22060
(−)-香芹酮
analytical standard
别名:
(R)-5-异丙烯基-2-甲基-2-环己烯酮, 香芹酮
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关于此项目
经验公式（希尔记法）:
C10H14O
化学文摘社编号:
分子量:
150.22
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
229-352-5
Beilstein/REAXYS Number:
2206714
MDL number:
产品名称
(−)-香芹酮, 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
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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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
存储类别
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
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)
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
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
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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