4-(3,4-Dihydroxyphenyl)-5-[(6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]-7-methoxycoumarin

Details

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Internal ID 3f6f5761-f74d-46dd-92ef-4a0bae21c7f7
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
IUPAC Name 4-(3,4-dihydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-one
SMILES (Canonical) COC1=CC2=C(C(=CC(=O)O2)C3=CC(=C(C=C3)O)O)C(=C1)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
SMILES (Isomeric) COC1=CC2=C(C(=CC(=O)O2)C3=CC(=C(C=C3)O)O)C(=C1)O[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
InChI InChI=1S/C27H30O15/c1-37-11-5-16-20(12(7-19(31)40-16)10-2-3-13(28)14(29)4-10)17(6-11)41-27-25(36)23(34)22(33)18(42-27)9-39-26-24(35)21(32)15(30)8-38-26/h2-7,15,18,21-30,32-36H,8-9H2,1H3/t15-,18-,21+,22-,23+,24-,25-,26+,27-/m1/s1
InChI Key GXDJGKMWLJOJFR-WUSKNVGPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -1.90

Synonyms

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4-(3,4-Dihydroxyphenyl)-5-[(6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]-7-methoxycoumarin
4-(3,4-dihydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-one
Compound NP-002739
DTXSID001347847
AKOS040736246
4-(3,4-Dihydroxyphenyl)-7-methoxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one

2D Structure

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2D Structure of 4-(3,4-Dihydroxyphenyl)-5-[(6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]-7-methoxycoumarin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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 99.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.32% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.03% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.72% 99.15%
CHEMBL220 P22303 Acetylcholinesterase 95.40% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.49% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.51% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.81% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 89.68% 83.82%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 89.43% 95.53%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.77% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.83% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.26% 80.78%
CHEMBL226 P30542 Adenosine A1 receptor 86.12% 95.93%
CHEMBL4208 P20618 Proteasome component C5 85.32% 90.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.07% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.98% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.85% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.30% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.54% 92.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.47% 95.78%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.44% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.34% 99.23%
CHEMBL1907 P15144 Aminopeptidase N 81.95% 93.31%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.83% 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.
Coutarea hexandra
Exostema caribaeum
Hintonia latiflora

Cross-Links

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PubChem 14134097
LOTUS LTS0064136
wikiData Q103815889