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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


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(+)-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 19821
    role 19769
      biological role 19769
        biochemical role 19389
          metabolite 19364
            (+)-artemisinic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        monocarboxylic acid 17636
                                          (+)-artemisinic acid 9
paths to the root