Dehydroacetic acid - 10mM in DMSO , CAS No.520-45-6

CAS: 520-45-6 Cat. No.: D424461 Molecular Weight: 168.15 Beilstein Registry Number: 6129 EC Number: 208-293-9

GRADE & PURITY 10mM in DMSO

Synonyms

DHA | 2H-Pyran-2, 3-acetyl-6-methyl- | 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione, enol form | 4-Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, .delta.-lactone | 4-Hexenoic acid, .delta.-lactone | Q63088091 | D0039 | NSC8770 | NSC-8770 | WLN: T6OV DV CHJ CV1 F1

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

DHA | 2H-Pyran-2, 3-acetyl-6-methyl- | 3-Acetyl-6-methyl-2H-pyran-2, 4(3H)-dione, enol form | 4-Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, .delta.-lactone | 4-Hexenoic acid, .delta.-lactone | Q63088091 | D0039 | NSC8770 | NSC-8770 | WLN: T6OV DV CHJ CV1 F1

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: CC1=CC(=O)C(C(=O)O1)C(=O)C
• IUPAC Name: 3-acetyl-6-methylpyran-2,4-dione
• InChIKey: PGRHXDWITVMQBC-UHFFFAOYSA-N
• INCHI: 1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3
• Isomeric SMILES: CC1=CC(=O)C(C(=O)O1)C(=O)C
• WGK Germany: 1
• RTECS: UP8050000
• Alternate CAS: 771-03-9
• Molecular Weight: 168.15
• Beilstein: 6129
• Reaxy-Rn: 6129
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6129&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrans
      • Subclass Pyranones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrans
• Subclass: Pyranones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dihydropyranones
• Alternative Parents: Beta-diketones Enol esters Lactones Cyclic ketones Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Dihydropyranone - 1,3-diketone - 1,3-dicarbonyl compound - Enol ester - Cyclic ketone - Lactone - Ketone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyranones. These are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Flash Point(°F): 314.6 °F
• Flash Point(°C): 157 °C
• Boil Point(°C): 269.9°C
• Melt Point(°C): 109-111°C
• Molecular Weight: 168.150 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.042 Da
• Monoisotopic Mass: 168.042 Da
• Topological Polar Surface Area: 60.400 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 287.000
• 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. Wen-tao Li, Dong-hong Nan, Guan Zhang, Kai Li, Yan-qin Huang, Qiang Lu, Li-juan Gao, Wan-zhao Huang, Xiao-feng Han, Shan-wei Ma.  (2022)  9,10-dihyroanthrancene assisted catalytic pyrolysis of bagasse over N-doped activated carbon to enhance 4-ethyl phenol production.  JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS,      [PMID:] [10.1016/j.jaap.2022.105572]

2. Xiao-Man Fan, Jia-Jia Shen, Yuan-Yuan Xu, Jian Gao, Ye-Wang Zhang.  (2021)  Metabolic integration of azide functionalized glycan on Escherichia coli cell surface for specific covalent immobilization onto magnetic nanoparticles with click chemistry.  BIORESOURCE TECHNOLOGY,      [PMID:33450627] [10.1016/j.biortech.2021.124689]

3. Zhao Yueyang, Long Zhimin, Ding Ya, Jiang Tingting, Liu Jiajun, Li Yimin, Liu Yuanjie, Peng Xuehua, Wang Kejian, Feng Min, He Guiqiong.  (2020)  Dihydroartemisinin Ameliorates Learning and Memory in Alzheimer’s Disease Through Promoting Autophagosome-Lysosome Fusion and Autolysosomal Degradation for Aβ Clearance.  Frontiers in Aging Neuroscience,      [PMID:32210783] [10.3389/fnagi.2020.00047]

4. Meng-Yao Zhuang, Xiao-Ping Jiang, Xiao-Min Ling, Meng-Qiu Xu, Yi-Hao Zhu, Ye-Wang Zhang.  (2018)  Immobilization of glycerol dehydrogenase and NADH oxidase for enzymatic synthesis of 1,3-dihydroxyacetone with in situ cofactor regeneration.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  93  (8): (2351-2358).  [PMID:] [10.1002/jctb.5579]

5. Xiaomei Ning, Hao Yu, Feng Peng, Hongjuan Wang.  (2015)  Pt nanoparticles interacting with graphitic nitrogen of N-doped carbon nanotubes: Effect of electronic properties on activity for aerobic oxidation of glycerol and electro-oxidation of CO.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2015.02.010]

6. Zili Lei, Huijuan Wu, Yanhong Yang, Qing Hu, Yuting Lei, Wanwan Liu, Ya Nie, Lanxiang Yang, Xueying Zhang, Changyuan Yang, Ting Lin, Fengxue Tong, Jiamin Zhu, Jiao Guo.  (2021)  Dihydroartemisinin improves hypercholesterolemia in ovariectomized mice via enhancing vectorial transport of cholesterol and bile acids from blood to bile.  BIOORGANIC & MEDICINAL CHEMISTRY,      [PMID:34847494] [10.1016/j.bmc.2021.116520]

7. Xueling Zhu, Chen Zhou, Zhicheng Pan, Jinfeng Yuan, Mingwang Pan.  (2024)  Multifunctional Waterborne Polyurethane with Robustness, Adhesiveness, and Self-Healability Based on a Dual Cross-Linked Network Containing Multiple Dynamic Bonds.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c02212]

8. Leijun Xu, Yao Zhang, Jianfeng Chen, Xue Bai, Weili Mao.  (2026)  Wide-range quantitative detection of Dehydroacetic acid via terahertz metamaterial sensor integrated with support vector regression.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:] [10.1016/j.saa.2026.127760]