MedKoo Cat#: 463822 | Name: 3-NPA

Description:

WARNING: This product is for research use only, not for human or veterinary use.

3-NPA is an inhibitor of mitochondrial complex I (CI) and complex II (CII).

Chemical Structure

3-NPA
3-NPA
CAS#504-88-1

Theoretical Analysis

MedKoo Cat#: 463822

Name: 3-NPA

CAS#: 504-88-1

Chemical Formula: C3H5NO4

Exact Mass: 119.0219

Molecular Weight: 119.08

Elemental Analysis: C, 30.26; H, 4.23; N, 11.76; O, 53.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
3-NPA; 3NPA; 3 NPA; Hiptagenic acid; Bovinocidin;
IUPAC/Chemical Name
3-nitropropanoic acid
InChi Key
WBLZUCOIBUDNBV-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)
SMILES Code
O=C(O)CC[N+]([O-])=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 119.08 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Influence of 3-nitropropionic acid on physiological and behavioral responses in zebrafish larvae and adults. Comp Biochem Physiol C Toxicol Pharmacol. 2020 Aug;234:108772. doi: 10.1016/j.cbpc.2020.108772. Epub 2020 Apr 27. PMID: 32353558. 5: Guo X, Zhu N, Lou Y, Ren S, Pang S, He Y, Chen XB, Shi Z, Feng S. A stable nanoscaled Zr-MOF for the detection of toxic mycotoxin through a pH-modulated ratiometric luminescent switch. Chem Commun (Camb). 2020 May 19;56(40):5389-5392. doi: 10.1039/d0cc01006e. PMID: 32285888. 6: Min HY, Jang HJ, Park KH, Hyun SY, Park SJ, Kim JH, Son J, Kang SS, Lee HY. The natural compound gracillin exerts potent antitumor activity by targeting mitochondrial complex II. Cell Death Dis. 2019 Oct 24;10(11):810. doi: 10.1038/s41419-019-2041-z. PMID: 31649278; PMCID: PMC6813327. 7: Zhang XY, Xiong YM, Tan YJ, Wang L, Li R, Zhang Y, Liu XM, Lin XH, Jin L, Hu YT, Tang ZH, Wu ZM, Yin FH, Wang ZQ, Xiao Y, Sheng JZ, Huang HF. Melatonin rescues impaired penetration ability of human spermatozoa induced by mitochondrial dysfunction. Reproduction. 2019 Nov;158(5):465-475. doi: 10.1530/REP-19-0231. PMID: 31505459. 8: Matsuura K, Wang WH, Ching A, Chen Y, Cheng CM. Paper-Based Resazurin Assay of Inhibitor-Treated Porcine Sperm. Micromachines (Basel). 2019 Jul 25;10(8):495. doi: 10.3390/mi10080495. PMID: 31349635; PMCID: PMC6723269. 9: Abdelfattah MS, Badr SEA, Lotfy SA, Attia GH, Aref AM, Abdel Moneim AE, Kassab RB. Rutin and Selenium Co-administration Reverse 3-Nitropropionic Acid- Induced Neurochemical and Molecular Impairments in a Mouse Model of Huntington's Disease. Neurotox Res. 2020 Jan;37(1):77-92. doi: 10.1007/s12640-019-00086-y. Epub 2019 Jul 22. PMID: 31332714. 10: Wu Y, Zhang J. [Determination of 3-nitropropionic acid in moldy sugarcane by gel filtration-high performance liquid chromatography]. Wei Sheng Yan Jiu. 2019 May;48(3):474-481. Chinese. PMID: 31133137. 11: Jang M, Choi JH, Chang Y, Lee SJ, Nah SY, Cho IH. Gintonin, a ginseng- derived ingredient, as a novel therapeutic strategy for Huntington's disease: Activation of the Nrf2 pathway through lysophosphatidic acid receptors. Brain Behav Immun. 2019 Aug;80:146-162. doi: 10.1016/j.bbi.2019.03.001. Epub 2019 Mar 7. PMID: 30853569. 12: Wei Q, Wu G, Xing J, Mao D, Hutz RJ, Shi F. Roles of poly (ADP-ribose) polymerase 1 activation and cleavage in induction of multi-oocyte ovarian follicles in the mouse by 3-nitropropionic acid. Reprod Fertil Dev. 2019 Apr;31(5):1017-1032. doi: 10.1071/RD18406. PMID: 30836053. 13: Peraza AV, Guzmán DC, Brizuela NO, Herrera MO, Olguín HJ, Silva ML, Tapia BJ, Mejía GB. Riboflavin and pyridoxine restore dopamine levels and reduce oxidative stress in brain of rats. BMC Neurosci. 2018 Nov 9;19(1):71. doi: 10.1186/s12868-018-0474-4. PMID: 30413185; PMCID: PMC6230234. 14: Cao W, Wu Z, Liang C, Jing P, Cui S, Yang G, Lin L. [Determination of deltamethrin and its toxicity biomarkers in rabbit urine by high performance liquid chromatography-tandem mass spectrometry]. Se Pu. 2018 Jun 8;36(6):523-530. Chinese. doi: 10.3724/SP.J.1123.2018.03002. PMID: 30136473. 15: Kang B, Wang X, Xu Q, Wu Y, Si X, Jiang D. Effect of 3-nitropropionic acid inducing oxidative stress and apoptosis of granulosa cells in geese. Biosci Rep. 2018 Sep 12;38(5):BSR20180274. doi: 10.1042/BSR20180274. PMID: 30042167; PMCID: PMC6131328. 16: Nadal X, Del Río C, Casano S, Palomares B, Ferreiro-Vera C, Navarrete C, Sánchez-Carnerero C, Cantarero I, Bellido ML, Meyer S, Morello G, Appendino G, Muñoz E. Tetrahydrocannabinolic acid is a potent PPARγ agonist with neuroprotective activity. Br J Pharmacol. 2017 Dec;174(23):4263-4276. doi: 10.1111/bph.14019. Epub 2017 Nov 2. PMID: 28853159; PMCID: PMC5731255. 17: Kim EJ, Jang M, Lee MJ, Choi JH, Lee SJ, Kim SK, Jang DS, Cho IH. Schisandra chinensis Stem Ameliorates 3-Nitropropionic Acid-Induced Striatal Toxicity via Activation of the Nrf2 Pathway and Inhibition of the MAPKs and NF-κB Pathways. Front Pharmacol. 2017 Sep 29;8:673. doi: 10.3389/fphar.2017.00673. PMID: 29033839; PMCID: PMC5627181. 18: Becker T, Pasteels J, Weigel C, Dahse HM, Voigt K, Boland W. A tale of four kingdoms - isoxazolin-5-one- and 3-nitropropanoic acid-derived natural products. Nat Prod Rep. 2017 Apr 5;34(4):343-360. doi: 10.1039/c6np00122j. PMID: 28271107. 19: Polonio JC, Ribeiro MA, Rhoden SA, Sarragiotto MH, Azevedo JL, Pamphile JA. 3-Nitropropionic acid production by the endophytic Diaporthe citri: Molecular taxonomy, chemical characterization, and quantification under pH variation. Fungal Biol. 2016 Dec;120(12):1600-1608. doi: 10.1016/j.funbio.2016.08.006. Epub 2016 Aug 20. PMID: 27890093.