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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:madecassic acid
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Accession:CHEBI:73058 term browser browse the term
Definition:A pentacyclic triterpenoid that is ursane substituted by a carboxy group at position 28 and hydroxy groups at positions 2, 3, 6 and 23 (the 2alpha,3beta,6beta stereoisomer).
Synonyms:exact_synonym: (2alpha,3beta,6beta)-2,3,6,23-tetrahydroxyurs-12-en-28-oic acid
 related_synonym: 6beta-hydroxyasiatic acid;   Formula=C30H48O6;   InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1;   InChIKey=PRAUVHZJPXOEIF-AOLYGAPISA-N;   SMILES=[H][C@]12CC=C3[C@]4([H])[C@@H](C)[C@H](C)CC[C@@]4(CC[C@@]3(C)[C@]1(C)C[C@@H](O)[C@@]1([H])[C@](C)(CO)[C@@H](O)[C@H](O)C[C@]21C)C(O)=O;   brahmic acid
 xref: CAS:18449-41-7;   HMDB:HMDB0036670;   PMID:22816768;   PMID:22966846;   PMID:23346217;   Patent:CN101991578;   Patent:FR2963553;   Patent:TW200938215;   Reaxys:3041357



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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
Term Annotations click to browse term
  CHEBI ontology 19918
    role 19894
      chemical role 19512
        antioxidant 16062
          madecassic acid 12
            madecassoside 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            organic group 18995
                              organic divalent group 18969
                                organodiyl group 18969
                                  carbonyl group 18922
                                    carbonyl compound 18922
                                      carboxylic acid 18646
                                        monocarboxylic acid 17984
                                          madecassic acid 12
                                            madecassoside 12
paths to the root