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: bacitracin A
Accession: CHEBI:35862
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Definition: A homodetic cyclic peptide consisting of (4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid attached head-to-tail to L-leucyl,D-glutamyl, L-lysyl, D-ornityl, L-isoleucyl, D-phenylalanyl, L-histidyl. D-aspartyl and L-asparaginyl residues coupled in sequence and cyclised by condensation of the side-chain amino group of the L-lysyl residue with the C-terminal carboxylic acid group. It is the major component of bacitracin.
Synonyms: exact_synonym: N-({(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazol-4-yl}carbonyl)-L-leucyl-D-alpha-glutamyl-N-[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]-L-isoleucinamide
related_synonym: Bacitracin A2a; Bacitracin F, 1-(N-((2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl)carbonyl)-l-leucine)-; Formula=C66H103N17O16S; InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1; InChIKey=CLKOFPXJLQSYAH-ABRJDSQDSA-N; SMILES=CC[C@H](C)[C@H](N)C1=N[C@@H](CS1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(O)=O)NC(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC1=O)[C@@H](C)CC
xref: CAS:22601-59-8; KEGG:C15482; Reaxys:8969478
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A2m
alpha-2-macroglobulin
increases expression
EXP
Bacitracin results in increased expression of A2M mRNA
CTD
PMID:18289764
NCBI chr 4:154,897,770...154,947,787
Ensembl chr 4:154,897,877...154,947,786
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Ache
acetylcholinesterase
multiple interactions
ISO
Bacitracin binds to and results in decreased metabolism of and results in decreased secretion of ACHE protein
CTD
PMID:23047022
NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
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Aldh1a1
aldehyde dehydrogenase 1 family, member A1
increases expression
EXP
Bacitracin results in increased expression of ALDH1A1 mRNA
CTD
PMID:18289764
NCBI chr 1:218,000,470...218,152,962
Ensembl chr 1:218,042,127...218,152,961
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Anxa5
annexin A5
increases expression
EXP
Bacitracin results in increased expression of ANXA5 mRNA
CTD
PMID:18289764
NCBI chr 2:119,314,007...119,344,703
Ensembl chr 2:119,314,007...119,353,369
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Bmp1
bone morphogenetic protein 1
increases expression
EXP
Bacitracin results in increased expression of BMP1 mRNA
CTD
PMID:18289764
NCBI chr15:45,551,603...45,595,862
Ensembl chr15:45,551,603...45,595,776
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Bmp4
bone morphogenetic protein 4
decreases expression
EXP
Bacitracin results in decreased expression of BMP4 mRNA
CTD
PMID:18289764
NCBI chr15:19,618,538...19,633,494
Ensembl chr15:19,618,542...19,623,306
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Calb1
calbindin 1
decreases expression
EXP
Bacitracin results in decreased expression of CALB1 mRNA
CTD
PMID:18289764
NCBI chr 5:29,375,624...29,402,532
Ensembl chr 5:29,375,642...29,402,431
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Cat
catalase
decreases expression
EXP
Bacitracin results in decreased expression of CAT mRNA
CTD
PMID:18289764
NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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Ccn1
cellular communication network factor 1
affects expression
EXP
Bacitracin affects the expression of CCN1 mRNA
CTD
PMID:18289764
NCBI chr 2:234,562,410...234,565,370
Ensembl chr 2:234,562,408...234,565,484
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Ccnd1
cyclin D1
increases expression
EXP
Bacitracin results in increased expression of CCND1 mRNA
CTD
PMID:18289764
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Ccng1
cyclin G1
increases expression
EXP
Bacitracin results in increased expression of CCNG1 mRNA
CTD
PMID:18289764
NCBI chr10:25,176,231...25,182,604
Ensembl chr10:25,176,234...25,181,641
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Cd24
CD24 molecule
increases expression
EXP
Bacitracin results in increased expression of CD24 mRNA
CTD
PMID:18289764
NCBI chr20:47,074,353...47,079,662
Ensembl chr20:47,073,512...47,079,662
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Cd44
CD44 molecule
increases expression
EXP
Bacitracin results in increased expression of CD44 mRNA
CTD
PMID:18289764
NCBI chr 3:89,155,850...89,244,615
Ensembl chr 3:89,157,058...89,244,620
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Clu
clusterin
increases expression
EXP
Bacitracin results in increased expression of CLU mRNA
CTD
PMID:18289764
NCBI chr15:40,161,068...40,200,315
Ensembl chr15:40,174,617...40,200,315
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Cp
ceruloplasmin
increases expression
EXP
Bacitracin results in increased expression of CP mRNA
CTD
PMID:18289764
NCBI chr 2:102,439,433...102,498,075
Ensembl chr 2:102,439,624...102,498,075
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Ctss
cathepsin S
increases expression
EXP
Bacitracin results in increased expression of CTSS mRNA
CTD
PMID:18289764
NCBI chr 2:183,086,437...183,114,483
Ensembl chr 2:183,086,437...183,114,483
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Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
decreases expression
EXP
Bacitracin results in decreased expression of CYP2D22 mRNA
CTD
PMID:18289764
NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
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Egf
epidermal growth factor
decreases expression
EXP
Bacitracin results in decreased expression of EGF mRNA
CTD
PMID:18289764
NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064
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Fn1
fibronectin 1
increases expression
EXP
Bacitracin results in increased expression of FN1 mRNA
CTD
PMID:18289764
NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678
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G6pc1
glucose-6-phosphatase catalytic subunit 1
decreases expression
EXP
Bacitracin results in decreased expression of G6PC1 mRNA
CTD
PMID:18289764
NCBI chr10:86,307,400...86,318,766
Ensembl chr10:86,257,668...86,333,804
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Gadd45a
growth arrest and DNA-damage-inducible, alpha
increases expression
