GRADE & PURITY ≥98%

Synonyms

DTXSID30880973 | alpha-Crotonic acid | (E)-but-2-enoate | 2-Butenoic acid, (E)- | EINECS 223-077-4 | NCGC00259279-01 | Crotonic acid, liquid | NSC 206946 | UN2823 | DB02074 | (2E)-but-2-enoate | 2-butenoic acid, (2E)- | 2-Butenoicacid | alpha-Butenoic aci

Storage

Room temperature,Argon charged

Shipped In

FedEx DG Service

Overview

Crotonic acid undergoes esterification with butan-2-ol by following second order reaction kinetics. Crotonic acid is used in the copolymerization of crotonic acid hydrogel systems by using gamma-rays. The crosslinked copolymeric crotonic acid hydrogels release fertilizers and drugs that help to prevent environmental pollution.

Specifications

Synonyms

DTXSID30880973 | alpha-Crotonic acid | (E)-but-2-enoate | 2-Butenoic acid, (E)- | EINECS 223-077-4 | NCGC00259279-01 | Crotonic acid, liquid | NSC 206946 | UN2823 | DB02074 | (2E)-but-2-enoate | 2-butenoic acid, (2E)- | 2-Butenoicacid | alpha-Butenoic aci

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Induces histone modifications in chemically induced pluripotent stem cells (CiPSCs). Activates gene expression, facilitates telomere maintenance and increases telomere length, and enhances reprogramming of MEFs to iPSCs using a small molecule cocktail inc

Storage

Room temperature, Argon charged

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504759616
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759616
• Canonical Smiles: CC=CC(=O)O
• IUPAC Name: (E)-but-2-enoic acid
• InChIKey: LDHQCZJRKDOVOX-NSCUHMNNSA-N
• INCHI: 1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
• Isomeric SMILES: C/C=C/C(=O)O
• WGK Germany: 3
• RTECS: GQ2900000
• UN Number: 2823
• Packing Group: III
• Molecular Weight: 86.09
• Beilstein: 1719943
• Reaxy-Rn: 1098434
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1098434&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Straight chain fatty acids
• Alternative Parents: Unsaturated fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
• External Descriptors: Unsaturated fatty acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SRR Tbio Serine racemase (249 Activities)

Discover Target: SRR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DAO Tchem D-amino-acid oxidase (802 Activities)

Discover Target: DAO

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hcar2 Hydroxycarboxylic acid receptor 2 (55 Activities)

Discover Target: Hcar2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus hirae (484 Activities)

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Mus musculus (284745 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 8.61, Max Conc. mM: 100; Solvent:DMSO, Max Conc. mg/mL: 8.61, Max Conc. mM: 100
• Sensitivity: air sensitive
• Refractive Index: 1.4228
• Flash Point(°F): 190.4 °F
• Flash Point(°C): 88℃
• Boil Point(°C): 185°C
• Melt Point(°C): 71.6°C
• Molecular Weight: 86.090 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 86.0368 Da
• Monoisotopic Mass: 86.0368 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 73.600
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

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2. Lijun Gao, Liuyang Li, Yunqiu Li, Congcong He, Liming Zhou, Xiongwei Qu, Shaoming Fang.  (2023)  Effects of Europium Complex on Thermal and Photoluminescence Properties of Polyurethane-Europium Materials.  Polymers,  15  (5): (1064).  [PMID:36904305] [10.3390/polym15051064]

3. Hang Zhang, Shimin Kang, Jietai Li, Zhilin Li, Jie Chang, Yongjun Xu, Gaoqing Max Lu, Chenghua Sun.  (2020)  Near zero-waste biofuel production from bioderived polyhydroxybutyrate.  FUEL,      [PMID:] [10.1016/j.fuel.2020.119405]

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5. Zheng Cao, Yonghong Hu, Yumei Kai, Jiaojiao Li, Wenbiao Zhi, Wenge Yang.  (2013)  Solubilities of crotonic acid in different organic solvents at several temperatures from (278.15 to 333.15) K.  FLUID PHASE EQUILIBRIA,      [PMID:] [10.1016/j.fluid.2013.06.038]

6. Baoming Tian, Xue Zhou, Yan Geng, Jiangning Hu, Bangwei Ye, Peilong Sun, Kai Yang.  (2024)  Characterization and in vitro digestion of alkali-extracted polysaccharides from Grifola frondosa and its impacts on human gut microbiota.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104499]

7. Zhentao Yao, Ge Zhang, Xin Wang, Jinjun Li, Yuting Qi, Yuanrong Jiang, Jie Gu, Liying Zhu, Xianrong Xu, Xiaoqiong Li.  (2024)  Microbiota responses to different brans are conserved within individuals and associated with processing parameters.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104197]

8. Hong Cheng-Bin, Hua Wangde, Liu Lieke, Liu Haichao.  (2025)  Sustainable synthesis of α-ketoglutaric and methanetriacetic acids from biomass feedstocks.  Nature Communications,  16  (1): (1-8).  [PMID:39893175] [10.1038/s41467-025-56536-z]

9. Weijie Yang, Runping Wang, Lingqi Wang, Zhijian Tan.  (2024)  Switchable deep eutectic solvents for the extraction of phlorizin and trilobatin from sweet tea (Lithocarpus litseifolius (Hance) Chun).  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.129898]

10. Qingyan Yin, Xingwei Jiang, Huifeng Liu, Peiyue Wang, Xiaodong Su, Jun Zhang, Xinjian Lei, Junhu Yao.  (2025)  Enhancing milk quality and modulating plasma lipid metabolism of lactating dairy goats: The impact of bile acid supplementation.  Animal Nutrition,      [PMID:40896488] [10.1016/j.aninu.2024.12.008]

11. Baoming Tian, Xue Zhou, Shuo Pan, Wei Liu.  (2025)  Extraction, Characterization, and Impact of Polysaccharides From Zhonghuang No. 1 Etiolated-Green Tea on Human Fecal Microbiota.  Food Bioengineering,  4  (2): (166-181).  [PMID:] [10.1002/fbe2.70016]

12. Yanqin Zhu, Le Wang, Jinwen Zhao, Jiazhong Zhang, Qinhong Yin.  (2025)  A molecular imprinted fluorescence sensor based on EDTA-Cu quantum dots for methamphetamine recognition.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:41061422] [10.1016/j.saa.2025.127001]

13. Pinjiao Huang, Jiangning Hu, Kai Yang, Baoming Tian.  (2025)  Digestion characteristics of Changyanning formula and its regulatory effect on fecal microbiota and metabolites during in vitro fermentation.  FITOTERAPIA,      [PMID:41135752] [10.1016/j.fitote.2025.106949]

14. Zhaozhao Gao, Xingjia Xiang, Meng Yan, Yongqi Liu, Yucheng Wu, Xin Song, Xiangui Lin, Frank E. Löffler, Jun Zeng.  (2025)  Cometabolic defluorination of two poly-fluoroalkyl substances by a new Sphingopyxis isolate.  WATER RESEARCH,      [PMID:41389424] [10.1016/j.watres.2025.125149]