2-Methylbutyric acid - ≥98% , CAS No.116-53-0

CAS: 116-53-0 Cat. No.: M107377 Molecular Weight: 102.13 Beilstein Registry Number: 1720486 EC Number: 204-145-2

GRADE & PURITY ≥98%

Synonyms

AI3-24202 | (S)-(+)-2-MethylbutyricAcid-d3 | 2-Methylbutanoic acid | 2-methyl-butanoic acid | Ethylmethylacetic acid | (+/-)-2-Methylbutyric acid, natural, >=98%, FG | D-2-Methylbutyricacid | FT-0671578 | 2-METHYLBUTYRIC ACID [FCC] | Butanoic acid, methyl

Storage

Room temperature,Cool

Shipped In

Normal

Overview

Natural occurrence: Apple, apricot, cider, cocoa, cranberry, grape, grape brandy, oriental tobacco, strawberry, vinegar and whiskey.
Used in the synthesis of 2-methylbutyric anhydride

2-Methylbutyric acid is a short-chain fatty acid used as a chemical intermediate for plasticizers and lubricants.

Enantioselective esterification of (+/-)-2-methylbutynic acid catalyzed by Chromobacterium viscosum lipase immobilized in microemulsion-based organogels has been investigated.

Specifications

Synonyms

AI3-24202 | (S)-(+)-2-MethylbutyricAcid-d3 | 2-Methylbutanoic acid | 2-methyl-butanoic acid | Ethylmethylacetic acid | (+/-)-2-Methylbutyric acid, natural, >=98%, FG | D-2-Methylbutyricacid | FT-0671578 | 2-METHYLBUTYRIC ACID [FCC] | Butanoic acid, methyl

Specifications & Purity

≥98%

Storage

Room temperature, Cool

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180751
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180751
• Canonical Smiles: CCC(C)C(=O)O
• IUPAC Name: 2-methylbutanoic acid
• InChIKey: WLAMNBDJUVNPJU-UHFFFAOYSA-N
• INCHI: 1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)
• Isomeric SMILES: CCC(C)C(=O)O
• WGK Germany: 1
• RTECS: EK7897000
• UN Number: 3265
• Molecular Weight: 102.13
• Beilstein: 1720486
• Reaxy-Rn: 1098537
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1098537&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates
        • Level5 Branched fatty acids
          • Level6 Methyl-branched fatty acids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Branched fatty acids
• Direct Parent: Methyl-branched fatty acids
• Alternative Parents: Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Methyl-branched 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 methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
• External Descriptors: Branched 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)

DCXR Tbio L-xylulose reductase (11 Activities)

Discover Target: DCXR

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

Slc22a20 Solute carrier family 22 member 20 (86 Activities)

Discover Target: Slc22a20

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

Slc22a6 Solute carrier family 22 member 6 (141 Activities)

Discover Target: Slc22a6

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: It is soluble in water, but highly soluble in most common organic solvents such as Chloroform, Methanol.
• Refractive Index: 1.405
• Flash Point(°F): 165.2 °F
• Flash Point(°C): 74 °C
• Boil Point(°C): 176-177°C
• Molecular Weight: 102.130 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.068 Da
• Monoisotopic Mass: 102.068 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 68.500
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yunzi Feng, Ziming Xie, Mingtao Huang, Xing Tong, Sha Hou, Hoeseng Tin, Mouming Zhao.  (2023)  Decoding temperature-driven microbial community changes and flavor regulation mechanism during winter fermentation of soy sauce.  FOOD RESEARCH INTERNATIONAL,      [PMID:38225154] [10.1016/j.foodres.2023.113756]

2. Xiaojie Geng, Qing Li, Xinlei Wang, Lin Zhu, Bowen Wang, Fuping Zheng, Guangnan Wang, Erbao Chen, Yuhang Zhang.  (2023)  Environmental factors induced metabolome shifts during Laobaigan-flavor Baijiu fermentation.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2023.105570]

3. Jianheng Guo, Yue Xu, Sunyan Liang, Zhengkun Zhou, Chunmei Zhang, Kui Li, Xue Peng, Sheng Qin, Ke Xing.  (2023)  Antifungal activity of volatile compounds from Bacillus tequilensis XK29 against Botrytis cinerea causing gray mold on cherry tomatoes.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2022.112239]