EXP
Bacitracin results in increased expression of GADD45A mRNA
CTD
PMID:18289764
NCBI chr 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115
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Ghr
growth hormone receptor
affects expression
EXP
Bacitracin affects the expression of GHR mRNA
CTD
PMID:18289764
NCBI chr 2:52,541,452...52,804,960
Ensembl chr 2:52,542,594...52,804,735
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Glul
glutamate-ammonia ligase
increases expression
EXP
Bacitracin results in increased expression of GLUL mRNA
CTD
PMID:18289764
NCBI chr13:65,969,053...66,035,121
Ensembl chr13:66,025,630...66,035,108
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Gstm2
glutathione S-transferase mu 2
increases expression
EXP
Bacitracin results in increased expression of GSTM2 mRNA
CTD
PMID:18289764
NCBI chr 2:195,624,015...195,628,774
Ensembl chr 2:195,544,426...195,628,961
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Havcr1
hepatitis A virus cellular receptor 1
increases expression
EXP
Bacitracin results in increased expression of HAVCR1 mRNA
CTD
PMID:18289764
NCBI chr10:31,118,667...31,151,730
Ensembl chr10:31,119,088...31,151,698
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Hmox1
heme oxygenase 1
increases expression
EXP
Bacitracin results in increased expression of HMOX1 mRNA
CTD
PMID:18289764
NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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Hmox2
heme oxygenase 2
increases expression
EXP
Bacitracin results in increased expression of HMOX2 mRNA
CTD
PMID:18289764
NCBI chr10:10,797,076...10,831,178
Ensembl chr10:10,797,055...10,831,148
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Igfbp1
insulin-like growth factor binding protein 1
increases expression
EXP
Bacitracin results in increased expression of IGFBP1 mRNA
CTD
PMID:18289764
NCBI chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482
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Igkc
immunoglobulin kappa constant
decreases expression increases expression
EXP
Bacitracin results in decreased expression of IGKC mRNA Bacitracin results in increased expression of IGKC mRNA
CTD
PMID:18289764
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Jun
Jun proto-oncogene, AP-1 transcription factor subunit
increases expression
EXP
Bacitracin results in increased expression of JUN mRNA
CTD
PMID:18289764
NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
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Klk1b3
kallikrein 1-related peptidase B3
decreases expression
EXP
Bacitracin results in decreased expression of KLK1B3 mRNA
CTD
PMID:18289764
NCBI chr 1:94,709,105...94,713,308
Ensembl chr 1:94,709,105...94,713,308
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Lcn2
lipocalin 2
increases expression
EXP
Bacitracin results in increased expression of LCN2 mRNA
CTD
PMID:18289764
NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095
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Mgp
matrix Gla protein
increases expression
EXP
Bacitracin results in increased expression of MGP mRNA
CTD
PMID:18289764
NCBI chr 4:169,766,290...169,769,612
Ensembl chr 4:169,766,279...169,769,667
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Mt1
metallothionein 1
increases expression
EXP
Bacitracin results in increased expression of MT1A mRNA
CTD
PMID:18289764
NCBI chr19:10,826,032...10,827,048
Ensembl chr19:10,826,032...10,827,049 Ensembl chr17:10,826,032...10,827,049
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Nphs2
NPHS2 stomatin family member, podocin
decreases expression
EXP
Bacitracin results in decreased expression of NPHS2 mRNA
CTD
PMID:18289764
NCBI chr13:68,448,720...68,461,312
Ensembl chr13:68,448,926...68,461,313
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Oat
ornithine aminotransferase
increases expression
EXP
Bacitracin results in increased expression of OAT mRNA
CTD
PMID:18289764
NCBI chr 1:187,347,862...187,367,644
Ensembl chr 1:187,347,865...187,367,682
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Rgn
regucalcin
decreases expression
EXP
Bacitracin results in decreased expression of RGN mRNA
CTD
PMID:18289764
NCBI chr X:1,619,030...1,634,456
Ensembl chr X:1,619,032...1,634,450
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Slc22a1
solute carrier family 22 member 1
decreases expression
EXP
Bacitracin results in decreased expression of SLC22A1 mRNA
CTD
PMID:18289764
NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678
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Slc22a6
solute carrier family 22 member 6
decreases expression
EXP
Bacitracin results in decreased expression of SLC22A6 mRNA
CTD
PMID:18289764
NCBI chr 1:205,522,579...205,531,179
Ensembl chr 1:205,522,729...205,531,173
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Spp1
secreted phosphoprotein 1
increases expression
EXP
Bacitracin results in increased expression of SPP1 mRNA
CTD
PMID:18289764
NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
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Timp1
TIMP metallopeptidase inhibitor 1
increases expression
EXP
Bacitracin results in increased expression of TIMP1 mRNA
CTD
PMID:18289764
NCBI chr X:1,212,969...1,217,714
Ensembl chr X:1,212,972...1,217,664
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Tmsb10
thymosin, beta 10
increases expression
EXP
Bacitracin results in increased expression of TMSB10 mRNA
CTD
PMID:18289764
NCBI chr 4:105,009,959...105,011,095
Ensembl chr 4:105,009,212...105,011,028
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Vcam1
vascular cell adhesion molecule 1
increases expression
EXP
Bacitracin results in increased expression of VCAM1 mRNA
CTD
PMID:18289764
NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
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Vegfa
vascular endothelial growth factor A
decreases expression
EXP
Bacitracin results in decreased expression of VEGFA mRNA
CTD
PMID:18289764
NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
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Vim
vimentin
increases expression
EXP
Bacitracin results in increased expression of VIM mRNA
CTD
PMID:18289764
NCBI chr17:76,668,701...76,677,186
Ensembl chr17:76,668,647...76,677,187
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