Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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:3-nitropropanoic acid
go back to main search page
Accession:CHEBI:16348 term browser browse the term
Definition:A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.
Synonyms:related_synonym: 3-nitropropionic acid;   Bovinocidin;   Formula=C3H5NO4;   InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6);   InChIKey=WBLZUCOIBUDNBV-UHFFFAOYSA-N;   SMILES=OC(CC[N+]([O-])=O)=O;   beta-Nitropropanoic acid;   beta-Nitropropionic acid
 alt_id: CHEBI:10434;   CHEBI:11864;   CHEBI:1611;   CHEBI:20145;   CHEBI:22852;   CHEBI:39918
 xref: Beilstein:1759889;   CAS:504-88-1;   Gmelin:533092;   KEGG:C05669;   KNApSAcK:C00018684;   LINCS:LSM-6632
 xref_mesh: MESH:C015392
 xref: PDBeChem:3NP;   PMID:11409756;   PMID:11785916;   PMID:14700739;   PMID:16038559;   PMID:16300642;   PMID:16443208;   PMID:16940769;   PMID:17183449;   PMID:17344940;   PMID:17566644;   PMID:19755148;   PMID:19763544;   PMID:19779956;   PMID:25963711;   PMID:26796265;   PMID:26957301;   PMID:27289244;   PMID:27682807;   PMID:27690136;   PMID:27890093;   PMID:28164735;   PMID:28271107;   PMID:8848189
 cyclic_relationship: is_conjugate_acid_of CHEBI:59899;   is_tautomer_of CHEBI:16775



show annotations for term's descendants           Sort by:
 
3-nitropropanoic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions
increases activity
EXP thymoquinone inhibits the reaction [3-nitropropionic acid results in increased activity of ACHE protein]; trandolapril inhibits the reaction [3-nitropropionic acid results in increased activity of ACHE protein] CTD PMID:25445565 PMID:27206696 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
EXP 3-nitropropionic acid results in decreased phosphorylation of AKT1 protein
topiramate inhibits the reaction [3-nitropropionic acid results in decreased phosphorylation of AKT1 protein]
CTD PMID:29753867 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bad BCL2-associated agonist of cell death multiple interactions
increases expression
EXP naringin inhibits the reaction [3-nitropropionic acid results in increased expression of BAD mRNA] CTD PMID:21945202 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823
JBrowse link
G Bax BCL2 associated X, apoptosis regulator affects localization
increases expression
multiple interactions
EXP 3-nitropropionic acid affects the localization of BAX protein
3-nitropropionic acid results in increased expression of BAX mRNA
[Tacrolimus co-treated with 3-nitropropionic acid] affects the localization of BAX protein; Ginkgo biloba extract inhibits the reaction [3-nitropropionic acid results in increased expression of BAX mRNA]; naringin inhibits the reaction [3-nitropropionic acid results in increased expression of BAX mRNA]; ursodoxicoltaurine inhibits the reaction [3-nitropropionic acid affects the localization of BAX protein]
CTD PMID:11080188 PMID:15571979 PMID:21827809 PMID:21945202 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
EXP [Tacrolimus co-treated with 3-nitropropionic acid] affects the localization of BCL2 protein; BCL2 protein promotes the reaction [BDNF protein results in decreased susceptibility to 3-nitropropionic acid]; naringin inhibits the reaction [3-nitropropionic acid results in decreased expression of BCL2 mRNA] CTD PMID:15571979 PMID:19428112 PMID:21945202 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of BCL2L1 mRNA
Ginkgo biloba extract inhibits the reaction [3-nitropropionic acid results in decreased expression of BCL2L1 mRNA]
CTD PMID:21827809 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
JBrowse link
G Bdnf brain-derived neurotrophic factor decreases response to substance
decreases expression
multiple interactions
EXP BDNF protein results in decreased susceptibility to 3-nitropropionic acid
3-nitropropionic acid results in decreased expression of BDNF protein
BCL2 protein promotes the reaction [BDNF protein results in decreased susceptibility to 3-nitropropionic acid]; Dinitrochlorobenzene inhibits the reaction [BDNF protein results in decreased susceptibility to 3-nitropropionic acid]; KT 5823 inhibits the reaction [BDNF protein results in decreased susceptibility to 3-nitropropionic acid]; topiramate inhibits the reaction [3-nitropropionic acid results in decreased expression of BDNF protein]
CTD PMID:19428112 PMID:29753867 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615
JBrowse link
G Casp2 caspase 2 increases activity EXP 3-nitropropionic acid results in increased activity of CASP2 protein CTD PMID:15571979 NCBI chr 4:71,149,632...71,167,388
Ensembl chr 4:71,149,669...71,167,379
JBrowse link
G Casp3 caspase 3 increases activity
increases cleavage
multiple interactions
EXP 3-nitropropionic acid results in increased activity of CASP3 protein
3-nitropropionic acid results in increased cleavage of CASP3 protein
naringin inhibits the reaction [3-nitropropionic acid results in increased cleavage of CASP3 protein]; Tacrolimus inhibits the reaction [3-nitropropionic acid results in increased activity of CASP3 protein]; topiramate inhibits the reaction [3-nitropropionic acid results in increased activity of CASP3 protein]
CTD PMID:15571979 PMID:21945202 PMID:29753867 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases activity EXP 3-nitropropionic acid results in increased activity of CASP8 protein CTD PMID:15571979 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases activity EXP 3-nitropropionic acid results in increased activity of CASP9 protein CTD PMID:15571979 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
