorticoid receptor binding + 0.8617 86.17%
Aromatase binding + 0.7336 73.36%
PPAR gamma + 0.9062 90.62%
Honey bee toxicity - 0.7470 74.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9778 97.78%

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 99.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.28% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.01% 94.45%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.99% 96.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.36% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.18% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.12% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.95% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.92% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.72% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.11% 95.56%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.45% 92.68%
CHEMBL3194 P02766 Transthyretin 86.22% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.50% 95.64%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 85.15% 98.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.97% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.88% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.64% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.95% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 80.86% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.55% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.47% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.27% 97.28%

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.
Piscidia piscipula

Cross-Links

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PubChem 162979828
LOTUS LTS0154043
wikiData Q105269325