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8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-[1,3]dioxolo[4,5-b]xanthen-10-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 faa626ff-461b-43e2-a300-2f8eecaf69a1
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-[1,3]dioxolo[4,5-b]xanthen-10-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28O15/c1-8-16(28)20(32)22(34)25(37-8)41-24-21(33)18(30)14(6-27)40-26(24)38-9-2-3-11-10(4-9)17(29)15-12(39-11)5-13-23(19(15)31)36-7-35-13/h2-5,8,14,16,18,20-22,24-28,30-34H,6-7H2,1H3/t8-,14+,16-,18+,20+,21-,22+,24+,25-,26+/m0/s1
InChI Key RCTDWNHPKGYRMH-NSJHLIDBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O15
Molecular Weight 580.50 g/mol
Exact Mass 580.14282018 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.59
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-[1,3]dioxolo[4,5-b]xanthen-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5560 55.60%
Caco-2 - 0.8976 89.76%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6456 64.56%
OATP2B1 inhibitior - 0.8505 85.05%
OATP1B1 inhibitior + 0.8987 89.87%
OATP1B3 inhibitior + 0.9664 96.64%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5479 54.79%
P-glycoprotein inhibitior - 0.6448 64.48%
P-glycoprotein substrate - 0.5269 52.69%
CYP3A4 substrate + 0.6582 65.82%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.6736 67.36%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.7385 73.85%
CYP2D6 inhibition - 0.8593 85.93%
CYP1A2 inhibition - 0.8606 86.06%
CYP2C8 inhibition + 0.4847 48.47%
CYP inhibitory promiscuity + 0.5391 53.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5619 56.19%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.8129 81.29%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis + 0.5763 57.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6964 69.64%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8562 85.62%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9683 96.83%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7539 75.39%
Androgen receptor binding + 0.5466 54.66%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.5589 55.89%
Aromatase binding + 0.6196 61.96%
PPAR gamma + 0.7476 74.76%
Honey bee toxicity - 0.6657 66.57%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8032 80.32%

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 99.77% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.29% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.09% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.98% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.14% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.87% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.99% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.79% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 92.17% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.92% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.06% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.03% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.94% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.43% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.15% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.96% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.43% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.16% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.35% 99.23%
CHEMBL4208 P20618 Proteasome component C5 81.92% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.49% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.94% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.70% 99.15%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.51% 95.83%

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.
Polygala sibirica

Cross-Links

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PubChem 101861906
LOTUS LTS0223329
wikiData Q105233952