(+)-Pulegone - ≥85%(GC) , CAS No.89-82-7

CAS: 89-82-7 Cat. No.: P160622 Molecular Weight: 152.24 EC Number: 201-943-2 PubChem CID: 442495

GRADE & PURITY ≥85%(GC)

Synonyms

(5R)-5-methyl-2-(propan-2-ylidene)cyclohexanone | (R)-5-methyl-2-(propan-2-ylidene)cyclohexanone | C09893 | DTXCID6030312 | Pulegone,(S) | SCHEMBL38305 | doi:10.14272/NZGWDASTMWDZIW-MRVPVSSYSA-N.1 | R-(+)-Pulegone | STK801810 | DTXCID405975 | Tox21_200206

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

(R)-(+)-Pulegone, a monoterpene ketone found in essential oil of pennyroyal,[1] can induce abortion.
(R)-(+)-Pulegone may be used as a starting material to synthesize: · (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal · (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3 · (+)-fawcettidine, a Lycopodium alkaloid

Specifications

Synonyms

(5R)-5-methyl-2-(propan-2-ylidene)cyclohexanone | (R)-5-methyl-2-(propan-2-ylidene)cyclohexanone | C09893 | DTXCID6030312 | Pulegone, (S) | SCHEMBL38305 | doi:10.14272/NZGWDASTMWDZIW-MRVPVSSYSA-N.1 | R-(+)-Pulegone | STK801810 | DTXCID405975 | Tox21_200206

Specifications & Purity

≥85%(GC)

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥85%(GC)

Names and Identifiers

• Pubchem Sid: 504758784
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758784
• Canonical Smiles: CC1CCC(=C(C)C)C(=O)C1
• IUPAC Name: (5R)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
• InChIKey: NZGWDASTMWDZIW-MRVPVSSYSA-N
• INCHI: 1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
• Isomeric SMILES: C[C@@H]1CCC(=C(C)C)C(=O)C1
• WGK Germany: 3
• RTECS: OT0261000
• PubChem CID: 442495
• Molecular Weight: 152.24

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: 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
• Description: 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

Associated Targets(non-human)

Aspergillus flavus (8875 Activities)

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Zea mays (820 Activities)

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Meloidogyne incognita (862 Activities)

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Musca domestica (713 Activities)

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Columba livia (47 Activities)

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Rattus norvegicus (775804 Activities)

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Rdl GABA receptor subunit (76 Activities)

Discover Target: Rdl

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Meloidogyne javanica (98 Activities)

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Frankliniella occidentalis (90 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water; Degree of Solubility in water: 276 mg/l 25 °C; Miscible with Chloroform,Alcohol,Ether
• Refractive Index: 1.49
• Specific Rotation[α]: 23° (neat)
• Flash Point(°F): 179.6 °F
• Flash Point(°C): 82°C
• Boil Point(°C): 224 °C
• Molecular Weight: 152.230 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• 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: 197.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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. Huimin Liao, Jinghong Wang, Feiran Chen, Le Ya, Ningke Fan, Yinghua Shu, Zhenggao Xiao, Zhenyu Wang.  (2024)  Salicylic acid functionalized chitosan nanocomposite increases bioactive components and insect resistance of Agastache rugosa.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:39477584] [10.1016/j.pestbp.2024.106131]