(S)-(+)-Carvone - 10mM in DMSO , CAS No.2244-16-8

CAS: 2244-16-8 Cat. No.: S422701 Molecular Weight: 150.22 Beilstein Registry Number: 2042970 EC Number: 218-827-2

GRADE & PURITY 10mM in DMSO

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

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

A terpene standard for gas chromatography.

Specifications

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

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Terpene standard for gas chromatography. TRP channel activator.

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=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
• Isomeric SMILES: CC1=CC[C@@H](CC1=O)C(=C)C
• WGK Germany: 1
• RTECS: OS8670000
• UN Number: 2810
• Packing Group: I
• Molecular Weight: 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
    • 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 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
• 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 - 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

Associated Targets(Human)

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

Associated Targets(non-human)

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)

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

Tribolium castaneum (596 Activities)

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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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic,Light & Air sensitive.
• Refractive Index: 1.497
• Specific Rotation[α]: 61.5 ° (neat)
• Flash Point(°F): 192.2 °F
• Flash Point(°C): 98 °C
• Boil Point(°C): 230 °C
• Molecular Weight: 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

References

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]