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22070

Supelco

(+)-Carvone

analytical standard

Synonym(s):

(+)-p-Mentha-6,8-diene 2-one, (S)-5-Isopropenyl-2-methyl-2-cyclohexenone

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
2244-16-8
Molecular Weight:
150.22
Beilstein:
2042970
EC Number:
218-827-2
MDL number:
MFCD00062997
UNSPSC Code:
85151701
PubChem Substance ID:
329752243
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.5% (sum of enantiomers, GC)

optical activity

[α]20/D +61±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.499

bp

228-230 °C (lit.)

density

0.960 g/mL at 20 °C (lit.)

application(s)

agriculture
environmental
food and beverages

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-/m0/s1

InChI key

ULDHMXUKGWMISQ-VIFPVBQESA-N

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General description

(+)-Carvone (S-carvone), is a monoterpene which has the ability to affect regulation of plant growth and development and microbial activity, it can also prevent sprouting in potato, through inhibition of the induction of phenylalanine ammonia-lyase (PAL) activity, thereby blocking suberisation.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1A

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

204.1 °F - closed cup

Flash Point(C)

95.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9209
BCCK1092
BCCH5957
BCCG0400
BCCC7860

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Possible regulatory role of phenylalanine ammonia?lyase in the production of anthocyanins in asparagus (Asparagus officinalis L).
Flores, Francisco B., et al.
Journal of the Science of Food and Agriculture, 85.6, 925-930 (2005)
V Y Hatano et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 45(3), 238-243 (2012-02-24)
Lippia alba (Mill.) N.E. Brown (Verbenaceae) is widely used in different regions of Central and South America as a tranquilizer. The plant's anxiolytic properties, however, merit investigation. The present study evaluated the effects of repeated daily (14 days) intraperitoneal (ip)
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;
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
Elissavet E Anagnostaki et al.
Organic letters, 15(1), 152-155 (2012-12-22)
The synthesis of hydroxyelemane 5 from (R)-carvone and its utilization as a common synthetic scaffold to produce structurally diverse germacrane and guaiane sesquiterpenes are described. A highly enantio- and stereoselective biomimetic tandem oxy-Cope/ene rearrangement was used as the key reaction
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