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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 19840
    role 19816
      biological role 19814
        biochemical role 19524
          metabolite 19511
            (+)-artemisinic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19840
    subatomic particle 19838
      composite particle 19838
        hadron 19838
          baryon 19838
            nucleon 19838
              atomic nucleus 19838
                atom 19838
                  main group element atom 19788
                    p-block element atom 19788
                      carbon group element atom 19734
                        carbon atom 19730
                          organic molecular entity 19730
                            organic molecule 19683
                              organic cyclic compound 19494
                                carbocyclic compound 18581
                                  carbopolycyclic compound 17181
                                    carbobicyclic compound 5883
                                      octahydronaphthalenes 13
                                        (+)-artemisinic alcohol 9
                                          (+)-artemisinic acid 9
paths to the root