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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:manumycin A
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Accession:CHEBI:29623 term browser browse the term
Definition:A polyketide with formula C31H38N2O7 initially isolated from Streptomyces parvulus as a result of a random screening program for farnesyl transferase (FTase) inhibitors. It is a natural product that exhibits anticancer and antibiotic properties.
Synonyms:exact_synonym: (2E,4E,6R)-N-[(1S,5S,6R)-5-hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)amino]-7-oxohepta-1,3,5-trien-1-yl}-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyldeca-2,4-dienamide
 related_synonym: (2E,4E,6R)-N-[(1S,5S,6R)-5-Hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyl-2,4-decadienamide;   Formula=C31H38N2O7;   InChI=1S/C31H38N2O7/c1-5-6-11-19(2)16-20(3)17-21(4)30(38)32-22-18-31(39,29-28(40-29)27(22)37)15-10-8-7-9-12-25(36)33-26-23(34)13-14-24(26)35/h7-10,12,15-19,28-29,34,39H,5-6,11,13-14H2,1-4H3,(H,32,38)(H,33,36)/b8-7+,12-9+,15-10+,20-16+,21-17+/t19-,28-,29-,31+/m1/s1;   InChIKey=TWWQHCKLTXDWBD-MVTGTTCWSA-N;   Manumycin;   NSC 622141;   SMILES=CCCC[C@@H](C)\\C=C(C)\\C=C(/C)C(=O)NC1=C[C@@](O)(\\C=C\\C=C\\C=C\\C(=O)NC2=C(O)CCC2=O)[C@@H]2O[C@@H]2C1=O;   UCF 1C;   UCF1-C
 xref: CAS:52665-74-4;   Chemspider:4942813;   HMDB:HMDB0242678;   KEGG:C12111;   LIPID_MAPS_instance:LMFA08020185
 xref_mesh: MESH:C054474
 xref: MetaCyc:CPD-18768;   PMCID:PMC3513075;   PMID:12699746;   PMID:15787434;   PMID:17363690;   PMID:21349982;   PMID:22272079;   PMID:23328664;   PMID:23730936;   PMID:23828222;   PMID:24899815;   PMID:25556058;   PMID:26602157;   PMID:26962870;   PMID:27176604;   PMID:27307747;   PMID:27878284;   PMID:28844715;   PMID:29670693;   PMID:30476593;   PMID:30785834;   PMID:32298799;   PMID:32344935;   PMID:33719954;   PMID:34200371;   PMID:3693123;   PMID:8460134


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manumycin A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions EXP manumycin inhibits the reaction [INS1 protein results in increased phosphorylation of AKT1 protein] CTD PMID:19002579 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions		 ISO manumycin results in increased activity of CASP3
[Quercetin co-treated with manumycin] results in decreased expression of CASP3 protein; Acetylcysteine inhibits the reaction [manumycin results in increased activity of CASP3]		 CTD PMID:14625852 PMID:19409983 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ccnb1 cyclin B1 multiple interactions ISO manumycin inhibits the reaction [Plant Extracts results in decreased expression of CCNB1 mRNA] CTD PMID:25051199 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172 		JBrowse link
G Ccnd1 cyclin D1 multiple interactions
decreases expression		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased expression of CCND1 protein] CTD PMID:19409983 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdc25c cell division cycle 25C multiple interactions ISO manumycin inhibits the reaction [Plant Extracts results in decreased expression of CDC25C mRNA] CTD PMID:25051199 NCBI chr18:26,335,156...26,356,199
Ensembl chr18:26,335,834...26,356,185 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased expression of CDKN1A protein]
manumycin results in increased expression of CDKN1A protein		 CTD PMID:19409983 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Chrna5 cholinergic receptor nicotinic alpha 5 subunit multiple interactions ISO manumycin inhibits the reaction [Nicotine results in increased expression of CHRNA5 mRNA]; manumycin inhibits the reaction [Nicotine results in increased expression of CHRNA5 protein]; manumycin inhibits the reaction [Tobacco Smoke Pollution results in increased expression of CHRNA5 mRNA]; manumycin inhibits the reaction [Tobacco Smoke Pollution results in increased expression of CHRNA5 protein] CTD PMID:18450646 NCBI chr 8:55,369,794...55,398,526
Ensembl chr 8:55,369,794...55,398,146 		JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased expression of CYBB mRNA] CTD PMID:19739265 NCBI chr  X:13,358,101...13,392,570
Ensembl chr  X:13,359,430...13,392,586 		JBrowse link
G Enosf1 enolase superfamily member 1 decreases expression
affects localization		 ISO manumycin results in decreased expression of ENOSF1 protein
manumycin affects the localization of ENOSF1 protein		 CTD PMID:18357371 NCBI chr 9:113,275,267...113,314,842 JBrowse link
G Faslg Fas ligand multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased expression of FASL mRNA] CTD PMID:19739265 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215 		JBrowse link
