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Varixanthone

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 e102547f-4a7c-4951-9b17-d0b3432e765a
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
IUPAC Name [(2S)-1-[(1R,2S)-1,11-dihydroxy-5-methyl-12-oxo-2-prop-1-en-2-yl-2,3-dihydro-1H-pyrano[3,2-a]xanthen-8-yl]-3-hydroxy-3-methylbutan-2-yl] formate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28O8/c1-12(2)15-10-32-24-13(3)8-17-20(21(24)22(15)29)23(30)19-16(28)7-6-14(25(19)34-17)9-18(33-11-27)26(4,5)31/h6-8,11,15,18,22,28-29,31H,1,9-10H2,2-5H3/t15-,18+,22-/m1/s1
InChI Key GOKVXLNHAYUYGV-FXCLAUTBSA-N
Popularity 2 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) 123.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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DTXSID701045490
Vari-xanthone
((2S)-1-((1R,2S)-1,11-dihydroxy-5-methyl-12-oxo-2-prop-1-en-2-yl-2,3-dihydro-1H-pyrano(3,2-a)xanthen-8-yl)-3-hydroxy-3-methylbutan-2-yl) formate
[(2S)-1-[(1R,2S)-1,11-dihydroxy-5-methyl-12-oxo-2-prop-1-en-2-yl-2,3-dihydro-1H-pyrano[3,2-a]xanthen-8-yl]-3-hydroxy-3-methylbutan-2-yl] formate
RefChem:193781
DTXCID701527418
419568-69-7
CHEMBL469656
CHEBI:211684
Q15427949
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Varixanthone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9682 96.82%
Caco-2 - 0.7396 73.96%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7592 75.92%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.8991 89.91%
OATP1B3 inhibitior - 0.2737 27.37%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8173 81.73%
P-glycoprotein inhibitior + 0.6826 68.26%
P-glycoprotein substrate + 0.5573 55.73%
CYP3A4 substrate + 0.6470 64.70%
CYP2C9 substrate + 0.6302 63.02%
CYP2D6 substrate - 0.8471 84.71%
CYP3A4 inhibition - 0.8133 81.33%
CYP2C9 inhibition + 0.5755 57.55%
CYP2C19 inhibition + 0.5322 53.22%
CYP2D6 inhibition - 0.8845 88.45%
CYP1A2 inhibition + 0.5959 59.59%
CYP2C8 inhibition + 0.6885 68.85%
CYP inhibitory promiscuity - 0.6758 67.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6930 69.30%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.7710 77.10%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6027 60.27%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.6442 64.42%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6398 63.98%
Acute Oral Toxicity (c) III 0.6680 66.80%
Estrogen receptor binding + 0.8210 82.10%
Androgen receptor binding + 0.7098 70.98%
Thyroid receptor binding + 0.5256 52.56%
Glucocorticoid receptor binding + 0.8605 86.05%
Aromatase binding + 0.7679 76.79%
PPAR gamma + 0.7287 72.87%
Honey bee toxicity - 0.6720 67.20%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9960 99.60%

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 99.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.56% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 96.95% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.40% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.50% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.57% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 90.63% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.56% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.89% 89.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.10% 97.25%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.97% 90.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.37% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.17% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.84% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.75% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.27% 99.17%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 84.20% 93.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.78% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.30% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.42% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.89% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.58% 96.95%

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 10096170
LOTUS LTS0096245
wikiData Q15427949