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22060

Supelco

(−)-Carvone

analytical standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H14O
Número de CAS:
6485-40-1
Peso molecular:
150.22
Beilstein:
2206714
Número CE:
229-352-5
Número MDL:
MFCD00001578
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
329752242
NACRES:
NA.24

grado

analytical standard

Nivel de calidad

100

Ensayo

≥99.0% (sum of enantiomers, GC)

actividad óptica

[α]20/D −61.5±2°, neat

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

índice de refracción

n20/D 1.498

bp

228-230 °C (lit.)

densidad

0.960 g/mL at 20 °C (lit.)

aplicaciones

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

Formato

neat

cadena SMILES

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

Clave InChI

ULDHMXUKGWMISQ-SECBINFHSA-N

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Descripción general

(-)-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.

Aplicación

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.

Otras notas

This compound is commonly found in plants of the genus: mentha zingiber

Productos recomendados

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.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302,H317

Clasificaciones de peligro

Acute Tox. 4 Oral - Skin Sens. 1

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

192.2 °F - closed cup

Punto de inflamabilidad (°C)

89 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCF8376
BCBZ9679
BCBT5513

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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.

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