G Fn1 fibronectin 1 multiple interactions EXP manumycin inhibits the reaction [Glucose results in increased expression of FN1 mRNA]; manumycin inhibits the reaction [Pyruvaldehyde results in increased expression of FN1 mRNA] CTD PMID:16572112 PMID:17635749 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G Gata2 GATA binding protein 2 multiple interactions ISO manumycin inhibits the reaction [Nicotine results in increased expression of GATA2 mRNA]; manumycin inhibits the reaction [Nicotine results in increased expression of GATA2 protein]; manumycin inhibits the reaction [Tobacco Smoke Pollution results in increased expression of GATA2 mRNA]; manumycin inhibits the reaction [Tobacco Smoke Pollution results in increased expression of GATA2 protein] CTD PMID:18450646 NCBI chr 4:120,654,205...120,667,763
Ensembl chr 4:120,658,986...120,667,761 		JBrowse link
G H2ax H2A.X variant histone multiple interactions
increases phosphorylation		 ISO Acetylcysteine inhibits the reaction [manumycin results in increased phosphorylation of H2AX protein] CTD PMID:19409983 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 		JBrowse link
G Hras HRas proto-oncogene, GTPase multiple interactions
decreases expression		 ISO
EXP		 manumycin inhibits the reaction [Acetaminophen results in increased activity of HRAS protein]
manumycin results in decreased expression of HRAS protein
manumycin inhibits the reaction [Glucose results in increased activity of HRAS protein]; manumycin inhibits the reaction [INS1 protein results in increased farnesylation of HRAS protein]		 CTD PMID:16572112 PMID:19002579 PMID:19739265 PMID:19958823 NCBI chr 1:196,290,127...196,299,823
Ensembl chr 1:196,296,263...196,300,615 		JBrowse link
G Ifng interferon gamma multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased expression of IFNG mRNA]; manumycin inhibits the reaction [Acetaminophen results in increased expression of IFNG protein] CTD PMID:19739265 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il18 interleukin 18 multiple interactions ISO geraniol promotes the reaction [manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL18 protein]]; manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL18 protein] CTD PMID:21430599 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887 		JBrowse link
G Il1b interleukin 1 beta multiple interactions
decreases response to substance		 ISO manumycin inhibits the reaction [IL1B protein results in increased expression of MMP13 mRNA]; manumycin inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]
manumycin results in decreased susceptibility to IL1B protein
geraniol promotes the reaction [manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL1B protein]]; manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of IL1B protein]		 CTD PMID:21211511 PMID:21430599 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Ins1 insulin 1 multiple interactions EXP manumycin inhibits the reaction [INS1 protein results in increased expression of RASGRF1 protein]; manumycin inhibits the reaction [INS1 protein results in increased farnesylation of HRAS protein]; manumycin inhibits the reaction [INS1 protein results in increased phosphorylation of AKT1 protein] CTD PMID:19002579 NCBI chr 1:251,244,973...251,245,540
Ensembl chr 1:251,244,973...251,245,536 		JBrowse link
G Kras KRAS proto-oncogene, GTPase multiple interactions
decreases activity		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased activity of KRAS protein] CTD PMID:19409983 NCBI chr 4:178,185,418...178,218,484 JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP manumycin inhibits the reaction [zinc chloride results in increased phosphorylation of MAPK3 protein] CTD PMID:21575692 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased phosphorylation of and results in increased activity of MAPK8 protein] CTD PMID:19739265 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased phosphorylation of and results in increased activity of MAPK9 protein] CTD PMID:19739265 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178 		JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions ISO manumycin inhibits the reaction [IL1B protein results in increased expression of MMP13 mRNA]; manumycin inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]; manumycin inhibits the reaction [TNF protein results in increased expression of MMP13 mRNA]; manumycin inhibits the reaction [TNF protein results in increased expression of MMP13 protein] CTD PMID:21211511 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239 		JBrowse link
G Mras muscle RAS oncogene homolog multiple interactions EXP manumycin inhibits the reaction [Glucose results in increased activity of MRAS protein] CTD PMID:18569938 NCBI chr 8:99,944,036...100,006,771
Ensembl chr 8:99,944,036...99,996,408 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO manumycin inhibits the reaction [Acetaminophen results in increased expression of NOS2 mRNA]; manumycin inhibits the reaction [Acetaminophen results in increased expression of NOS2 protein] CTD PMID:19739265 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
