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1,3,6-trihydroxy-7-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]xanthen-9-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 8db3e081-0e44-4a74-a1ab-885f346ec865
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 1,3,6-trihydroxy-7-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]xanthen-9-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@H]([C@H]([C@H](CO5)O)O)O)O)O)O)O)O
InChI InChI=1S/C25H28O15/c1-36-12-2-7-11(3-8(12)26)39-13-4-9(27)15(20(32)16(13)17(7)29)24-22(34)21(33)19(31)14(40-24)6-38-25-23(35)18(30)10(28)5-37-25/h2-4,10,14,18-19,21-28,30-35H,5-6H2,1H3/t10-,14+,18-,19+,21-,22+,23-,24-,25-/m0/s1
InChI Key LUHUIQDQHQSWAC-SKLOPANLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O15
Molecular Weight 568.50 g/mol
Exact Mass 568.14282018 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -1.95
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3,6-trihydroxy-7-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]xanthen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5869 58.69%
Caco-2 - 0.9126 91.26%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6520 65.20%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.8888 88.88%
OATP1B3 inhibitior + 0.9536 95.36%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6135 61.35%
P-glycoprotein inhibitior - 0.6364 63.64%
P-glycoprotein substrate + 0.5281 52.81%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 0.8477 84.77%
CYP2D6 substrate - 0.8481 84.81%
CYP3A4 inhibition - 0.9412 94.12%
CYP2C9 inhibition - 0.9439 94.39%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.9037 90.37%
CYP2C8 inhibition + 0.5465 54.65%
CYP inhibitory promiscuity - 0.8756 87.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6679 66.79%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.8291 82.91%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7094 70.94%
Micronuclear + 0.6074 60.74%
Hepatotoxicity - 0.6976 69.76%
skin sensitisation - 0.9195 91.95%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9761 97.61%
Acute Oral Toxicity (c) III 0.6736 67.36%
Estrogen receptor binding + 0.8313 83.13%
Androgen receptor binding + 0.6121 61.21%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.5827 58.27%
Aromatase binding + 0.6619 66.19%
PPAR gamma + 0.6841 68.41%
Honey bee toxicity - 0.7578 75.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8179 81.79%

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 99.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.26% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.98% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.51% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.17% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.71% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.16% 89.62%
CHEMBL4040 P28482 MAP kinase ERK2 90.98% 83.82%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.63% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.00% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.72% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.43% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.66% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.59% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.14% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.02% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 83.01% 94.73%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 81.22% 94.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.16% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.20% 90.71%

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 tenuifolia

Cross-Links

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PubChem 162963731
LOTUS LTS0246077
wikiData Q105157444