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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:madecassoside
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Accession:CHEBI:66651 term browser browse the term
Definition:A triterpenoid saponin that is a trisaccharide derivative of madecassic acid. Isolated from Centella asiatica, it exhibits anti-inflammatory, antioxidant and antirheumatic activities.
Synonyms:exact_synonym: 6-deoxy-alpha-L-mannopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->6)-1-O-[(2alpha,3beta,6beta)-2,3,6,23-tetrahydroxy-28-oxours-12-en-28-yl]-beta-D-glucopyranose
 related_synonym: Formula=C48H78O20;   InChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3/t19-,20+,21+,23-,24-,25-,26-,27-,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42+,44-,45+,46-,47-,48+/m1/s1;   InChIKey=BNMGUJRJUUDLHW-HCZMHFOYSA-N;   O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl(2alpha,3beta,4alpha,6beta)-2,3,6,23-tetrahydroxyurs-12-en-28-oate;   SMILES=[H][C@]1(O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)O[C@@H]1[C@@H](CO)O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@H](C)[C@H](C)[C@@]3([H])C3=CC[C@]5([H])[C@@]6(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@]6([H])[C@H](O)C[C@@]5(C)[C@]3(C)CC4)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O;   asiaticoside A
 xref: CAS:34540-22-2
 xref_mesh: MESH:C093443
 xref: PMID:18484522;   PMID:19135346;   PMID:20143295;   PMID:22360962;   PMID:22829481;   Patent:KR20110132629;   Reaxys:9113695


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madecassoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of BAX mRNA]
madecassoside inhibits the reaction [Cisplatin results in increased expression of BAX mRNA]; madecassoside inhibits the reaction [Cisplatin results in increased expression of BAX protein]		 CTD PMID:37087747 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in decreased expression of BCL2 mRNA] CTD PMID:37087747 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of and results in increased cleavage of CASP3 protein] CTD PMID:37087747 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO madecassoside results in decreased activity of CYP2C19 protein CTD PMID:21349323 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO madecassoside results in decreased activity of CYP3A4 protein CTD PMID:21349323 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Havcr1 hepatitis A virus cellular receptor 1 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of HAVCR1 mRNA] CTD PMID:37087747 NCBI chr10:31,118,667...31,151,730
Ensembl chr10:31,119,088...31,151,698 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of IL1B mRNA] CTD PMID:37087747 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of IL6 mRNA] CTD PMID:37087747 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Lcn2 lipocalin 2 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of LCN2 mRNA]; madecassoside inhibits the reaction [Cisplatin results in increased expression of LCN2 protein] CTD PMID:37087747 NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased phosphorylation of MAPK1 protein] CTD PMID:37087747 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased phosphorylation of MAPK14 protein] CTD PMID:37087747 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO madecassoside inhibits the reaction [Cisplatin results in increased expression of TNF mRNA] CTD PMID:37087747 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
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  CHEBI ontology 19834
    role 19810
      chemical role 19445
        antioxidant 16147
          madecassoside 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19834
    subatomic particle 19832
      composite particle 19832
        hadron 19832
          baryon 19832
            nucleon 19832
              atomic nucleus 19832
                atom 19832
                  main group element atom 19782
                    p-block element atom 19782
                      carbon group element atom 19731
                        carbon atom 19727
                          organic molecular entity 19727
                            heteroorganic entity 19484
                              organochalcogen compound 19248
                                organooxygen compound 19165
                                  carbohydrates and carbohydrate derivatives 15288
                                    carbohydrate 15288
                                      carbohydrate derivative 14293
                                        glycosyl compound 13050
                                          glycoside 11832
                                            saponin 486
                                              triterpenoid saponin 414
                                                madecassoside 12
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