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1,3,6-trimethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-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 80f8ba08-00bd-47a9-805c-0ca35491df3e
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 1,3,6-trimethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
SMILES (Canonical) COC1=CC2=C(C(=C1)OC)C(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC
SMILES (Isomeric) COC1=CC2=C(C(=C1)OC)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)OC
InChI InChI=1S/C27H32O15/c1-35-10-4-13(37-3)18-14(5-10)40-15-6-11(36-2)7-16(19(15)22(18)31)41-27-25(34)23(32)21(30)17(42-27)9-39-26-24(33)20(29)12(28)8-38-26/h4-7,12,17,20-21,23-30,32-34H,8-9H2,1-3H3/t12-,17-,20+,21-,23+,24-,25-,26+,27-/m1/s1
InChI Key OGLPIRORSJERDB-LEUKHICBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O15
Molecular Weight 596.50 g/mol
Exact Mass 596.17412031 g/mol
Topological Polar Surface Area (TPSA) 212.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3,6-trimethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-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 - 0.5703 57.03%
Caco-2 - 0.8651 86.51%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5905 59.05%
OATP2B1 inhibitior - 0.8548 85.48%
OATP1B1 inhibitior + 0.9082 90.82%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5362 53.62%
P-glycoprotein inhibitior - 0.5177 51.77%
P-glycoprotein substrate - 0.6430 64.30%
CYP3A4 substrate + 0.6040 60.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8241 82.41%
CYP3A4 inhibition - 0.9546 95.46%
CYP2C9 inhibition - 0.9698 96.98%
CYP2C19 inhibition - 0.9420 94.20%
CYP2D6 inhibition - 0.9109 91.09%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition - 0.6888 68.88%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6576 65.76%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9291 92.91%
Skin irritation - 0.8443 84.43%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3893 38.93%
Micronuclear + 0.5374 53.74%
Hepatotoxicity - 0.8226 82.26%
skin sensitisation - 0.9135 91.35%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9279 92.79%
Acute Oral Toxicity (c) III 0.7255 72.55%
Estrogen receptor binding + 0.8068 80.68%
Androgen receptor binding + 0.5738 57.38%
Thyroid receptor binding - 0.4900 49.00%
Glucocorticoid receptor binding + 0.6157 61.57%
Aromatase binding + 0.6330 63.30%
PPAR gamma + 0.7499 74.99%
Honey bee toxicity - 0.8201 82.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7049 70.49%
Fish aquatic toxicity + 0.7679 76.79%

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 98.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.03% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.79% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.56% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.23% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.06% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.60% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.16% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.79% 97.36%
CHEMBL4208 P20618 Proteasome component C5 86.02% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.22% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.88% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.41% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.81% 96.77%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.63% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.10% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 82.51% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.51% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.16% 99.17%

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.
Halenia elliptica

Cross-Links

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PubChem 14539320
LOTUS LTS0014067
wikiData Q105191691