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Term:andrastin A
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Accession:CHEBI:142842 term browser browse the term
Definition:A 19-oxo steroid that is that is andrastin B in which the hydroxy group at position 19 has been oxidised to give the corresponding aldehyde. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.
Synonyms:exact_synonym: methyl 3beta-acetoxy-15-hydroxy-4,4,8alpha,12,16-pentamethyl-17,19-dioxo-5beta,9beta,10alpha,13alpha-androsta-11,15-diene-14-carboxylate
 related_synonym: Formula=C28H38O7;   InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,18-20,32H,9-12H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1;   InChIKey=SNSSSENJBPCLPM-OXILWVMOSA-N;   SMILES=C1C[C@@H](C([C@@]2([C@@]1([C@]3([C@](CC2)([C@]4([C@@](C(=C3)C)(C(C(=C4O)C)=O)C)C(OC)=O)C)[H])C=O)[H])(C)C)OC(C)=O;   methyl (3beta,5beta,8alpha,9beta,10alpha,13alpha)-3-acetoxy-15-hydroxy-4,4,8,12,16-pentamethyl-17,19-dioxoandrosta-11,15-diene-14-carboxylate
 xref: CAS:174232-42-9 "ChEBI"
 xref_mesh: MESH:C100395
 xref: PMID:16279417 "Europe PMC";   PMID:19837474 "Europe PMC";   PMID:26731665 "Europe PMC";   PMID:28529508 "Europe PMC";   PMID:28799296 "Europe PMC";   PMID:29270163 "Europe PMC";   PMID:29853169 "Europe PMC";   PMID:8682716 "Europe PMC";   PMID:8682717 "Europe PMC";   PMID:9531989 "Europe PMC";   Wikipedia:Andrastin_A
 cyclic_relationship: is_conjugate_acid_of CHEBI:142823

show annotations for term's descendants       view all columns           Sort by:
andrastin A term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Csf2 colony stimulating factor 2 JBrowse link 10 39,602,089 39,604,070 RGD:6480464
G Tgfb1 transforming growth factor, beta 1 JBrowse link 1 82,480,875 82,497,196 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19657
    role 19601
      application 19225
        fuel 10301
          methanol 2945
            methyl ester 2937
              andrastin A 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19657
    subatomic particle 19653
      composite particle 19653
        hadron 19653
          baryon 19653
            nucleon 19653
              atomic nucleus 19653
                atom 19653
                  main group element atom 19534
                    p-block element atom 19534
                      carbon group element atom 19417
                        carbon atom 19409
                          organic molecular entity 19409
                            organic group 18338
                              organic divalent group 18329
                                organodiyl group 18329
                                  carbonyl group 18218
                                    carbonyl compound 18218
                                      carboxylic acid 17918
                                        monocarboxylic acid 17254
                                          acetic acid 10581
                                            acetate ester 3174
                                              andrastin C 3
                                                andrastin B 3
                                                  andrastin A 3
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.