multiple interactions		 ISO manumycin results in increased cleavage of PARP1; manumycin results in increased cleavage of PARP1 protein
Acetylcysteine inhibits the reaction [manumycin results in increased cleavage of PARP1]; Quercetin promotes the reaction [manumycin results in increased cleavage of PARP1 protein]		 CTD PMID:14625852 PMID:19409983 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase multiple interactions EXP manumycin inhibits the reaction [Streptozocin results in increased expression of RAF1 protein]; manumycin inhibits the reaction [zinc chloride results in increased phosphorylation of RAF1 protein] CTD PMID:18569938 PMID:21575692 NCBI chr 4:148,679,534...148,740,265
Ensembl chr 4:148,679,530...148,740,317 		JBrowse link
G Rasgrf1 RAS protein-specific guanine nucleotide-releasing factor 1 multiple interactions EXP manumycin inhibits the reaction [INS1 protein results in increased expression of RASGRF1 protein] CTD PMID:19002579 NCBI chr 8:90,445,154...90,574,274
Ensembl chr 8:90,445,154...90,574,269 		JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions
decreases expression		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased expression of SOD1] CTD PMID:19409983 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
decreases phosphorylation		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased phosphorylation of STAT3 protein] CTD PMID:19409983 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tert telomerase reverse transcriptase multiple interactions
decreases expression		 ISO Acetylcysteine inhibits the reaction [manumycin results in decreased expression of TERT protein] CTD PMID:19409983 NCBI chr 1:29,637,213...29,659,561
Ensembl chr 1:29,637,506...29,659,561 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP manumycin inhibits the reaction [Glucose results in increased expression of TGFB1 mRNA] CTD PMID:16572112 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases response to substance		 ISO manumycin inhibits the reaction [TNF protein results in increased expression of MMP13 mRNA]; manumycin inhibits the reaction [TNF protein results in increased expression of MMP13 protein]
manumycin results in decreased susceptibility to TNF protein
geraniol promotes the reaction [manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of TNF protein]]; manumycin inhibits the reaction [[Alendronate co-treated with Lovastatin co-treated with lipopolysaccharide, E coli O55-B5] results in increased secretion of TNF protein]; manumycin inhibits the reaction [Acetaminophen results in increased expression of TNF mRNA]; manumycin inhibits the reaction [Acetaminophen results in increased expression of TNF protein]		 CTD PMID:19739265 PMID:21211511 PMID:21430599 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnpo1 transportin 1 multiple interactions ISO Acetylcysteine inhibits the reaction [manumycin results in decreased expression of TNPO1] CTD PMID:19409983 NCBI chr 2:30,207,529...30,300,162
Ensembl chr 2:30,211,510...30,300,375 		JBrowse link
G Txn1 thioredoxin 1 decreases expression ISO manumycin results in decreased expression of TXN CTD PMID:19409983 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions EXP manumycin inhibits the reaction [Glucose results in increased expression of VEGFA mRNA]; manumycin inhibits the reaction [Streptozocin results in increased expression of VEGFA protein] CTD PMID:18569938 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19834
    role 19810
      biological role 19808
        antimicrobial agent 18166
          manumycin A 36
Path 2
Term Annotations click to browse term
  CHEBI ontology 19834
    subatomic particle 19832
      composite particle 19832
        hadron 19832
          baryon 19832
            nucleon 19832
              atomic nucleus 19832
                atom 19832
                  main group element atom 19782
                    p-block element atom 19782
                      carbon group element atom 19731
                        carbon atom 19727
                          organic molecular entity 19727
                            heteroorganic entity 19484
                              organochalcogen compound 19248
                                organooxygen compound 19165
                                  carbon oxoacid 18633
                                    carboxylic acid 18630
                                      carboacyl group 17703
                                        univalent carboacyl group 17703
                                          carbamoyl group 17553
                                            carboxamide 17553
                                              alpha,beta-unsaturated carboxylic acid amide 7110
                                                enamide 7110
                                                  manumycin A 36
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