4. Zhibo Fu, Hongyang Zhang, Zhijun Zeng, Fanghong Ning, Ziwei Xu, Chenyu Liu, Min Zhang, Ping Hu.  (2022)  A pre-column derivatization high-performance liquid chromatography method for simultaneous determination of short-chain and medium-chain fatty acids in a fecal sample.  JOURNAL OF SEPARATION SCIENCE,  46  (1): (2200671).  [PMID:36285380] [10.1002/jssc.202200671]

5. Yaqiong Zhang, Zhi-Hong Zhang, Ronghai He, Riyi Xu, Lei Zhang, Xianli Gao.  (2022)  Improving Soy Sauce Aroma Using High Hydrostatic Pressure and the Preliminary Mechanism.  Foods,  11  (15): (2190).  [PMID:35892775] [10.3390/foods11152190]

6. Xu-Hui Huang, Yong Luo, Xiao-Hui Zhu, Charfedinne Ayed, Bao-Shang Fu, Xiu-Ping Dong, Ian Fisk, Lei Qin.  (2022)  Dynamic release and perception of key odorants in grilled eel during chewing.  FOOD CHEMISTRY,      [PMID:35030462] [10.1016/j.foodchem.2022.132073]

7. Mingjie Xu, Jianheng Guo, Tengjie Li, Chunmei Zhang, Xue Peng, Ke Xing, Sheng Qin.  (2021)  Antibiotic Effects of Volatiles Produced by Bacillus tequilensis XK29 against the Black Spot Disease Caused by Ceratocystis fimbriata in Postharvest Sweet Potato.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:34705454] [10.1021/acs.jafc.1c04585]

8. Yiwen Cao, Shenjie Zhu, Lin Zhang, Qun Cui, Haiyan Wang.  (2021)  Qualitative and quantitative determination of trace aldehydes and ketones in food preservative propionic acid for quality improvement.  Analytical Methods,  13  (26): (2989-2996).  [PMID:34124731] [10.1039/D1AY00742D]

9. Menghan Li, Rongrong Zhu, Xiaoxia Song, Zhijun Wang, Hongbo Weng, Jianying Liang.  (2020)  A sensitive method for the quantification of short-chain fatty acids by benzyl chloroformate derivatization combined with GC-MS.  ANALYST,  145  (7): (2692-2700).  [PMID:32073098] [10.1039/D0AN00005A]

10. Hui Gao, Wenqi Niu, Yan Hong, Beibei Xu, Chengyin Shen, Chaoqun Huang, Haihe Jiang, Yannan Chu.  (2014)  Negative photoionization chloride ion attachment ion mobility spectrometry for the detection of organic acids.  RSC Advances,  4  (109): (63977-63984).  [PMID:] [10.1039/C4RA10763B]

11. Yunzi Feng, Guowan Su, Haifeng Zhao, Yu Cai, Chun Cui, Dongxiao Sun-Waterhouse, Mouming Zhao.  (2014)  Characterisation of aroma profiles of commercial soy sauce by odour activity value and omission test.  FOOD CHEMISTRY,      [PMID:25148982] [10.1016/j.foodchem.2014.06.057]

12. Tao Tang, Fanfan Wang, Houyun Huang, Nengneng Xie, Jie Guo, Xiaoliang Guo, Yuanyuan Duan, Xiaoyue Wang, Qingfang Wang, Jingmao You.  (2024)  Antipathogenic Activities of Volatile Organic Compounds Produced by Bacillus velezensis LT1 against Sclerotium rolfsii LC1, the Pathogen of Southern Blight in Coptis chinensis.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38657235] [10.1021/acs.jafc.4c00984]

13. Xiao Jia, Hongli Cui, Song Qin, Jingnan Ren, Zhifeng Zhang, Qi An, Nawei Zhang, Jinchu Yang, Yongfeng Yang, Gang Fan, Siyi Pan.  (2024)  Characterizing and decoding the key odor compounds of Spirulina platensis at different processing stages by sensomics.  FOOD CHEMISTRY,      [PMID:39182338] [10.1016/j.foodchem.2024.140944]