decreases activity
decreases expression
EXP 3-nitropropionic acid affects the reaction [[lead acetate results in increased abundance of Lead] affects the reaction [Ethanol affects the expression of CAT protein]]; 3-nitropropionic acid affects the reaction [[lead acetate results in increased abundance of Lead] which affects the expression of CAT protein]; 3-nitropropionic acid affects the reaction [Ethanol affects the expression of CAT protein]; Cyclosporine inhibits the reaction [3-nitropropionic acid results in decreased expression of CAT protein]; naringin inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]; Nitric Oxide promotes the reaction [Sertraline inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]]; Nitric Oxide promotes the reaction [Venlafaxine Hydrochloride inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]]; Sertraline inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]; thymoquinone analog inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]; thymoquinone inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]; trandolapril inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein]; Venlafaxine Hydrochloride inhibits the reaction [3-nitropropionic acid results in decreased activity of CAT protein] CTD PMID:20305041 PMID:20448265 PMID:21945202 PMID:25445565 PMID:27206696 More... NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccnd1 cyclin D1 increases expression EXP 3-nitropropionic acid results in increased expression of CCND1 protein CTD PMID:21827787 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk4 cyclin-dependent kinase 4 increases expression EXP 3-nitropropionic acid results in increased expression of CDK4 protein CTD PMID:21827787 NCBI chr 7:62,885,647...62,889,562
Ensembl chr 7:62,883,105...62,942,403
JBrowse link
G Cnr1 cannabinoid receptor 1 affects expression EXP 3-nitropropionic acid affects the expression of CNR1 mRNA CTD PMID:15640759 NCBI chr 5:48,408,543...48,436,099
Ensembl chr 5:48,408,574...48,435,099
JBrowse link
G Cox4i1 cytochrome c oxidase subunit 4i1 decreases expression ISO 3-nitropropionic acid results in decreased expression of COX4I1 mRNA CTD PMID:19306371 NCBI chr19:48,721,680...48,727,920
Ensembl chr19:48,721,199...48,727,921
JBrowse link
G Cox4i2 cytochrome c oxidase subunit 4i2 increases response to substance
increases expression
ISO COX4I2 mRNA results in increased susceptibility to 3-nitropropionic acid
3-nitropropionic acid results in increased expression of COX4I2 mRNA
CTD PMID:19306371 NCBI chr 3:141,228,443...141,239,337
Ensembl chr 3:141,228,443...141,239,331
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions
decreases phosphorylation
EXP topiramate inhibits the reaction [3-nitropropionic acid results in decreased phosphorylation of CREB1 protein] CTD PMID:29753867 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Eno2 enolase 2 decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of ENO2 mRNA
Cannabidiol inhibits the reaction [3-nitropropionic acid results in decreased expression of ENO2 mRNA]
CTD PMID:17672854 NCBI chr 4:157,572,085...157,580,971
Ensembl chr 4:157,572,088...157,580,980
JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase multiple interactions
increases expression
EXP Ginkgo biloba extract inhibits the reaction [3-nitropropionic acid results in increased expression of GAPDH mRNA] CTD PMID:21827809 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions EXP [naringin co-treated with 3-nitropropionic acid] results in increased expression of GCLC mRNA CTD PMID:22871521 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gria2 glutamate ionotropic receptor AMPA type subunit 2 decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of GRIA2 mRNA
topiramate inhibits the reaction [3-nitropropionic acid results in decreased expression of GRIA2 mRNA]
CTD PMID:29753867 NCBI chr 2:165,949,379...166,069,510
Ensembl chr 2:165,947,521...166,069,510
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta decreases phosphorylation
multiple interactions
EXP 3-nitropropionic acid results in decreased phosphorylation of GSK3B protein
topiramate inhibits the reaction [3-nitropropionic acid results in decreased phosphorylation of GSK3B protein]
CTD PMID:29753867 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions
decreases activity
EXP naringin inhibits the reaction [3-nitropropionic acid results in decreased activity of GSR protein]; thymoquinone analog inhibits the reaction [3-nitropropionic acid results in decreased activity of GSR protein]; thymoquinone inhibits the reaction [3-nitropropionic acid results in decreased activity of GSR protein] CTD PMID:21945202 PMID:27206696 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions EXP [naringin co-treated with 3-nitropropionic acid] results in increased expression of GSTP1 mRNA CTD PMID:22871521 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP [naringin co-treated with 3-nitropropionic acid] results in increased expression of HMOX1 mRNA CTD PMID:22871521 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il6 interleukin 6 increases expression
multiple interactions
ISO 3-nitropropionic acid results in increased expression of IL6 mRNA
delta(9)-tetrahydrocannabinolic acid inhibits the reaction [3-nitropropionic acid results in increased expression of IL6 mRNA]
