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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:surfactin A
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Accession:CHEBI:71976 term browser browse the term
Definition:A cyclodepsipeptide that is N-[(3R)-3-hydroxy-11-methyldodecanoyl]-L-alpha-glutamyl-L-leucyl-D-leucyl-L-valyl-L-alpha-aspartyl-D-leucyl-L-leucine in which the C-terminal carboxy group has been lactonised by condensation with the alcoholic hydroxy group.
Synonyms:exact_synonym: 3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetraisobutyl-12-isopropyl-25-(8-methylnonyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl]propanoic acid
 related_synonym: Formula=C51H89N7O13;   InChI=1S/C51H89N7O13/c1-28(2)18-16-14-13-15-17-19-34-26-41(59)52-35(20-21-42(60)61)45(64)53-36(22-29(3)4)46(65)55-38(24-31(7)8)49(68)58-44(33(11)12)50(69)56-39(27-43(62)63)48(67)54-37(23-30(5)6)47(66)57-40(25-32(9)10)51(70)71-34/h28-40,44H,13-27H2,1-12H3,(H,52,59)(H,53,64)(H,54,67)(H,55,65)(H,56,69)(H,57,66)(H,58,68)(H,60,61)(H,62,63)/t34-,35+,36+,37-,38-,39+,40+,44+/m1/s1;   InChIKey=PBEDWPIWZYHNPL-RHKAOURMSA-N;   SMILES=[H][C@@]1(CCCCCCCC(C)C)CC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1
 xref: PMID:20134245



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surfactin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bak1 BCL2-antagonist/killer 1 increases expression ISO surfactin peptide results in increased expression of BAK1 protein CTD PMID:34850538 NCBI chr20:5,102,334...5,111,615
Ensembl chr20:5,102,335...5,110,974
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [surfactin peptide results in increased expression of BAX protein]; pyrazolanthrone inhibits the reaction [surfactin peptide results in increased expression of BAX protein] CTD PMID:19954742 PMID:34850538 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
decreases expression
ISO Acetylcysteine inhibits the reaction [surfactin peptide results in decreased expression of BCL2 protein]; pyrazolanthrone inhibits the reaction [surfactin peptide results in decreased expression of BCL2 protein] CTD PMID:19954742 PMID:34850538 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO surfactin peptide results in decreased expression of BCL2L1 protein CTD PMID:34850538 NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:161,745,540...161,764,907
Ensembl chr 1:161,745,540...161,764,907
JBrowse link
G Capn1 calpain 1 increases expression ISO surfactin peptide results in increased expression of CAPN1 protein CTD PMID:34850538 NCBI chr 1:212,705,219...212,736,134
Ensembl chr 1:212,705,222...212,729,445
JBrowse link
G Capn2 calpain 2 increases expression ISO surfactin peptide results in increased expression of CAPN2 protein CTD PMID:34850538 NCBI chr13:96,681,902...96,732,625
Ensembl chr13:96,681,848...96,732,625
JBrowse link
G Casp3 caspase 3 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [surfactin peptide results in increased expression of CASP3 protein modified form]; CAT protein inhibits the reaction [surfactin peptide results in increased expression of CASP3 protein modified form]; surfactin peptide results in increased cleavage of and results in increased activity of CASP3 protein CTD PMID:19954742 PMID:34850538 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Casp6 caspase 6 multiple interactions
affects response to substance
ISO Acetylcysteine inhibits the reaction [surfactin peptide results in increased cleavage of and results in increased activity of CASP6 protein]; pyrazolanthrone inhibits the reaction [surfactin peptide results in increased cleavage of and results in increased activity of CASP6 protein]; surfactin peptide results in increased cleavage of and results in increased activity of CASP6 protein
CASP6 protein affects the susceptibility to surfactin peptide
CTD PMID:19954742 NCBI chr 2:221,140,287...221,152,727
Ensembl chr 2:221,140,256...221,152,726
JBrowse link
G Casp9 caspase 9 multiple interactions
increases cleavage
ISO surfactin peptide results in increased cleavage of and results in increased activity of CASP9 protein
surfactin peptide results in increased cleavage of CASP9 protein
CTD PMID:19954742 PMID:34850538 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
G Cat catalase multiple interactions ISO CAT protein inhibits the reaction [surfactin peptide results in increased abundance of Reactive Oxygen Species]; CAT protein inhibits the reaction [surfactin peptide results in increased expression of CASP3 protein modified form] CTD PMID:34850538 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526
JBrowse link
G Cycs cytochrome c, somatic multiple interactions
affects localization
ISO Acetylcysteine inhibits the reaction [surfactin peptide affects the localization of CYCS protein]; pyrazolanthrone inhibits the reaction [surfactin peptide affects the localization of CYCS protein] CTD PMID:19954742 NCBI chr 4:80,982,667...80,984,767
Ensembl chr 4:80,982,668...80,984,816
Ensembl chr18:80,982,668...80,984,816
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 increases phosphorylation ISO surfactin peptide results in increased phosphorylation of ERN1 protein CTD PMID:34850538 NCBI chr10:91,826,663...91,920,976
Ensembl chr10:91,830,428...91,920,791
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
affects response to substance
increases expression
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 mRNA]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 protein]; 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 mRNA]; 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 protein]; [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL1B protein]]; [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL6 protein]]; [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of TNF protein]]; Cycloheximide results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 protein]; Dactinomycin results in decreased susceptibility to [surfactin peptide results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the susceptibility to [surfactin peptide results in increased expression of HMOX1 protein]
