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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 7:34,818,718...34,821,353
Ensembl chr 7:34,818,718...34,821,353 		JBrowse link
G Dct dopachrome tautomerase decreases expression ISO artemisic acid results in decreased expression of DCT mRNA CTD PMID:23063590 NCBI chr14:118,250,202...118,289,658
Ensembl chr14:118,250,202...118,289,656 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-Coenzyme A 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 chr13:96,785,470...96,807,444
Ensembl chr13:96,785,475...96,807,444 		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 chr 5:75,735,647...75,817,382
Ensembl chr 5:75,735,576...75,817,382 		JBrowse link
G Kitl kit ligand decreases expression ISO artemisic acid results in decreased expression of KITLG mRNA CTD PMID:23063590 NCBI chr10:99,851,477...99,936,278
Ensembl chr10:99,851,492...99,936,278 		JBrowse link
G Mif macrophage migration inhibitory factor (glycosylation-inhibiting factor) decreases expression ISO artemisic acid results in decreased expression of MIF mRNA CTD PMID:23063590 NCBI chr10:75,695,187...75,696,111
Ensembl chr10:75,695,187...75,696,074 		JBrowse link
G Mitf melanogenesis associated transcription factor decreases expression ISO artemisic acid results in decreased expression of MITF mRNA CTD PMID:23063590 NCBI chr 6:97,783,966...97,998,321
Ensembl chr 6:97,784,013...97,998,310 		JBrowse link
G Tyr tyrosinase decreases expression ISO artemisic acid results in decreased expression of TYR mRNA CTD PMID:23063590 NCBI chr 7:87,073,979...87,142,637
Ensembl chr 7:87,073,979...87,142,720 		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 4:80,752,360...80,769,973
Ensembl chr 4:80,752,360...80,769,956 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 22210
    role 22195
      biological role 22194
        biochemical role 21464
          metabolite 21412
            (+)-artemisinic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 22210
    subatomic particle 22202
      composite particle 22202
        hadron 22202
          baryon 22202
            nucleon 22202
              atomic nucleus 22202
                atom 22202
                  main group element atom 22136
                    p-block element atom 22136
                      carbon group element atom 21936
                        carbon atom 21861
                          organic molecular entity 21861
                            organic molecule 21678
                              organic cyclic compound 21285
                                carbocyclic compound 19717
                                  carbopolycyclic compound 17902
                                    carbobicyclic compound 5954
                                      octahydronaphthalenes 13
                                        (+)-artemisinic alcohol 9
                                          (+)-artemisinic acid 9
paths to the root