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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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 2:235,341,326...235,353,715
Ensembl chr 2:235,341,365...235,353,967
Ensembl chr 2:235,341,365...235,353,967
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
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 chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
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 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        antimicrobial agent 17329
          antiviral agent 10253
            surfactin D 15
              surfactin 15
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        carboacyl group 17369
                                          univalent carboacyl group 17369
                                            carbamoyl group 17156
                                              carboxamide 17156
                                                peptide 9395
                                                  peptide antibiotic 1666
                                                    lipopeptide antibiotic 16
                                                      surfactin D 15
                                                        surfactin 15
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.