CTD PMID:28853159 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mapt microtubule-associated protein tau affects localization EXP 3-nitropropionic acid affects the localization of MAPT protein CTD PMID:17634376 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression EXP 3-nitropropionic acid results in decreased expression of MKI67 protein CTD PMID:21827787 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions EXP [naringin co-treated with 3-nitropropionic acid] affects the localization of NFE2L2 protein CTD PMID:22871521 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 decreases response to substance ISO NFKB1 results in decreased susceptibility to 3-nitropropionic acid CTD PMID:11211235 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression
multiple interactions
EXP
ISO
3-nitropropionic acid results in increased expression of NOS2 mRNA
delta(9)-tetrahydrocannabinolic acid inhibits the reaction [3-nitropropionic acid results in increased expression of NOS2 mRNA]; T 0070907 inhibits the reaction [delta(9)-tetrahydrocannabinolic acid inhibits the reaction [3-nitropropionic acid results in increased expression of NOS2 mRNA]]
naringin inhibits the reaction [3-nitropropionic acid results in increased expression of NOS2 mRNA]
CTD PMID:22871521 PMID:28853159 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions EXP [naringin co-treated with 3-nitropropionic acid] results in increased expression of NQO1 mRNA CTD PMID:22871521 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Penk proenkephalin decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of PENK mRNA
Cannabidiol inhibits the reaction [3-nitropropionic acid results in decreased expression of PENK mRNA]
CTD PMID:17672854 NCBI chr 5:17,183,799...17,189,160
Ensembl chr 5:17,183,806...17,189,129
JBrowse link
G Pick1 protein interacting with PRKCA 1 increases expression
multiple interactions
EXP 3-nitropropionic acid results in increased expression of PICK1 protein
topiramate inhibits the reaction [3-nitropropionic acid results in increased expression of PICK1 protein]
CTD PMID:29753867 NCBI chr 7:110,796,623...110,816,850
Ensembl chr 7:110,797,117...110,816,848
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression
multiple interactions
EXP 3-nitropropionic acid results in increased expression of PTGS2 mRNA
naringin inhibits the reaction [3-nitropropionic acid results in increased expression of PTGS2 mRNA]
CTD PMID:22871521 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases expression EXP 3-nitropropionic acid results in decreased expression of RB1 protein CTD PMID:21827787 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302
JBrowse link
G Sirt1 sirtuin 1 decreases expression ISO
EXP
3-nitropropionic acid results in decreased expression of SIRT1 protein CTD PMID:18538940 NCBI chr20:25,307,143...25,329,260
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions
decreases expression
EXP Cannabidiol inhibits the reaction [3-nitropropionic acid results in decreased expression of SOD1 mRNA] CTD PMID:17672854 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Sod2 superoxide dismutase 2 decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of SOD2 mRNA
Cannabidiol inhibits the reaction [3-nitropropionic acid results in decreased expression of SOD2 mRNA]
CTD PMID:17672854 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Tac1 tachykinin, precursor 1 decreases expression
multiple interactions
EXP 3-nitropropionic acid results in decreased expression of TAC1 mRNA
Cannabidiol inhibits the reaction [3-nitropropionic acid results in decreased expression of TAC1 mRNA]
CTD PMID:17672854 NCBI chr 4:35,679,183...35,687,180
Ensembl chr 4:35,679,704...35,687,178
JBrowse link
G Tnf tumor necrosis factor increases expression
multiple interactions
EXP
ISO
3-nitropropionic acid results in increased expression of TNF mRNA
delta(9)-tetrahydrocannabinolic acid inhibits the reaction [3-nitropropionic acid results in increased expression of TNF mRNA]; T 0070907 inhibits the reaction [delta(9)-tetrahydrocannabinolic acid inhibits the reaction [3-nitropropionic acid results in increased expression of TNF mRNA]]
naringin inhibits the reaction [3-nitropropionic acid results in increased expression of TNF mRNA]
CTD PMID:22871521 PMID:28853159 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 19823
    role 19773
      biological role 19773
        aetiopathogenetic role 19050
          neurotoxin 17844
            3-nitropropanoic acid 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 19823
    subatomic particle 19821
      composite particle 19821
        hadron 19821
          baryon 19821
            nucleon 19821
              atomic nucleus 19821
                atom 19821
                  main group element atom 19720
                    p-block element atom 19720
                      carbon group element atom 19643
                        carbon atom 19633
                          organic molecular entity 19633
                            organic group 18739
                              organic divalent group 18730
                                organodiyl group 18730
                                  carbonyl group 18678
                                    carbonyl compound 18678
                                      carboxylic acid 18376
                                        monocarboxylic acid 17639
                                          fatty acid 16011
                                            saturated fatty acid 15987
                                              propionic acid 3689
                                                3-nitropropanoic acid 42
paths to the root