14. Yixuan Wu, Jie Sun, Wenjie Xie, Simin Xue, Xinli Li, Jianming Guo, Jinjun Shan, Guoping Peng, Yunfeng Zheng.  (2025)  Immunomodulation of Glycyrrhiza Polysaccharides In Vivo Based on Microbiome and Metabolomics Approaches.  Foods,  14  (5): (874).  [PMID:40077577] [10.3390/foods14050874]

15. Zhe Song, Zhou Qiao, Jia Liu, Lingfei Han, Xi Chen, Yun Wang.  (2025)  Sea buckthorn berries alleviate ulcerative colitis via regulating gut Faecalibaculum rodentium-mediated butyrate biosynthesis.  PHYTOMEDICINE,      [PMID:40010029] [10.1016/j.phymed.2025.156490]

16. Lijun Ling, Rongxiu Mo, Wenyue Zhang, Yijuan Jiang, Fanjin Kong, Lijun Feng, Yao Li, Rui Yue, Yongpeng Zhou.  (2025)  Unravelling the inhibition mechanism of 1-octene-3-ol combined with 3-heptene-2-one on Aspergillus flavus and its application in the preservation of wolfberries.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2025.113462]

17. Sichen Li, Huihui Peng, Yuning Sun, Jiali Yang, Juan Wang, Fuqing Bai, Chuanyi Peng, Shuzhen Fang, Huimei Cai, Guijie Chen.  (2024)  Yeast β-glucan attenuates dextran sulfate sodium-induced colitis: Involvement of gut microbiota and short-chain fatty acids.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39307486] [10.1016/j.ijbiomac.2024.135846]

18. Jiaqing Guo, Leyu Zhang, Ziwei Li, Yue Zhang, Ning Yang, HaiFeng Tang, Dongxu Chi, Ye Bi, Botong Liu, Lesheng Teng.  (2025)  A transdermal drug delivery system based on estradiol liposomes enhances the alleviation of psoriatic skin inflammation.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:41033374] [10.1016/j.ijpharm.2025.126234]

19. Ziming Xie, Dequan Zeng, Jingwen Wang, Mouming Zhao, Yunzi Feng.  (2023)  Dispersive liquid-liquid microextraction coupled with gas chromatography-mass spectrometry (GC-MS) for the determination of soy sauce aroma compounds.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2023.109838]

20. Yunzi Feng, Yu Cai, Guowan Su, Haifeng Zhao, Chenxia Wang, Mouming Zhao.  (2013)  Evaluation of aroma differences between high-salt liquid-state fermentation and low-salt solid-state fermentation soy sauces from China.  FOOD CHEMISTRY,      [PMID:24128458] [10.1016/j.foodchem.2013.07.072]

21. Ting Zhou, Yunzi Feng, Thierry Thomas-Danguin, Mouming Zhao.  (2020)  Enhancement of saltiness perception by odorants selected from Chinese soy sauce: A gas chromatography/olfactometry-associated taste study.  FOOD CHEMISTRY,      [PMID:32739820] [10.1016/j.foodchem.2020.127664]

22. Zhihui Feng, Yifan Li, Ming Li, Yijun Wang, Liang Zhang, Xiaochun Wan, Xiaogen Yang.  (2019)  Tea aroma formation from six model manufacturing processes.  FOOD CHEMISTRY,      [PMID:30797356] [10.1016/j.foodchem.2019.01.174]

23. Ke Xing, Si Yang, Jing Tao, Sun-Yan Liang, Su-Yun Kong, Sheng Qin.  (2025)  Volatile organic compounds of the solid fumigant prepared by strain Streptomyces setonii WY228 control gray mold disease in postharvest strawberries.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2025.113715]

24. Kaili He, Mouming Zhao, Xing Tong, Yunzi Feng.  (2025)  Reveal the flavor quality changes of soy sauce during shelf life through metabolomics.  FOOD CHEMISTRY,      [PMID:41443118] [10.1016/j.foodchem.2025.147650]