(+)-Dihydrocarvone - mixture of isomers , CAS No.5524-05-0

CAS: 5524-05-0 Cat. No.: D485598 分子式: C₁₀H₁₆O 分子量: 152.23 EC番号: 226-872-4

GRADE & PURITY mixture of isomers

Synonyms

DTXSID80881218 | Q27105262 | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, trans- | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)- | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2theta-trans)- | SCHEMBL437688 | (1R,4R)-Dihydrocarvone | (2R,5R)-5

Storage

Room temperature

概要

(+)-Dihydrocarvone, a monoterpenoid compound found in caraway oil, is a key building block to synthesize sesquiterpenes. It is generally produced either by the hydrogenation of carvone or oxidation of limonene.(+)-Dihydrocarvone may be used in the following processes:Synthesis of dispiro 1,2,4,5-tetraoxanes, which show potent anti-malarial activity.Synthesis of an epoxylactone by oxidation, which can undergo copolymerization with ε-caprolactone to form cross-linked copolymers with shape memory properties.Synthesis of α-Cyperone, a eudesmane type sesquiterpenoid compound with potent insecticidal activity.

Specifications

同義語

DTXSID80881218 | Q27105262 | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, trans- | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)- | Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2theta-trans)- | SCHEMBL437688 | (1R,4R)-Dihydrocarvone | (2R,5R)-5

仕様と純度

mixture of isomers

保管条件

Room temperature

名前と識別子

• パブケム・シド: 504753073
• パブケム・シド・ウル: https://pubchem.ncbi.nlm.nih.gov/substance/504753073
• カノニカル・スマイル: CC1CCC(CC1=O)C(=C)C
• IUPAC Name: (2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
• InChIKey: AZOCECCLWFDTAP-RKDXNWHRSA-N
• INCHI: 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1
• 異性体SMILES: C[C@@H]1CC[C@H](CC1=O)C(=C)C
• 分子量: 152.23
• Reaxy-Rn: 1238596
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1238596&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • 分類 Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 分類: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Menthane monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Cyclic ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• 説明: This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
• External Descriptors: Menthane monoterpenoids

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

作用メカニズム

化学的性質と物理的性質

• 分子量: 152.230 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.12 Da
• Monoisotopic Mass: 152.12 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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

参考文献

1. Chen Longlong, Gong Yu, Ma Weihua, Jiang Yusuo, Zhao Huiting.  (2025)  Exploring how starvation and insulin regulate olfactory preference in Apis cerana cerana.  JOURNAL OF EXPERIMENTAL BIOLOGY,  228  (18):   [PMID:41025241] [10.1242/jeb.250880]

よくある質問

How should this product be stored?

Store at room temperature.

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

The CAS Number is 5524-05-0, the molecular formula is C10H16O, and the molecular weight is 152.23 g/mol. InChIKey AZOCECCLWFDTAP-RKDXNWHRSA-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.