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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:(+)-artemisinic acid
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Accession:CHEBI:63749 term browser browse the term
Definition:A monocarboxylic acid that is prop-2-enoic acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.
Synonyms:exact_synonym: 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid
 related_synonym: Formula=C15H22O2;   InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1;   InChIKey=PLQMEXSCSAIXGB-SAXRGWBVSA-N;   SMILES=[H][C@@]12CCC(C)=C[C@]1([H])[C@@H](CC[C@H]2C)C(=C)C(O)=O;   artemisic acid
 xref: CAS:80286-58-4
 xref_mesh: MESH:C047721
 xref: MetaCyc:CPD-13248;   PMID:16612385;   PMID:17252486;   PMID:19194910;   PMID:20050663;   PMID:22396222;   PMID:2607353;   PMID:8053018;   PMID:9409011;   Patent:WO2009085068;   Reaxys:3546102
 cyclic_relationship: is_conjugate_acid_of CHEBI:64782


show annotations for term's descendants           Sort by:
(+)-artemisinic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cebpa CCAAT/enhancer binding protein alpha decreases expression
multiple interactions		 ISO [artemisic acid results in decreased expression of CEBPA mRNA] which results in decreased expression of HMGCR mRNA; artemisic acid results in decreased expression of CEBPA mRNA
[[artemisic acid results in decreased expression of CEBPA mRNA] which results in decreased expression of HMGCR mRNA] which results in decreased chemical synthesis of Cholesterol		 CTD PMID:23063590 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412 		JBrowse link
G Dct dopachrome tautomerase decreases expression ISO artemisic acid results in decreased expression of DCT mRNA CTD PMID:23063590 NCBI chr15:95,062,006...95,100,863
Ensembl chr15:95,062,003...95,100,836 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase multiple interactions
decreases expression		 ISO [[artemisic acid results in decreased expression of CEBPA mRNA] which results in decreased expression of HMGCR mRNA] which results in decreased chemical synthesis of Cholesterol; [artemisic acid results in decreased expression of HMGCR protein] which results in decreased chemical synthesis of Cholesterol
[artemisic acid results in decreased expression of CEBPA mRNA] which results in decreased expression of HMGCR mRNA; artemisic acid results in decreased expression of HMGCR mRNA; artemisic acid results in decreased expression of HMGCR protein		 CTD PMID:23063590 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703 		JBrowse link
G Kit KIT proto-oncogene receptor tyrosine kinase decreases expression ISO artemisic acid results in decreased expression of KIT mRNA CTD PMID:23063590 NCBI chr14:32,547,459...32,624,694
Ensembl chr14:32,548,877...32,624,652 		JBrowse link
G Kitlg KIT ligand decreases expression ISO artemisic acid results in decreased expression of KITLG mRNA CTD PMID:23063590 NCBI chr 7:34,896,075...34,977,215
Ensembl chr 7:34,896,053...34,977,214 		JBrowse link
G Mif macrophage migration inhibitory factor decreases expression ISO artemisic acid results in decreased expression of MIF mRNA CTD PMID:23063590 NCBI chr20:12,790,919...12,791,784
Ensembl chr20:12,790,902...12,799,504 		JBrowse link
G Mitf melanocyte inducing transcription factor decreases expression ISO artemisic acid results in decreased expression of MITF mRNA CTD PMID:23063590 NCBI chr 4:130,409,020...130,621,145
Ensembl chr 4:130,409,217...130,621,145 		JBrowse link
G Tyr tyrosinase decreases expression ISO artemisic acid results in decreased expression of TYR mRNA CTD PMID:23063590 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207 		JBrowse link
G Tyrp1 tyrosinase-related protein 1 decreases expression ISO artemisic acid results in decreased expression of TYRP1 mRNA CTD PMID:23063590 NCBI chr 5:95,280,982...95,299,516
Ensembl chr 5:95,280,982...95,299,516 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19818
    role 19790
      biological role 19788
        biochemical role 19501
          metabolite 19486
            (+)-artemisinic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19818
    subatomic particle 19816
      composite particle 19816
        hadron 19816
          baryon 19816
            nucleon 19816
              atomic nucleus 19816
                atom 19816
                  main group element atom 19761
                    p-block element atom 19761
                      carbon group element atom 19703
                        carbon atom 19698
                          organic molecular entity 19698
                            organic group 18905
                              organic divalent group 18887
                                organodiyl group 18887
                                  carbonyl group 18853
                                    carbonyl compound 18853
                                      carboxylic acid 18569
                                        monocarboxylic acid 17903
                                          (+)-artemisinic acid 9
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