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Penexanthone A

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 621a8005-ff69-4955-9901-654c5c243648
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name [(3R,4R,4aR)-5-[(5R,6R,10aR)-5-acetyloxy-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4-acetyloxy-8,9-dihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthen-4a-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H36O15/c1-14-10-22(42)27-31(46)26-24(50-35(27,12-37)33(14)48-17(4)39)9-7-19(29(26)44)20-6-8-21(41)25-30(45)28-23(43)11-15(2)34(49-18(5)40)36(28,51-32(20)25)13-47-16(3)38/h6-9,14-15,33-34,37,41,44-46H,10-13H2,1-5H3/t14-,15-,33-,34-,35+,36+/m1/s1
InChI Key USOJRHBNMMQMLV-NKSNWBLISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O15
Molecular Weight 708.70 g/mol
Exact Mass 708.20542044 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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[(3R,4R,4aR)-5-[(5R,6R,10aR)-5-acetyloxy-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4-acetyloxy-8,9-dihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthen-4a-yl]methyl acetate
((3R,4R,4aR)-5-((5R,6R,10aR)-5-acetyloxy-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl)-4-acetyloxy-8,9-dihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthen-4a-yl)methyl acetate
((5R,5'r,6R,6'r,10AR,10'ar)-5,5'-bis(acetyloxy)-1,1',9,9'-tetrahydroxy-10a-(hydroxymethyl)-6,6'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H,8H,8'H,10ah,10'ah-(2,4'-bixanthene)-10'a-yl)methyl acetic acid
[(5R,5'r,6R,6'r,10AR,10'ar)-5,5'-bis(acetyloxy)-1,1',9,9'-tetrahydroxy-10a-(hydroxymethyl)-6,6'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H,8H,8'H,10ah,10'ah-[2,4'-bixanthene]-10'a-yl]methyl acetic acid
RefChem:170794
CHEMBL2036659
SCHEMBL29395370
CHEBI:201732

2D Structure

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2D Structure of Penexanthone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8805 88.05%
Caco-2 - 0.8373 83.73%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7456 74.56%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.8345 83.45%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9601 96.01%
P-glycoprotein inhibitior + 0.7855 78.55%
P-glycoprotein substrate + 0.5348 53.48%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 0.5947 59.47%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.8415 84.15%
CYP2C9 inhibition - 0.7644 76.44%
CYP2C19 inhibition - 0.8012 80.12%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.7710 77.10%
CYP2C8 inhibition + 0.5510 55.10%
CYP inhibitory promiscuity - 0.6220 62.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6229 62.29%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.7520 75.20%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7545 75.45%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6949 69.49%
Acute Oral Toxicity (c) I 0.5884 58.84%
Estrogen receptor binding + 0.8169 81.69%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding + 0.5609 56.09%
Glucocorticoid receptor binding + 0.7845 78.45%
Aromatase binding + 0.7142 71.42%
PPAR gamma + 0.6655 66.55%
Honey bee toxicity - 0.7875 78.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9927 99.27%

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 99.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.17% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.07% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.39% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.21% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.09% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.95% 99.15%
CHEMBL2996 Q05655 Protein kinase C delta 83.59% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.47% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.12% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.52% 99.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.87% 96.37%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.84% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.62% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 57409767
LOTUS LTS0098763
wikiData Q77310685