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Pestalofone E

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 e134645a-11f7-45ec-bac5-8fec735dd08a
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
IUPAC Name methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-7-(2-oxopropyl)-5-[2-oxo-2-[(1R,2R,3R,5S,6S)-2,3,5-trihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-yl]ethyl]xanthene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H36O12/c1-14(2)7-8-33-29(45-33)21(35)13-32(41,31(33)40)23(36)12-19-16(4)18(9-15(3)34)26(37)25-27(38)24-20(30(39)43-6)10-17(42-5)11-22(24)44-28(19)25/h7,10-11,21,29,31,35,37,40-41H,8-9,12-13H2,1-6H3/t21-,29-,31+,32-,33-/m0/s1
InChI Key FYULFHVQQBWSCF-JRLFQTPXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H36O12
Molecular Weight 624.60 g/mol
Exact Mass 624.22067658 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-7-(2-oxopropyl)-5-[2-oxo-2-[(1R,2R,3R,5S,6S)-2,3,5-trihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-yl]ethyl]xanthene-1-carboxylate
Methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-5-(2-oxo-2-((1R,2R,3R,5S,6S)-2,3,5-trihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo(4.1.0)heptan-3-yl)ethyl)-7-(2-oxopropyl)-9H-xanthene-1-carboxylic acid
Methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-5-{2-oxo-2-[(1R,2R,3R,5S,6S)-2,3,5-trihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-yl]ethyl}-7-(2-oxopropyl)-9H-xanthene-1-carboxylic acid
methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-7-(2-oxopropyl)-5-(2-oxo-2-((1R,2R,3R,5S,6S)-2,3,5-trihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo(4.1.0)heptan-3-yl)ethyl)xanthene-1-carboxylate
methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-7-(2-oxopropyl)-5-(2-oxo-2-((1S,2S,4R,5R,6R)-2,4,5-trihydroxy-6-(3-methylbut-2-enyl)-7-oxabicyclo(4.1.0)heptan-4-yl)ethyl)xanthene-1-carboxylate
methyl 8-hydroxy-3-methoxy-6-methyl-9-oxo-7-(2-oxopropyl)-5-[2-oxo-2-[(1S,2S,4R,5R,6R)-2,4,5-trihydroxy-6-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-4-yl]ethyl]xanthene-1-carboxylate
RefChem:171964
CHEMBL443191
CHEBI:202283

2D Structure

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2D Structure of Pestalofone E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9230 92.30%
Caco-2 - 0.8267 82.67%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.8420 84.20%
OATP1B3 inhibitior + 0.8912 89.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9790 97.90%
P-glycoprotein inhibitior + 0.7605 76.05%
P-glycoprotein substrate + 0.6457 64.57%
CYP3A4 substrate + 0.7059 70.59%
CYP2C9 substrate + 0.6182 61.82%
CYP2D6 substrate - 0.8556 85.56%
CYP3A4 inhibition - 0.6464 64.64%
CYP2C9 inhibition - 0.7405 74.05%
CYP2C19 inhibition - 0.6658 66.58%
CYP2D6 inhibition - 0.8601 86.01%
CYP1A2 inhibition - 0.7481 74.81%
CYP2C8 inhibition + 0.6933 69.33%
CYP inhibitory promiscuity - 0.9165 91.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6512 65.12%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.7406 74.06%
Skin corrosion - 0.9303 93.03%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5270 52.70%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5264 52.64%
skin sensitisation - 0.8131 81.31%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7741 77.41%
Acute Oral Toxicity (c) III 0.3417 34.17%
Estrogen receptor binding + 0.7929 79.29%
Androgen receptor binding + 0.7196 71.96%
Thyroid receptor binding + 0.5500 55.00%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.7471 74.71%
PPAR gamma + 0.6849 68.49%
Honey bee toxicity - 0.7078 70.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9974 99.74%

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 99.85% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.84% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.73% 85.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 97.09% 89.34%
CHEMBL240 Q12809 HERG 95.42% 89.76%
CHEMBL204 P00734 Thrombin 94.89% 96.01%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.80% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.68% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 91.43% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.55% 94.42%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.43% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.19% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.55% 97.21%
CHEMBL4208 P20618 Proteasome component C5 87.48% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.27% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.79% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.56% 95.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.45% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.03% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.24% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.58% 93.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.13% 93.99%
CHEMBL2535 P11166 Glucose transporter 81.88% 98.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.64% 97.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.32% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.83% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.18% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.06% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.02% 94.33%

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.
There are no matching plants.

Cross-Links

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PubChem 42609855
LOTUS LTS0115284
wikiData Q77370396