This product is typically of synthetic origin. However, source information can be located on the lot-specific Certificate of Origin.
74437
(+)-Nootkatone
≥99.0% (GC)
Synonym(s):
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone
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| Size/SKU | Availability | Price |
|---|---|---|
1 g | Available to ship TODAYfromMILWAUKEE | $175.00 |
2.5 g | Available to ship TODAYfromMILWAUKEE | $419.00 $314.25 |
About This Item
Empirical Formula (Hill Notation):
C15H22O
CAS Number:
Molecular Weight:
218.33
UNSPSC Code:
12352205
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-124-4
Beilstein/REAXYS Number:
4676969
MDL number:
Assay:
≥99.0% (GC)
Form:
crystals
Quality Segment
assay
≥99.0% (GC)
form
crystals
optical activity
[α]20/D +182.0±5.0°, c = 1% in ethanol
storage condition
under inert gas (Argon)
mp
35-39 °C
functional group
ketone
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, a bicyclic conjugated sesquiterpene ketone with a grapefruit-like flavor, is commonly used in fragrance, food, cosmetics and pharmaceutical industry. It can be synthesized from (+)-valencene via biotransformation. (+)-nootkatone is the active ingredient responsible for the antiplatelet effect of Cyperus rotundus, a well-known oriental traditional medicine. It also shows promising efficacy against Staphylococcus aureus biofilms.
Application
(+)-Nootkatone can be used:
- In the iron(III) porphyrin catalyzed alkene aziridination reaction with organic azides under photo-irradiation condition.
- As a substrate to synthesize its corresponding triene derivative through reduction-elimination reaction using iridium catalyst.
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This Item | |||
|---|---|---|---|
| description ≥99.0% (GC) | description ≥98%, FG | description analytical standard | description analytical standard |
| assay ≥99.0% (GC) | assay ≥98% | assay ≥99.0% (sum of enantiomers, GC) | assay ≥99.9% (GC) |
| Quality Level 100 | Quality Level 300 | Quality Level 100 | Quality Level 100 |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - | storage temp. - |
| mp 35-39 °C | mp - | mp ~43 °C | mp 48-51 °C (lit.), 49-51 °C |
| form crystals | form - | form - | form - |
| functional group ketone | functional group - | functional group - | functional group - |
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Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Gloves, type N95 (US)
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What is the source of this product, is it synthetic or natural 74437 Sigma-Aldrich Nootkatone
1 answer-
Helpful?
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What is the source of the this product, is it natural or synthetic?
1 answer-
This product is typically of synthetic origin. The source information is listed on the lot-specific Certificate of Origin. Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate under the ‘Certificate of Origin’ tab:
https://www.sigmaaldrich.com/product/aldrich/74437#product-documentationHelpful?
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