22060

Supelco

(−)-Carvone

analytical standard

Synonym(s):
(−)-p-Mentha 6,8-diene 2-one, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol
Empirical Formula (Hill Notation):
C10H14O
CAS Number:
Molecular Weight:
150.22
Beilstein/REAXYS Number:
2206714
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24
Pricing and availability is not currently available.

Quality Level

grade

analytical standard

assay

≥99.0% (sum of enantiomers, GC)

form

neat

optical activity

α20/D −61.5±2°, neat

CofA

certificate is enclosed in each package

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.498

bp

228-230 °C (lit.)

density

0.960 g/mL at 20 °C (lit.)

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format

neat

SMILES string

CC(=C)C@@H1CC=C(C)C(=O)C1

InChI

1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1

InChI key

ULDHMXUKGWMISQ-SECBINFHSA-N

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General description

(-)-Carvone, a monoterpene ketone which is the main active component of mentha plant species like Mentha spicata. It has antinociceptive activity which is found to be associated with decreased peripheral nerve excitability.

Application

It has been used as reference standard in TLC analysis to detect the presence of ketonic monoterpene in Aloysia species.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Antinociceptive activity of (-)-carvone: evidence of association with decreased peripheral nerve excitability.
Goncalves, Juan Carlos Ramos, et al.
Biological & Pharmaceutical Bulletin, 31.5, 1017-1020 (2008)
Antispasmodic effects of Aloysia polystachya and A. gratissima tinctures and extracts are due to non-competitive inhibition of intestinal contractility induced by acethylcholine and calcium.
Consolini, Alicia E., et al.
Revista Brasileira de Farmacognosia, 21.5, 889-900 (2011)
Haishen Yang et al.
Organic letters, 13(14), 3670-3673 (2011-06-17)
A highly efficient route was developed to synthesize (-)-8-epigrosheimin in four steps from aldehyde 2 based on a substrate-controlled method. The key steps of the synthesis included (1) a stereo- and regioselective allylation addition, (2) an intramolecular translactonization, and (3)...
Mengyang Xuan et al.
Organic letters, 14(21), 5492-5495 (2012-10-26)
The total synthesis of the cAMP signaling pathway activator (-)-alotaketal A is reported. A convergent approach to the unusual alotane sesterterpenoid skeleton was employed, exploiting a remarkable LiDBB-mediated coupling of an (R)-carvone-derived δ-lactone with an allyl bromide side chain, followed...
Peter Hewitson et al.
Journal of chromatography. A, 1218(36), 6072-6078 (2011-05-17)
Intermittent counter-current extraction (ICcE) has proved itself as a method for splitting compounds into streams and/or concentrating compounds in the column. In this paper a model mixture sample based on a modified GUESSmix (containing salicin, caffeine, aspirin, coumarin, salicylic acid...
Articles
In this study we demonstrate the separation of D- and L-carvone enantiomers in samples of caraway seed, dill seed, native spearmint and scotch spearmint essential oils using an Astec CHIRALDEX G-TA capillary GC column.
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