Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP 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Definition:A C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group.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 chr12:22,472,358...22,477,052
Ensembl chr12:22,472,358...22,478,753
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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
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 1:222,198,516...222,207,459
Ensembl chr 1:222,198,534...222,207,453
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]; tauroursodeoxycholic acid inhibits the reaction [3-nitropropionic acid affects the localization of BAX protein]
CTD PMID:11080188, PMID:15571979, PMID:21827809, PMID:21945202 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
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
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 3:100,768,637...100,819,216
Ensembl chr 3:100,768,637...100,819,210
JBrowse link
G Casp2 caspase 2 increases activity EXP 3-nitropropionic acid results in increased activity of CASP2 protein CTD PMID:15571979 NCBI chr 4:71,652,358...71,670,228
Ensembl chr 4:71,652,354...71,670,239
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases activity EXP 3-nitropropionic acid results in increased activity of CASP8 protein CTD PMID:15571979 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases activity EXP 3-nitropropionic acid results in increased activity of CASP9 protein CTD PMID:15571979 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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, PMID:31550440 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccnd1 cyclin D1 increases expression EXP 3-nitropropionic acid results in increased expression of CCND1 protein CTD PMID:21827787 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
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 7:70,345,971...70,352,689
Ensembl chr 7:70,349,863...70,352,418
JBrowse link
G Cnr1 cannabinoid receptor 1 affects expression EXP 3-nitropropionic acid affects the expression of CNR1 mRNA CTD PMID:15640759 NCBI chr 5:49,307,584...49,333,064
Ensembl chr 5:49,311,030...49,333,056
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 chr19:54,245,958...54,252,198
Ensembl chr19:54,245,950...54,252,225
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 3:148,234,546...148,245,424
Ensembl chr 3:148,234,193...148,245,416
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 9:71,229,753...71,298,994
Ensembl chr 9:71,230,108...71,293,435
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 4:157,285,192...157,294,090
Ensembl chr 4:157,285,179...157,294,047
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 4:157,676,336...157,680,322
Ensembl chr 4:157,676,595...157,679,962
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 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
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 2:179,584,302...179,704,629
Ensembl chr 2:179,584,308...179,704,629
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 chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
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 chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
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 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
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 chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Mapt microtubule-associated protein tau affects localization EXP 3-nitropropionic acid affects the localization of MAPT protein CTD PMID:17634376 NCBI chr10:92,289,002...92,386,517
Ensembl chr10:92,288,910...92,386,517
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 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
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 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression
multiple interactions
EXP 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 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 5:17,056,412...17,061,762
Ensembl chr 5:17,056,419...17,061,837
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 7:120,465,472...120,484,824
Ensembl chr 7:120,465,130...120,484,840
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 chr15:55,081,582...55,209,060
Ensembl chr15:55,083,140...55,209,342
JBrowse link
G Sirt1 sirtuin 1 decreases expression ISO
EXP
3-nitropropionic acid results in decreased expression of SIRT1 protein CTD PMID:18538940 NCBI chr20:26,831,971...26,851,587
Ensembl chr20:26,833,357...26,852,199
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 chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
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 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
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 4:33,638,853...33,646,819
Ensembl chr 4:33,638,709...33,646,819
JBrowse link
G Tnf tumor necrosis factor increases expression
multiple interactions
EXP 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 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 19785
    role 19732
      biological role 19732
        aetiopathogenetic role 18936
          neurotoxin 17549
            3-nitropropanoic acid 41
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          fatty acid 15844
                                            saturated fatty acid 15811
                                              propionic acid 3665
                                                3-nitropropanoic acid 41
paths to the root

NHLBI Logo

RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.