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Merck
CN

44889

(+)-Nootkatone

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C15H22O
CAS Number:
Molecular Weight:
218.33
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
225-124-4
Beilstein/REAXYS Number:
4676969
MDL number:
Technical Service
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grade

analytical standard

Quality Level

assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas (Argon)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤1.0% water

mp

35-39 °C

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C[C@@H]1CC(=O)C=C2CC[C@H](C[C@@]12C)C(C)=C

InChI

1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1

InChI key

WTOYNNBCKUYIKC-JMSVASOKSA-N

General description

(+)-Nootkatone is a bicyclic conjugated sesquiterpene ketone, which is found as an important flavoring constituent in grapes. It can be synthesized from the sesquiterpene hydrocarbon valencene. It finds applications as an antiulcer drug and has insecticidal activity against Drosophila melanogaster.

Application

(+)-Nootkatone may be used as a reference standard in the determination of (+)-nootkatone in Alpinia oxyphylla oil using gas chromatography coupled with flame ionization detector (GC-FID).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.


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pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable



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Certificates of Analysis (COA)

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Conversion of valencene to nootkatone.
Hunter KLG and Brogden BW
Journal of Food Science, 30(5), 876-878 (1965)
Sesquiterpenes. I. Nootkatone, a new grapefruit flavor constituent.
MacLeod WD and Buigues NM.
Journal of Food Science, 29(5), 565-568 (1964)
Marco A Fraatz et al.
Applied microbiology and biotechnology, 83(1), 35-41 (2009-04-01)
Due to its pleasant grapefruit-like aroma and various further interesting molecular characteristics, (+)-nootkatone represents a highly sought-after specialty chemical. (+)-Nootkatone is accumulated in its producer plants in trace amounts only, and the demand of the food, cosmetics and pharmaceutical industry



Global Trade Item Number

SKUGTIN
C4418-500MG04061833006160
C4418-100MG04061833492161
C4418-250MG04061833006153
C4418-1G04061826690239
44889-50MG04061833962688