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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:aspalathin
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Accession:CHEBI:79078 term browser browse the term
Definition:A member of the class of dihydrochalcones that is the 2-C-beta-D-glucopyranide of phloroglucinol and which is substituted at position 4 by a 3-(3,4-dihydroxyphenyl)propanoyl group. A metabolite of red bush, Aspalathus linearis (and present in the herbal tea made from the leaves), aspalathin exhibits significant hypoglycemic activity.
Synonyms:exact_synonym: (1S)-1,5-anhydro-1-{3-[3-(3,4-dihydroxyphenyl)propanoyl]-2,4,6-trihydroxyphenyl}-D-glucitol
 related_synonym: 1-(3-C-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-1-propanone;   3-(3,4-dihydroxyphenyl)-1-(3-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-1-propanone;   3-(3,4-dihydroxyphenyl)-3'-beta-D-glucopyranosyl-2',4',6'-trihydroxypropiophenone;   Formula=C21H24O11;   InChI=1S/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1;   InChIKey=VCPUQYKWJRESOC-VJXVFPJBSA-N;   SMILES=OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c(C(=O)CCc2ccc(O)c(O)c2)c1O
 xref: AGR:IND44576840;   HMDB:HMDB0030851;   LIPID_MAPS_instance:LMPK12120529
 xref_mesh: MESH:C517016
 xref: PMID:19083477;   PMID:19188054;   PMID:19653227;   PMID:20039677;   PMID:20222686;   PMID:21780136;   PMID:22571468;   PMID:23218401;   PMID:23238530;   PMID:24261664;   PMID:24268738;   PMID:24354397;   PMID:4290475;   Reaxys:1412711;   Wikipedia:Aspalathin


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aspalathin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO aspalathin inhibits the reaction [Glucose results in increased expression of CCL2 mRNA]; aspalathin inhibits the reaction [Glucose results in increased expression of CCL2 protein] CTD PMID:25338943 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G F10 coagulation factor X multiple interactions ISO aspalathin inhibits the reaction [[F5 protein co-treated with F10 protein co-treated with Calcium Chloride] results in increased metabolism of F2 protein]; aspalathin inhibits the reaction [[TNF protein co-treated with F7 protein] results in increased expression of F10 protein] CTD PMID:25325928 NCBI chr16:76,468,834...76,488,141
Ensembl chr16:76,468,838...76,488,141
JBrowse link
G F2 coagulation factor II multiple interactions ISO aspalathin inhibits the reaction [[F5 protein co-treated with F10 protein co-treated with Calcium Chloride] results in increased metabolism of F2 protein] CTD PMID:25325928 NCBI chr 3:77,596,196...77,609,486
Ensembl chr 3:77,596,198...77,609,486
JBrowse link
G F5 coagulation factor V multiple interactions ISO aspalathin inhibits the reaction [[F5 protein co-treated with F10 protein co-treated with Calcium Chloride] results in increased metabolism of F2 protein] CTD PMID:25325928 NCBI chr13:76,513,463...76,583,106
Ensembl chr13:76,513,255...76,582,317
JBrowse link
G F7 coagulation factor VII multiple interactions ISO aspalathin inhibits the reaction [[TNF protein co-treated with F7 protein] results in increased expression of F10 protein] CTD PMID:25325928 NCBI chr16:76,489,779...76,500,636
Ensembl chr16:76,489,717...76,500,610
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO aspalathin inhibits the reaction [Glucose results in increased expression of ICAM1 protein]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of ICAM1 mRNA]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of ICAM1 protein] CTD PMID:25338943 PMID:25655391 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il6 interleukin 6 multiple interactions ISO aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL6 protein] CTD PMID:25655391 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK1 protein] CTD PMID:25655391 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK3 protein] CTD PMID:25655391 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 mRNA] CTD PMID:25655391 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO aspalathin inhibits the reaction [Glucose affects the localization of RELA protein]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 affects the localization of RELA protein] CTD PMID:25338943 PMID:25655391 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sele selectin E multiple interactions ISO aspalathin inhibits the reaction [Glucose results in increased expression of SELE protein]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of SELE mRNA]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of SELE protein] CTD PMID:25338943 PMID:25655391 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
JBrowse link
G Serpine1 serpin family E member 1 multiple interactions ISO aspalathin inhibits the reaction [TNF protein results in increased secretion of SERPINE1 protein] CTD PMID:25325928 NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TLR4 protein] CTD PMID:25655391 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO aspalathin inhibits the reaction [[TNF protein co-treated with F7 protein] results in increased expression of F10 protein]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF protein]; aspalathin inhibits the reaction [TNF protein results in increased secretion of SERPINE1 protein] CTD PMID:25325928 PMID:25655391 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO aspalathin inhibits the reaction [Glucose results in increased expression of VCAM1 protein]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of VCAM1 mRNA]; aspalathin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of VCAM1 protein] CTD PMID:25338943 PMID:25655391 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link

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  CHEBI ontology 19812
    role 19761
      chemical role 19336
        antioxidant 14442
          aspalathin 16
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            heteroorganic entity 19283
                              organochalcogen compound 19054
                                organooxygen compound 19004
                                  carbohydrates and carbohydrate derivatives 12341
                                    carbohydrate 12341
                                      carbohydrate derivative 11945
                                        glycosyl compound 10978
                                          C-glycosyl compound 258
                                            aspalathin 16
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