3-Penten-2-one - ≥70% , CAS No.625-33-2

CAS: 625-33-2 Cat. No.: P433141 Formula: CH₃CH=CHCOCH₃ Molecular Weight: 84.12 Beilstein Registry Number: 1633505 EC Number: 210-888-3 PubChem CID: 637920

GRADE & PURITY ≥70%

Synonyms

(3E)-3-Penten-2-one # | (E)-CH3CH=CHC(=O)CH3 | 3-01-00-02985 (Beilstein Handbook Reference) | NSC-61468 | (E)-3-Penten-2-one | AKOS015950855 | ethylideneacetone | (3E)-pent-3-en-2-one | 3-pentene-2-one | Methyl 1-propenyl ketone | 3-PENTEN-2-ONE [FHFI] |

Storage

Room temperature

Overview

General Description

3-Penten-2-one is volatile compound present in berry fruit of two Aronia melanocarpa genotypes. Urinary 3-penten-2-one is a useful biomarker for increased accumulation of acetaldehyde during abnormal metabolic stress.

Application

3-Penten-2-one was used in the synthesis of the alkaloids (+/-)-senepodine G and (+/-)-cermizine C.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 145017.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit .com/metlin.

Specifications

Synonyms

(3E)-3-Penten-2-one # | (E)-CH3CH=CHC(=O)CH3 | 3-01-00-02985 (Beilstein Handbook Reference) | NSC-61468 | (E)-3-Penten-2-one | AKOS015950855 | ethylideneacetone | (3E)-pent-3-en-2-one | 3-pentene-2-one | Methyl 1-propenyl ketone | 3-PENTEN-2-ONE [FHFI] |

Specifications & Purity

≥70%

Biochemical and Physiological Mechanisms

3-Penten-2-one inhibits nitric oxide production and inducible nitric oxide synthase expression via heme oxygenase-1 expression in lipopolysaccharide-activated RAW264.7 macrophages.

Storage

Room temperature

Purity

≥70%

Names and Identifiers

• Canonical Smiles: CC=CC(=O)C
• IUPAC Name: (E)-pent-3-en-2-one
• InChIKey: LABTWGUMFABVFG-ONEGZZNKSA-N
• INCHI: 1S/C5H8O/c1-3-4-5(2)6/h3-4H,1-2H3/b4-3+
• Isomeric SMILES: C/C=C/C(=O)C
• WGK Germany: 3
• RTECS: SB3850000
• PubChem CID: 637920
• Molecular Weight: 84.12
• Beilstein: 1633505

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Alpha,beta-unsaturated carbonyl compounds
          • Level6 Alpha,beta-unsaturated ketones
            • Level7 Enones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Alpha,beta-unsaturated carbonyl compounds - Alpha,beta-unsaturated ketones
• Direct Parent: Enones
• Alternative Parents: Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Enone - Acryloyl-group - Ketone - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'.
• External Descriptors: Oxygenated hydrocarbons

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: 1.4355
• Flash Point(°F): 69°F
• Flash Point(°C): 21℃
• Boil Point(°C): 119-121℃
• Molecular Weight: 84.120 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.0575 Da
• Monoisotopic Mass: 84.0575 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 72.000
• 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

1. Yimeng Ren, Longzhu Zhou, Chaohua Tang, Jing Li, Yujie Shi, Qingyu Zhao, Junmin Zhang, Yueyu Bai.  (2025)  Characterization of lipid distribution and volatile profile in high-marbling beef of Jiaxian Red cattle.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107374]

2. Siyang Yan, Ruilin Feng, Jiaxu Liu, Chenxi Bai, Yanlong Qi.  (2024)  Stereocatalytic Effect of CeO2 for the Synthesis of trans-3-Penten-2-ol.  ChemCatChem,      [PMID:] [10.1002/cctc.202401605]

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥70% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 625-33-2, the molecular formula is C5H8O, and the molecular weight is 84.12 g/mol. InChIKey LABTWGUMFABVFG-ONEGZZNKSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.