HMOX1 protein affects the susceptibility to surfactin peptide
surfactin peptide results in increased expression of HMOX1 mRNA; surfactin peptide results in increased expression of HMOX1 protein
CTD PMID:20833156 NCBI chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818
JBrowse link
G Hsp90b1 heat shock protein 90 beta family member 1 increases expression ISO surfactin peptide results in increased expression of HSP90B1 protein CTD PMID:34850538 NCBI chr 7:22,997,962...23,012,293
Ensembl chr 7:22,997,962...23,012,293
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO surfactin peptide results in increased expression of HSPA5 protein CTD PMID:34850538 NCBI chr 3:38,453,016...38,457,475
Ensembl chr 3:38,453,041...38,458,790
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL1B protein]]; surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL1B protein] CTD PMID:20833156 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
JBrowse link
G Il6 interleukin 6 multiple interactions ISO [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL6 protein]]; surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of IL6 protein] CTD PMID:20833156 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610
JBrowse link
G Map3k5 mitogen-activated protein kinase kinase kinase 5 increases phosphorylation
multiple interactions
ISO surfactin peptide results in increased phosphorylation of MAP3K5 protein
4-methylumbelliferone 8-carbaldehyde inhibits the reaction [surfactin peptide results in increased phosphorylation of MAP3K5 protein]; KIRA6 inhibits the reaction [surfactin peptide results in increased phosphorylation of MAP3K5 protein]
CTD PMID:34850538 NCBI chr 1:16,505,387...16,723,899
Ensembl chr 1:16,505,596...16,723,898
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases expression
ISO [[2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased activity of MAPK1 protein] co-treated with [2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased activity of MAPK3 protein]] results in decreased susceptibility to surfactin peptide
surfactin peptide results in increased expression of MAPK1 protein modified form
CTD PMID:19954742 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases expression
ISO [[2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased activity of MAPK1 protein] co-treated with [2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one results in decreased activity of MAPK3 protein]] results in decreased susceptibility to surfactin peptide
surfactin peptide results in increased expression of MAPK3 protein modified form
CTD PMID:19954742 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 increases phosphorylation
multiple interactions
ISO surfactin peptide results in increased phosphorylation of MAPK8 protein
4-methylumbelliferone 8-carbaldehyde inhibits the reaction [surfactin peptide results in increased phosphorylation of MAPK8 protein]; KIRA6 inhibits the reaction [surfactin peptide results in increased phosphorylation of MAPK8 protein]
CTD PMID:34850538 NCBI chr16:8,645,171...8,728,225
Ensembl chr16:8,645,198...8,728,427
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions
increases phosphorylation
ISO 4-methylumbelliferone 8-carbaldehyde inhibits the reaction [surfactin peptide results in increased phosphorylation of MAPK9 protein]; KIRA6 inhibits the reaction [surfactin peptide results in increased phosphorylation of MAPK9 protein] CTD PMID:34850538 NCBI chr10:34,670,750...34,711,972
Ensembl chr10:34,670,756...34,712,228
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 protein affects the susceptibility to [surfactin peptide results in increased expression of HMOX1 protein]; surfactin peptide affects the localization of and results in increased expression of NFE2L2 protein CTD PMID:20833156 NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased phosphorylation of NFKBIA protein] CTD PMID:20833156 NCBI chr 6:78,593,844...78,597,307
Ensembl chr 6:78,593,847...78,597,072
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO surfactin peptide results in increased cleavage of PARP1 protein CTD PMID:34850538 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO surfactin peptide results in decreased susceptibility to [Lipopolysaccharides affects the localization of RELA protein] CTD PMID:20833156 NCBI chr 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [tin protoporphyrin IX results in decreased activity of HMOX1 protein] results in decreased susceptibility to [surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of TNF protein]]; surfactin peptide results in decreased susceptibility to [Lipopolysaccharides results in increased secretion of TNF protein] CTD PMID:20833156 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        antimicrobial agent 18578
          antiviral agent 11455
            surfactin A 27
              surfactin 27
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carboxylic acid 19152
                                      carboacyl group 18085
                                        univalent carboacyl group 18085
                                          carbamoyl group 17921
                                            carboxamide 17921
                                              peptide 11666
                                                peptide antibiotic 2758
                                                  lipopeptide antibiotic 29
                                                    surfactin A 27
                                                      surfactin 27
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