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name Structure Reference Source Properties Activities Metabolism

3-Nitropropanoic acid

AlkaPlorer ID: AK256499

Synonym: 3-Nitropropionic acid, Bovinocidin, Hiptagenic acid

IUPAC Name: 3-nitropropanoic acid

Structure

SMILES: O=C(O)CC[N+](=O)[O-]

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InChI: InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)

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InChIKey: WBLZUCOIBUDNBV-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 119.076

TPSA？: 80.44

MolLogP？: -0.2621999999999997

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Aspergillus fumigatus Aspergillus fumigatus Inhibition nan % 10.1016/j.bmcl.2011.02.035
Candida albicans Candida albicans IC50 845000.0 nM 10.1016/j.bmcl.2008.09.059
Candida albicans Candida albicans Inhibition nan % 10.1016/j.bmcl.2011.02.035
Candida albicans Candida albicans MIC 200.0 ug.mL-1 10.1016/j.bmcl.2013.05.051
Candida albicans Candida albicans MIC 1690000.0 nM 10.1016/j.bmcl.2009.01.017
Candida albicans Isocitrate lyase IC50 4.2 ug.mL-1 10.1016/j.bmcl.2011.02.035
Candida albicans Isocitrate lyase IC50 6000.0 nM 10.1016/j.bmcl.2011.09.072
Candida albicans Isocitrate lyase IC50 9000.0 nM 10.1021/np200492k
Candida albicans Isocitrate lyase IC50 13910.0 nM 10.1016/j.bmcl.2013.05.051
Candida albicans Isocitrate lyase IC50 17000.0 nM 10.1021/acs.jnatprod.9b00968
Candida albicans Isocitrate lyase IC50 17270.0 nM 10.1016/j.bmcl.2014.07.021
Candida albicans Isocitrate lyase IC50 38600.0 nM 10.1016/j.bmc.2012.05.002
Candida albicans Isocitrate lyase IC50 50700.0 nM 10.1016/j.bmcl.2008.09.059
Candida albicans Isocitrate lyase IC50 50700.0 nM 10.1016/j.bmcl.2009.01.017
Candida albicans Isocitrate lyase IC50 50700.0 nM 10.1016/j.bmcl.2010.09.015
Candida albicans Isocitrate lyase IC50 51000.0 nM 10.1016/j.bmcl.2010.10.029
Candida albicans Isocitrate lyase IC50 53900.0 nM 10.1021/np3005562
Chlorocebus sabaeus Vero Activity nan None 10.1021/np050036a
Chlorocebus sabaeus Vero CC50 524900.0 nM 10.1016/j.bmcl.2011.07.062
Homo sapiens Bloom syndrome protein Potency 631.0 nM None
Homo sapiens Chromobox protein homolog 1 Potency 56234.1 nM None
Homo sapiens Cytochrome P450 1A2 AC50 nan None None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens DNA polymerase iota Potency 89125.1 nM None
Homo sapiens Geminin Potency 819.9 nM None
Homo sapiens Hemoglobin beta chain Potency 12589.3 nM None
Homo sapiens HepG2 IC50 692500.0 nM 10.1016/j.bmc.2014.05.064
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 39810.7 nM None
Homo sapiens Hypoxia-inducible factor 1 alpha Potency 25118.9 nM None
Homo sapiens KB Activity nan None 10.1021/np050036a
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 14125.4 nM None
Homo sapiens NCI-H187 Activity nan None 10.1021/np050036a
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 32642.7 nM None
Homo sapiens Prelamin-A/C Potency 6309.6 nM None
Homo sapiens TAR DNA-binding protein 43 Potency 562.3 nM None
Magnaporthe oryzae (strain 70-15 / FGSC 8958) (Rice blast fungus)(Pyricularia oryzae) Isocitrate lyase IC50 6.05 ug.mL-1 10.1021/np8003694
Mycobacterium avium Mycobacterium avium MIC 1000000.0 nM 10.1016/j.bmc.2014.05.064
Mycobacterium kansasii Mycobacterium kansasii MIC 1000000.0 nM 10.1016/j.bmc.2014.05.064
Mycobacterium tuberculosis Isocitrate lyase IC50 50700.0 nM 10.1007/s00044-013-0845-4
Mycobacterium tuberculosis Isocitrate lyase IC50 116000.0 nM 10.1016/j.bmcl.2011.07.062
Mycobacterium tuberculosis Isocitrate lyase Inhibition 25.0 % 10.1016/j.ejmech.2012.08.016
Mycobacterium tuberculosis Isocitrate lyase Inhibition 63.2 % 10.1016/j.bmcl.2010.06.096
Mycobacterium tuberculosis Isocitrate lyase Inhibition 65.99 % 10.1016/j.ejmech.2010.10.020
Mycobacterium tuberculosis Isocitrate lyase Inhibition 67.0 % 10.1016/j.ejmech.2012.07.044
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 12.5 ug.mL-1 10.1016/j.ejmech.2014.10.026
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 50.0 ug.mL-1 10.1016/j.ejmech.2014.10.026
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 3300.0 nM 10.1021/np050036a
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 100000.0 nM 10.1016/j.bmc.2014.05.064
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 419920.0 nM 10.1016/j.bmcl.2011.07.062
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 1000000.0 nM 10.1016/j.bmc.2014.05.064
Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh) Isocitrate lyase 1 IC50 14700.0 nM 10.1039/C7MD00456G
Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh) Isocitrate lyase 1 Inhibition nan % 10.1039/C7MD00456G
Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh) Isocitrate lyase 1 Tm 40.9 degrees C 10.1039/C7MD00456G
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 419920.0 nM 10.1016/j.bmcl.2011.07.062
Rattus norvegicus Muscarinic acetylcholine receptor M1 Potency 63.1 nM None
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 707.9 nM None
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Trichophyton mentagrophytes Trichophyton mentagrophytes Inhibition nan % 10.1016/j.bmcl.2011.02.035
Trichophyton rubrum Trichophyton rubrum Inhibition nan % 10.1016/j.bmcl.2011.02.035
None NON-PROTEIN TARGET Activity nan None 10.1021/np050036a
None Unchecked Activity nan None 10.1074/jbc.m609885200
None Unchecked IC50 2.5 ug.mL-1 10.1021/acs.jnatprod.5b00867
None Unchecked IC50 4.2 ug.mL-1 10.1021/np500500t
None Unchecked IC50 1000.0 nM 10.1016/j.bmcl.2011.11.105
None Unchecked IC50 19000.0 nM 10.1021/acs.jnatprod.7b00121
None Unchecked IC50 27900.0 nM 10.1021/np1006873
None Unchecked IC50 100000.0 nM 10.1021/np500156n
None Unchecked IC50 nan None 10.1016/j.bmcl.2011.02.035
None Unchecked Inhibition 25.0 % 10.1016/j.bmc.2014.05.064
None Unchecked Inhibition 25.0 % 10.1016/j.ejmech.2019.111578
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked MIC 2.5 ug.mL-1 10.1021/np500156n
None Unchecked Potency 25118.9 nM None
None Unchecked Selectivity Index 0.7 None 10.1016/j.bmc.2014.05.064

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT022545 O=C(O)/C=C/[N+](=O)[O-]>>O=C(O)CC[N+](=O)[O-] enzymemap_19557