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Nootkatone

Nootkatone

CAS: 4674-50-4

Molecular Formula: C15H22O

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Nootkatone - Names and Identifiers

Name Nootkatone
Synonyms NOOTKATONE
Nootkatone
FEMA No. 3166
2(3h)-naphthalenone,
Nootkatone (natural)
1(10),11-Eremophiladien-2-one
4betaH,5alpha-Eremorphila-1(10)11-dien-2-one
4Betah,5alpha-eremophila-1(10),11-dien-2-one
5,6-Dimethyl-8-isopropenylbicyclo(4.4.0)dec-1-en-3-one
(+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one
4,4a,5,6,7,8-Hexahydro-6-isopropenyl-4,4a-dimethyl-2(3H)-naphthalenone
4a,5-Dimethyl-1,2,3,4,4a,5,6,7-octahydro-7-keto-3-isopropenylnaphthalene
4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
(4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)-
(4R-(4alpha,4aalpha,6beta))-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylvinyl)naphthalen-2(3H)-one
4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone, (4R-(4alpha,4aalpha,6beta))-
2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R-(4alpha,4aalpha,6beta))-
2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, [4R-(4alpha,4aalpha,6beta)]-
4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-,[4R-(4.alpha.,4a.alpha.,6.beta.)]-2(3H)-Naphthalenone
2(3H)-Naphthalenone,4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-,[4R-(4.alpha.,4a.alpha.,6.beta.)]-
CAS 4674-50-4
EINECS 225-124-4
InChI InChI=1/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
InChIKey WTOYNNBCKUYIKC-UHFFFAOYSA-N

Nootkatone - Physico-chemical Properties

Molecular FormulaC15H22O
Molar Mass218.33
Density0,997 g/cm3
Melting Point35-39°C
Boling Point125°C 0,5mm
Specific Rotation(α)[α]20/D +182.0±5.0°, c = 1% in ethanol
Flash Point99°C
JECFA Number1398
Water SolubilitySlightly soluble in ethanol and chloroform. Partly soluble in water.
Solubility Insoluble in water, soluble in ethanol and grease.
Vapor Presure0.000358mmHg at 25°C
AppearanceLight yellow to yellow (Solid)
ColorWhite to Pale Yellow Low-Melting
BRN4676969
Storage Condition2-8°C
StabilityStable. Incompatible with strong oxidizing agents.
Refractive Indexn20/D 1.52
MDLMFCD00036591
Physical and Chemical PropertiesColorless crystals (from petroleum ether), fresh orange. Melting Point 36-37 ° C., optical rotation [α]D 195.5 ° (in chloroform). Insoluble in water, soluble in ethanol and oil. Natural products are found in round grapefruit oil, bergamot oil, lemon oil, lime oil, citrus oil, red orange oil, and the like.

Nootkatone - Risk and Safety

Safety DescriptionS23 - Do not breathe vapour.
S24/25 - Avoid contact with skin and eyes.
WGK Germany2
TSCAYes
HS Code29142990

Nootkatone - Reference

Reference
Show more
1. Huang mingping, Xie Shuilin, Dai Renke. Simultaneous determination of three kinds of isomers in compound jiubiying capsules by LC-MS/MS [J]. Journal of Guangdong Pharmaceutical College 2018 034(006):33-37 46.
2. Farha, arakkevettil Kabeer, et al. "Inhibition of multidrug-resistant foodborne staccoccus aureus biofilms by a natural terminology ()-nootkatone and related molecular mechanism. Food Control 112 (2020): 107154.https://doi.org/10.1016/j.foodcont.2020.
3. [IF = 5.548] Arakkaveettil Kabeer Farha et al."Inhibition of multidrug-resistant foodborne Staphylococcus aureus biofilms by a natural terpenoid ( )-nootkatone and related molecular mechanism."Food Control. 2020 Jun;112:107154
4. [IF=3.645] Yu Zhang et al."Qualitative and quantitative analysis of Alpiniae Oxyphyllae fructus by HPLC coupled to Fourier transform-ion cyclotron resonance mass spectrometry."Journal Of Separation Science. 2022 Jan 11

Nootkatone - Reference Information

FEMA3166 | NOOTKATONE
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Introduction Round pomelone is a sesquiterpene ketone isolated from grapefruit peel oil and Alaskan phellodendron oil. It is a colorless or light yellow oily liquid with a melting point of 35~36 ℃ and 185~186 ℃. Round pomelone has a long-lasting and strong citrus-like fruit aroma, which is typical of grapefruit at low dilution.
application round pomelone is mainly used to prepare various citrus flavors.
toxicity can be safely used in food (FDA,§ 1 72.515,2000).
use limit FEMA: soft drinks, candy, 10.0 mg/kg.
use GB 2760-1996 specifies food spices that are allowed to be used.
used for content determination/identification/pharmacological experiment, etc.
Production method It is obtained by oxidizing Valencia orange with tert-butyl chromate.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
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View History
Nootkatone
N-Benzylethanolamine
3-(2-Methoxyethoxy)-benzenamine
362-07-2
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