(S)-(+)-Carvone - ≥97% , CAS No.2244-16-8

CAS: 2244-16-8 Cat. No.: C107832 Peso molecular: 150.22 Beilstein Registry Number: 2042970 Número EC: 218-827-2

GRADE & PURITY ≥97%

Synonyms

NCGC00091882-04 | Talent | AM84798 | Carvol | (4S)-p-mentha-1(6),8-dien-2-one | (S)-(+)-Carvone | (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one | DTXSID8020256 | (5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one | FEMA NO. 2249, (+)- | Tox21_2014

Storage

Protected from light,Room temperature,Argon charged

Shipped In

Normal

Descripción general

(S)-(+)-Carvone is a natural product. (S)-(+)-Carvone increases the activity of antioxidant enzymes (SOD, CAT) and ROS, reduces the levels of oxidative stress markers (MDA, AChE), reduces the secretion of proinflammatory cytokines (IL-1β, IL-4, IL-6, IL-10), and downregulates NLRP3. (S)-(+)-Carvone increases the activities of caspase-8, -9 and -3. (S)-(+)-Carvone induces apoptotic death. (S)-(+)-Carvone has antimanic-like effect, liver protection and anticancer activity against skin cancer. (S)-(+)-Carvone improves memory and arthritis.

Specifications

Sinónimos

NCGC00091882-04 | Talent | AM84798 | Carvol | (4S)-p-mentha-1(6), 8-dien-2-one | (S)-(+)-Carvone | (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one | DTXSID8020256 | (5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one | FEMA NO. 2249, (+)- | Tox21_2014

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Protected from light, Room temperature, Argon charged

Enviado en

Normal

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 504752777
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752777
• Sonrisas canónicas: CC1=CCC(CC1=O)C(=C)C
• IUPAC Name: (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
• InChIKey: ULDHMXUKGWMISQ-VIFPVBQESA-N
• INCHI: 1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
• Isómeros SMILES: CC1=CC[C@@H](CC1=O)C(=C)C
• WGK Alemania: 1
• RTECS: OS8670000
• Número ONU: 2810
• Grupo de embalaje: I
• Peso molecular: 150.22
• Beilstein: 2042970
• Reaxy-Rn: 1364206
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1364206&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Menthane monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Cyclohexenones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclohexenone - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• Descripción: 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 - Cyclic monoterpenes

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

Objetivos asociados (humanos)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Tribolium castaneum (596 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water, ether, chloroform, alcohol, and propylene glycol.
• Sensibilidad: Hygroscopic,Light & Air sensitive.
• Índice de refracción: 1.497
• Rotación específica [α]: 61.5 ° (neat)
• Punto de inflamación (°F): 192.2 °F
• Punto de inflamación (°C): 98 °C
• Punto de ebullición (°C): 230 °C
• Peso molecular: 150.220 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104 Da
• Monoisotopic Mass: 150.104 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 223.000
• 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

Referencias

1. Shijin Wu, Qiang Wang, Xiaojing Ma, Lequan Qiu, Hongde Yan.  (2023)  Modulation of the catalytic performance of OYE3 by engineering key residues at the entrance of the catalytic pocket.  BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY,      [PMID:37073879] [10.1002/bab.2468]

2. Yujiao Cheng, Leng Han, Linhua Huang, Xiang Tan, Houjiu Wu, Guijie Li.  (2023)  Association between flavor composition and sensory profile in thermally processed mandarin juices by multidimensional gas chromatography and multivariate statistical analysis.  FOOD CHEMISTRY,      [PMID:37030207] [10.1016/j.foodchem.2023.136026]

3. Zhuo Liu, Fei Guo, Lei Cheng, Xiangjie Bo, Tingting Liu, Mian Li.  (2022)  Fabrication of manganese borate/iron carbide encapsulated in nitrogen and boron co-doped carbon nanowires as the accelerated alkaline full water splitting bi-functional electrocatalysts.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:36152575] [10.1016/j.jcis.2022.09.068]

4. Zhenyuan Hu, Yunfeng Zhang, Xinyang Long, Wei Bao, Yi Zhang, Weizhen Fan, Hansong Cheng.  (2022)  Hydroxyl-rich single-ion conductors enable solid hybrid polymer electrolytes with excellent compatibility for dendrite-free lithium metal batteries.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2022.120666]

5. Zhuo Liu, Fei Guo, Lina Han, Jie Xiao, Xiaoyuan Zeng, Chengxu Zhang, Peng Dong, Mian Li, Yingjie Zhang.  (2022)  Manganese Oxide/Iron Carbide Encapsulated in Nitrogen and Boron Codoped Carbon Nanowire Networks as Accelerated Alkaline Hydrogen Evolution and Oxygen Reduction Bifunctional Electrocatalysts.  ACS Applied Materials & Interfaces,      [PMID:35263074] [10.1021/acsami.1c23731]

6. Yixiang Li, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai.  (2021)  Characterization of a putative tropinone reductase from Tarenaya hassleriana with a broad substrate specificity.  BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY,  69  (6): (2530-2539).  [PMID:34902878] [10.1002/bab.2302]

7. Feixu Mo, Xianfeng Hu, Yi Ding, Rongyu Li, Youhua Long, Xiaomao Wu, Ming Li.  (2021)  Naturally produced magnolol can significantly damage the plasma membrane of Rhizoctonia solani.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:34446208] [10.1016/j.pestbp.2021.104942]

8. Guo-Feng Mao, Xiao-Chang Mo, Hatem Fouad, Ghulam Abbas, Jian-Chu Mo.  (2018)  Attraction behaviour of Anagrus nilaparvatae to remote lemongrass (Cymbopogon distans) oil and its volatile compounds.  NATURAL PRODUCT RESEARCH,      [PMID:28503948] [10.1080/14786419.2017.1326486]

9. Shen Song, Yufei Tang, Rui Feng, Xiaohan Zhang, Yue An, Weibao Kong, Junlong Wang, Ji Zhang, Junyu Liang.  (2024)  Bioactivities and Synergistic Effect of Elsholtzia ciliata Essential Oil and Its Main Components against Lasioderma serricorne.  MOLECULES,  29  (9): (1924).  [PMID:38731415] [10.3390/molecules29091924]

10. Yujiao Cheng, Min Zhang, Leng Han, Guijie Li, Min Hong, Hua Wang, Houjiu Wu, Linhua Huang.  (2025)  Investigating the influence of insoluble pulp particles on flavor retention and characterization of freshly squeezed and pasteurized mandarin juice.  FOOD RESEARCH INTERNATIONAL,      [PMID:40263853] [10.1016/j.foodres.2025.116237]