4-Pentenoic Acid - 10mM in DMSO , CAS No.591-80-0

CAS: 591-80-0 Cat. No.: P424936 Molecular Weight: 100.12 EC Number: 209-732-7 PubChem CID: 61138

GRADE & PURITY 10mM in DMSO

Synonyms

FT-0676299 | InChI=1/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7 | NCGC00188966-01 | NSC9000 | NSC-9000 | HY-Y0624 | 4-pentenic acid | C5:1n-1 | PD124022 | BBL027458 | DTXCID8024448 | F2190-0007 | delta4-Pentenoic acid | Delta(4)-pentenoic acid | 4-Pentenoic

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

The sulfonation of 4-pentenoic acid (Allylacetic acid) yields the corresponding γ-lactone
4-Pentenoic acid (Allylacetic acid) was used to inhibit fatty acid oxidation in rat heart mitochondria.

Specifications

Synonyms

FT-0676299 | InChI=1/C5H8O2/c1-2-3-4-5(6)7/h2H, 1, 3-4H2, (H, 6, 7 | NCGC00188966-01 | NSC9000 | NSC-9000 | HY-Y0624 | 4-pentenic acid | C5:1n-1 | PD124022 | BBL027458 | DTXCID8024448 | F2190-0007 | delta4-Pentenoic acid | Delta(4)-pentenoic acid | 4-Pentenoic

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: C=CCCC(=O)O
• IUPAC Name: pent-4-enoic acid
• InChIKey: HVAMZGADVCBITI-UHFFFAOYSA-N
• INCHI: 1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)
• Isomeric SMILES: C=CCCC(=O)O
• WGK Germany: 1
• RTECS: SB2800000
• PubChem CID: 61138
• Molecular Weight: 100.12
• Reaxy-Rn: 1633696

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

Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: 1.428
• Flash Point(°F): 192°F
• Flash Point(°C): 89℃
• Boil Point(°C): 187-189℃
• Melt Point(°C): -22.5°C
• Molecular Weight: 100.120 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 100.052 Da
• Monoisotopic Mass: 100.052 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 76.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• 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. Tiantian Wang, Baoluo He, Shenghua Xue, Xin Chen, Shujuan Liu, Qian Ye, Feng Zhou, Weimin Liu.  (2023)  Supramolecular gelator functionalized liquid metal nanodroplets as lubricant additive for friction reduction and anti-wear.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37716305] [10.1016/j.jcis.2023.09.068]

2. Yuhong Cui, Baoluo He, Shenghua Xue, Zhuo Chen, Shujuan Liu, Qian Ye, Feng Zhou, Weimin Liu.  (2023)  Fabrication of MXene@Fe3O4@PNA composite with photothermal effect as water-based lubricant additive.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.143880]

3. Jianqun Wang, Wenxia Xu, Wenxuan Zhang, Junlong Da, Lixue Liu, Xiaowei Huang, Chubo Yang, Yuanbo Zhan, Han Jin, Ying Li, Bin Zhang.  (2023)  UV cross-linked injectable non-swelling dihydrocaffeic acid grafted chitosan hydrogel for promoting wound healing.  CARBOHYDRATE POLYMERS,      [PMID:37173025] [10.1016/j.carbpol.2023.120926]

4. Baoluo He, Peng Wang, Qi Lu, Yixuan Du, Shujuan Liu, Qian Ye, Feng Zhou, Weimin Liu.  (2022)  Zwitterionic microgel-functionalized gallium-based liquid-metal nanodroplets as aqueous lubricant additives.  TRIBOLOGY INTERNATIONAL,      [PMID:] [10.1016/j.triboint.2022.107952]

5. Chengqiang Hu, Hongru Zhao, Ruiyi Sun, Xiumin Yang, Junlian Wang.  (2024)  Novel dialkylphosphinic acid modified Merrifield resins: Synthesis, characterization, and their adsorption and separation behaviors for zirconium and hafnium.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.128539]

6. Yingchao Sun, Yuxin Chai, Shuangming Li, Yongcheng Chen, Chunhui Ma, Rongzheng Huang, Fanfan Zhang.  (2025)  Effects of 4-Pentenoic Acid and Malic Acid on Dynamics of Bacterial Communities and Fermentation Characteristics in Nettle Silage.  Microorganisms,  13  (9): (2088).  [PMID:41011420] [10.3390/microorganisms13092088]

7. Xinyu Hu, Yongmei Wang, Liangliang Zhang, Man Xu, Jianfa Zhang, Wei Dong.  (2017)  Dual-pH/Magnetic-Field-Controlled Drug Delivery Systems Based on Fe3O4@SiO2-Incorporated Salecan Graft Copolymer Composite Hydrogels.  ChemMedChem,  12  (19): (1600-1609).  [PMID:28857472] [10.1002/cmdc.201700428]

8. 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]

9. Zhaozhao Gao, Meng Yan, Xingjia Xiang, Qing Wang, Yucheng Wu, Xin Song, Xiangui Lin, Frank E. Löffler, Jun Zeng.  (2026)  Colorimetric Fluoride Screen Reveals Defluorination Capacity in Growing Microbial Cultures.  Environmental Science & Technology Letters,      [PMID:] [10.1021/acs.estlett.6c00035]