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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 B
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Accession:CHEBI:71977 term browser browse the term
Definition:A cyclodepsipeptide that is N-[(3R)-3-hydroxy-12-methyltridecanoyl]-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-(9-methyldecyl)-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=C52H91N7O13;   InChI=1S/C52H91N7O13/c1-29(2)19-17-15-13-14-16-18-20-35-27-42(60)53-36(21-22-43(61)62)46(65)54-37(23-30(3)4)47(66)56-39(25-32(7)8)50(69)59-45(34(11)12)51(70)57-40(28-44(63)64)49(68)55-38(24-31(5)6)48(67)58-41(26-33(9)10)52(71)72-35/h29-41,45H,13-28H2,1-12H3,(H,53,60)(H,54,65)(H,55,68)(H,56,66)(H,57,70)(H,58,67)(H,59,69)(H,61,62)(H,63,64)/t35-,36+,37+,38-,39-,40+,41+,45+/m1/s1;   InChIKey=DDULCZLFAKVKJB-JIXKVBNCSA-N;   SMILES=[H][C@@]1(CCCCCCCCC(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



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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 chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO surfactin peptide results in decreased expression of BCL2L1 protein CTD PMID:34850538 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
JBrowse link
G Capn1 calpain 1 increases expression ISO surfactin peptide results in increased expression of CAPN1 protein CTD PMID:34850538 NCBI chr 1:203,275,912...203,300,848
Ensembl chr 1:203,277,344...203,300,177
JBrowse link
G Capn2 calpain 2 increases expression ISO surfactin peptide results in increased expression of CAPN2 protein CTD PMID:34850538 NCBI chr13:94,150,244...94,200,969
Ensembl chr13:94,150,240...94,200,969
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 2:218,466,063...218,478,503
Ensembl chr 2:218,466,076...218,478,502
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 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
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 chr10:91,326,889...91,421,201
Ensembl chr10:91,330,654...91,421,029
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
affects response to substance
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]
surfactin peptide results in increased expression of HMOX1 mRNA; surfactin peptide results in increased expression of HMOX1 protein
HMOX1 protein affects the susceptibility to surfactin peptide
CTD PMID:20833156 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 7:21,110,431...21,124,762
Ensembl chr 7:21,110,457...21,124,788
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 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 1:14,685,776...14,904,935
Ensembl chr 1:14,685,492...14,904,800
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
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 chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
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 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
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 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
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  CHEBI ontology 19659
    role 19634
      biological role 19633
        antimicrobial agent 17784
          antiviral agent 10531
            surfactin B 27
              surfactin 27
Path 2
Term Annotations click to browse term
  CHEBI ontology 19659
    subatomic particle 19658
      composite particle 19658
        hadron 19658
          baryon 19658
            nucleon 19658
              atomic nucleus 19700
                atom 19658
                  main group element atom 19607
                    p-block element atom 19607
                      carbon group element atom 19550
                        carbon atom 19547
                          organic molecular entity 19588
                            organic group 18752
                              organic divalent group 18771
                                organodiyl group 18737
                                  carbonyl group 18704
                                    carbonyl compound 18738
                                      carboxylic acid 18409
                                        carboacyl group 17570
                                          univalent carboacyl group 17599
                                            carbamoyl group 17407
                                              carboxamide 17407
                                                peptide 9511
                                                  peptide antibiotic 1732
                                                    lipopeptide antibiotic 29
                                                      surfactin B 27
                                                        surfactin 27
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