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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 1:91,363,492...91,366,164
Ensembl chr 1:91,363,492...91,366,164
JBrowse link
G Dct dopachrome tautomerase decreases expression ISO artemisic acid results in decreased expression of DCT mRNA CTD PMID:23063590 NCBI chr15:103,208,174...103,245,033
Ensembl chr15:103,208,258...103,244,494
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 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
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 chr14:35,072,131...35,149,638
Ensembl chr14:35,072,108...35,149,610
JBrowse link
G Kitlg KIT ligand decreases expression ISO artemisic acid results in decreased expression of KITLG mRNA CTD PMID:23063590 NCBI chr 7:42,269,784...42,351,054
Ensembl chr 7:42,269,784...42,351,054
JBrowse link
G Mif macrophage migration inhibitory factor decreases expression ISO artemisic acid results in decreased expression of MIF mRNA CTD PMID:23063590 NCBI chr20:13,715,219...13,732,980
Ensembl chr20:13,732,198...13,732,859
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 4:130,172,484...130,425,496
Ensembl chr 4:130,172,727...130,425,532
JBrowse link
G Tyr tyrosinase decreases expression ISO artemisic acid results in decreased expression of TYR mRNA CTD PMID:23063590 NCBI chr 1:151,012,598...151,106,802
Ensembl chr 1:151,012,598...151,106,802
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 5:98,387,291...98,406,083
Ensembl chr 5:98,387,291...98,406,083
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19853
    role 19804
      biological role 19804
        biochemical role 19339
          metabolite 19319
            (+)-artemisinic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19853
    subatomic particle 19851
      composite particle 19851
        hadron 19851
          baryon 19851
            nucleon 19851
              atomic nucleus 19851
                atom 19851
                  main group element atom 19744
                    p-block element atom 19744
                      carbon group element atom 19650
                        carbon atom 19639
                          organic molecular entity 19639
                            organic group 18550
                              organic divalent group 18541
                                organodiyl group 18541
                                  carbonyl group 18447
                                    carbonyl compound 18447
                                      carboxylic acid 18125
                                        monocarboxylic acid 17494
                                          (+)-artemisinic acid 9
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