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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 D
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Accession:CHEBI:71979 term browser browse the term
Definition:A cyclodepsipeptide that is N-[(3R)-3-hydroxy-14-methylpentadecanoyl]-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-(11-methyldodecyl)-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=C54H95N7O13;   InChI=1S/C54H95N7O13/c1-31(2)21-19-17-15-13-14-16-18-20-22-37-29-44(62)55-38(23-24-45(63)64)48(67)56-39(25-32(3)4)49(68)58-41(27-34(7)8)52(71)61-47(36(11)12)53(72)59-42(30-46(65)66)51(70)57-40(26-33(5)6)50(69)60-43(28-35(9)10)54(73)74-37/h31-43,47H,13-30H2,1-12H3,(H,55,62)(H,56,67)(H,57,70)(H,58,68)(H,59,72)(H,60,69)(H,61,71)(H,63,64)(H,65,66)/t37-,38+,39+,40-,41-,42+,43+,47+/m1/s1;   InChIKey=HPBKRTWLUQRMNA-PTYDTDROSA-N;   SMILES=[H][C@@]1(CCCCCCCCCCC(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 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 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 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions ISO surfactin peptide results in increased cleavage of and results in increased activity of CASP3 protein CTD PMID:19954742 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 ISO surfactin peptide results in increased cleavage of and results in increased activity of CASP9 protein CTD PMID:19954742 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 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 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 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 Nfe2l2 nuclear factor, erythroid 2-like 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 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
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        antimicrobial agent 17408
          antiviral agent 10293
            surfactin D 15
              surfactin 15
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                peptide 9450
                                                  peptide antibiotic 1690
                                                    lipopeptide antibiotic 16
                                                      surfactin D 15
                                                        surfactin 15
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