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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:phorbol 13-acetate 12-myristate
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Accession:CHEBI:37537 term browser browse the term
Definition:A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.
Synonyms:exact_synonym: (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl tetradecanoate
 related_synonym: 12-O-tetradecanoylphorbol 13-acetate;   12-tetradecanoylphorbol 13-acetate;   Formula=C36H56O8;   InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1;   InChIKey=PHEDXBVPIONUQT-RGYGYFBISA-N;   PMA;   SMILES=C=1[C@]2([C@]3([C@@]([C@H](OC(=O)CCCCCCCCCCCCC)[C@H]([C@@]2([C@]4([C@@](C(=O)C(=C4)C)(CC1CO)O)[H])O)C)(C3(C)C)OC(=O)C)[H])[H];   TPA;   phorbol 12-tetradecanoate 13-acetate;   tetradecanoylphorbol acetate
 alt_id: CHEBI:745;   CHEBI:746
 xref: Beilstein:2407201;   CAS:16561-29-8;   Chemspider:25977;   KEGG:C05151;   KEGG:C09199;   KNApSAcK:C00003491;   LINCS:LSM-25630;   LIPID_MAPS_instance:LMPR0104330002
 xref_mesh: MESH:D013755
 xref: MetaCyc:CPD-19636;   PMCID:PMC6898309;   PMID:12421969;   PMID:15721302;   PMID:15822940;   PMID:16740769;   PMID:18541361;   PMID:20333698;   PMID:22696070;   PMID:25649981;   PMID:25918710;   PMID:26826276;   PMID:26894087;   PMID:27315825;   PMID:27676154;   PMID:2866623;   PMID:29291631;   PMID:29385060;   PMID:29538403;   PMID:29872754;   PMID:29933732;   PMID:30075941;   PMID:30248704;   PMID:30254419;   PMID:30663866;   PMID:31019367;   PMID:31194000;   PMID:31256364;   PMID:31437790;   PMID:31904021;   PMID:32140039;   PMID:33254440;   PMID:33268675;   PMID:33291656;   PMID:34234780;   PMID:3593207;   Wikipedia:12-O-Tetradecanoylphorbol-13-acetate



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phorbol 13-acetate 12-myristate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G INS insulin multiple interactions EXP 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK1 protein]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK3 protein]; [Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK1 protein; [Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK3 protein CTD PMID:12639917 NCBI chr18:46,324,047...46,324,933
Ensembl chr18:46,324,041...46,325,122
JBrowse link
G MAPK1 mitogen-activated protein kinase 1 multiple interactions EXP 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK1 protein]; [Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK1 protein CTD PMID:12639917 NCBI chr26:31,013,607...31,132,998
Ensembl chr26:31,013,607...31,132,998
JBrowse link
G MAPK3 mitogen-activated protein kinase 3 multiple interactions EXP 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK3 protein]; [Tetradecanoylphorbol Acetate co-treated with INS protein] results in increased phosphorylation of MAPK3 protein CTD PMID:12639917 NCBI chr 6:18,109,184...18,115,728
Ensembl chr 6:18,109,222...18,114,425
JBrowse link
G SLC6A9 solute carrier family 6 member 9 multiple interactions
affects localization
EXP Tetradecanoylphorbol Acetate promotes the reaction [Monensin affects the localization of SLC6A9 protein]
Tetradecanoylphorbol Acetate affects the localization of SLC6A9 protein
CTD PMID:19473961 NCBI chr15:16,235,342...16,267,161
Ensembl chr15:16,235,482...16,267,933
JBrowse link
G SOD1 superoxide dismutase 1 affects response to substance EXP SOD1 protein affects the susceptibility to Tetradecanoylphorbol Acetate CTD PMID:6333936 NCBI chr31:26,540,291...26,544,212
Ensembl chr31:26,486,274...26,662,815
JBrowse link

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  CHEBI ontology 495
    subatomic particle 495
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        hadron 495
          baryon 495
            nucleon 495
              atomic nucleus 495
                atom 495
                  main group element atom 488
                    p-block element atom 488
                      carbon group element atom 477
                        carbon atom 476
                          organic molecular entity 476
                            heteroorganic entity 472
                              organochalcogen compound 426
                                organooxygen compound 424
                                  carbonyl compound 400
                                    ketone 48
                                      oxyketone 14
                                        alpha-oxyketone 14
                                          alpha-hydroxy ketone 14
                                            tertiary alpha-hydroxy ketone 13
                                              phorbol 5
                                                phorbol ester 5
                                                  phorbol 13-acetate 12-myristate 5
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