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22060

Supelco

(−)-Carvone

analytical standard

Synonym(s):

(−)-p-Mentha 6,8-diene 2-one, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
6485-40-1
Molecular Weight:
150.22
Beilstein:
2206714
EC Number:
229-352-5
MDL number:
MFCD00001578
UNSPSC Code:
85151701
PubChem Substance ID:
329752242
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D −61.5±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(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.)

application(s)

agriculture
cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

SMILES string

CC(=C)[C@@H]1CC=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.
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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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)
Raul Conde et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 18(14), 1197-1201 (2011-08-02)
There is no universally accepted and effective prophylaxis of migraine headache episodes. Thus we aimed to investigate the effects of Lippia alba (Mill.) N. E. Brown, an herb with many effects on central nervous system, on pain frequency and intensity
Marta Goretti et al.
Bioresource technology, 121, 290-297 (2012-08-04)
Response surface methodology was applied in optimizing the asymmetric bioreduction of (4S)-(+)-carvone to dihydrocarvone (with low incidence of unsought side reactions) by using whole-cells of Cryptococcus gastricus. A factorial design (2(5)) including five independent variables was performed: X(1)=incubation time; X(2)=pH;
Philipp Klahn et al.
Organic letters, 14(5), 1250-1253 (2012-02-14)
The total synthesis of (+)-cyperolone, an eudesmane-derived sesquiterpenoid from Cyperus rotundus, is described. The de novo synthesis was accomplished via a 15 step sequence starting from (R)-(-)-carvone. The synthetic route features a platinum-catalyzed cycloisomerization to rapidly construct the bicyclic core
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Chiral GC Analysis of Carvone Enantiomers in Essential Oils

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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