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Merck

22060

(−)-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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329752242
EC Number:
229-352-5
Beilstein/REAXYS Number:
2206714
MDL number:
MFCD00001578

Key Documents

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Product Name

(−)-Carvone, analytical standard

InChI key

ULDHMXUKGWMISQ-SECBINFHSA-N

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

SMILES string

CC(=C)[C@@H]1CC=C(C)C(=O)C1

grade

analytical standard

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

Quality Level

100

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Related Categories

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.

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.

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1162
BCCK9945
BCCF8376
BCBZ9679
BCBT5513

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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)
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)
Burak Tepe et al.
Cell reports, 25(10), 2689-2703 (2018-12-06)
Cellular heterogeneity within the mammalian brain poses a challenge toward understanding its complex functions. Within the olfactory bulb, odor information is processed by subtypes of inhibitory interneurons whose heterogeneity and functionality are influenced by ongoing adult neurogenesis. To investigate this
Delphine Hardy et al.
Scientific reports, 8(1), 9385-9385 (2018-06-22)
The adult mouse olfactory bulb is continuously supplied with new neurons that mostly differentiate into granule cells (GCs). Different subtypes of adult-born GCs have been identified, but their maturational profiles and their roles in bulbar network functioning and odor behavior
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
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