ChemicalBook >> CAS DataBase List >>NOOTKATONE

NOOTKATONE

NOOTKATONE structure

CAS No.: 4674-50-4

Chemical Name:: NOOTKATONE

Synonyms: NONANOL;（+）-Nootkatone;nootkartone;NOOTKATONE, NATURAL;4.beta.H,5.alpha.-Eremorphila-1(10)11-dien-2-one;(4R)-4,4a,5,6,7,8-Hexahydro-4,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-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)-;FEMA 3166;Nootkatane

CBNumber:: CB3751288

Molecular Formula:: C15H22O

Molecular Weight:: 218.33

MDL Number:: MFCD00036591

MOL File:: 4674-50-4.mol

MSDS File:: SDS

Last updated:2024-04-17 18:50:11

Request For Quotation

NOOTKATONE Properties

Melting point	35-39 °C
Boiling point	125°C 0,5mm
Density	0,997 g/cm³
FEMA	3166 \| NOOTKATONE
refractive index	n20/D 1.52
Flash point	99°C
storage temp.	2-8°C
solubility	Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
color	White to Pale Yellow
Odor	at 100.00 %. grapefruit peel citrus gardenia woody
Odor Type	citrus
optical activity	[α]20/D +182.0±5.0°, c = 1% in ethanol
Water Solubility	Slightly soluble in ethanol and chloroform. Partly soluble in water.
JECFA Number	1398
BRN	4676969
Stability	Stable. Incompatible with strong oxidizing agents.
InChIKey	WTOYNNBCKUYIKC-UHFFFAOYSA-N
LogP	3.84
Substances Added to Food (formerly EAFUS)	NOOTKATONE
EWG's Food Scores	1-2
FDA UNII	IZ2Y119N4J
EPA Substance Registry System	2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- (4674-50-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H317

Precautionary statements

P280

Safety Statements

23-24/25

WGK Germany

TSCA

Yes

HS Code

29142990

NFPA 704

	0
0		0

NOOTKATONE price More Price(39)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	W316620	Nootkatone ≥98%, FG	4674-50-4	25g	$332	2024-03-01	Buy
Sigma-Aldrich	W316620	Nootkatone ≥98%, FG	4674-50-4	100g	$1080	2024-03-01	Buy
Sigma-Aldrich	74437	(+)-Nootkatone ≥99.0% (GC)	4674-50-4	1g	$160	2024-03-01	Buy
Sigma-Aldrich	44889	(+)-Nootkatone analytical standard	4674-50-4	50mg	$111	2022-05-15	Buy
TCI Chemical	N0920	(+)-Nootkatone >97.0%(GC)	4674-50-4	1g	$54	2024-03-01	Buy

Product number	Packaging	Price	Buy
W316620	25g	$332	Buy
W316620	100g	$1080	Buy
74437	1g	$160	Buy
44889	50mg	$111	Buy
N0920	1g	$54	Buy

NOOTKATONE Chemical Properties,Uses,Production

Description

Nootkatone has a pleasant taste. It may be prepared by oxidation of valencene (a sesquiterpene) with tertiary butyl chromate.

Description

(+)-Nootkatone is sesquiterpene ketone originally isolated from grapefruit juice and peel oil with diverse biological activity. It is lethal against ticks, fleas, and mosquitoes with LC₅₀ values of 0.0029, 0.0061, and 0.0046% w/v, respectively. Pretreatment of wood with (+)-nootkatone reduces tunnel lengths, feeding, and survival rates in C. formosanus termites. (+)-Nootkatone (10-100 μM) dose-dependently activates AMPKα1 and AMPKα2 in C₂C₁₂ mouse myoblast lysate containing a substrate peptide. It dose-dependently inhibits platelet aggregation induced by collagen, thrombin , and arachidonic acid when used at concentrations ranging from 10 to 100 μM with almost complete inhibition at the highest concentration. In vivo, (+)-nootkatone (3-30 mg/kg, p.o.) dose-dependently increases the length of tail bleeding time in mice. (+)-Nootkatone (0.1-0.3%, p.o.) dose-dependently reduces body weight and plasma glucose levels in mice fed a high-fat and high-sucrose diet.

Chemical Properties

NOOTKATONE has been isolated from grapefruit peel and juice and identified in other citrus oils as well. The commercially available product is a colorless to yellowish liquid with a typical grapefruit odor.
Nootkatone can be prepared by oxidation of valencene, a sesquiterpene hydrocarbon isolated from orange oils. The oxidation can be accomplished either by chemical or by biotechnological methods.
Nootkatone is used for flavoring beverages.

Chemical Properties

viscous yellow liquid or crystals with a citrus odour;

Chemical Properties

Nootkatone has a powerful fruity sweet, citrusy, grapefruit peel oil-like aroma.

Occurrence

Reported found in grapefruit oil and juice; traces are also reported found in the oils of bergamot, lemon, lime, orange and tangerine; also reported formed in canned orange juice on storage.

Uses

Nootkatone is an effective repellent/insecticide against mosquitos, and may repel bed bugs, head lice and other insects. Nootkatone in spray form has been shown as an effective repellent/insecticide against deer ticks and lone star ticks.

Preparation

By oxidation of valencene (a sesquiterpene) with tertiary butyl chromate.

Definition

ChEBI: A sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer).

Aroma threshold values

Detection: 170 to 800 ppb

Taste threshold values

Taste characteristics at 20 ppm: grapefruit, citrus, orange and butter.

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.

NOOTKATONE synthesis

Synthesis of NOOTKATONE from (1R)-(+)-NOPINONE

NOOTKATONE Preparation Products And Raw materials

Raw materials

VALENCENE tert-Butyl chromate

Preparation Products

(1R)-1,2,6,7,8,8a-Hexahydro-1,8aα-dimethyl-7β-(1-methylethenyl)naphthalene (4R-cis)-4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethylidene)naphthalen-2(3H)-one

NOOTKATONE Suppliers

Global( 286)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12468	58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.	+86-029-86333380 18829239519	sales06@tgybio.com	China	938	58
Ouhuang Engineering Materials (Hubei) Co., Ltd	+8617702722807	admin@hbouhuang.com	China	3001	58
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chengdu GLP biotechnology Co Ltd	028-87075086 13350802083	scglp@glp-china.com	CHINA	1824	58
Chengdu Biopurify Phytochemicals Ltd.	+8618080483897	sales@biopurify.com	China	3424	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8829	58
Xi'an Kono chem co., Ltd.,	029-86107037 13289246953	info@konochemical.com	China	2995	58

Supplier	Advantage
Hebei Mojin Biotechnology Co., Ltd	58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.	58
Ouhuang Engineering Materials (Hubei) Co., Ltd	58
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Chengdu GLP biotechnology Co Ltd	58
Chengdu Biopurify Phytochemicals Ltd.	58
Hubei Jusheng Technology Co.,Ltd.	58
Hebei Guanlang Biotechnology Co., Ltd.	58
Xi'an Kono chem co., Ltd.,	58

View Lastest Price from NOOTKATONE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-18	NOOTKATONE 4674-50-4	US $50.00 / kg	1kg	99.10%	5000kg	Ouhuang Engineering Materials (Hubei) Co., Ltd
2023-08-29	NOOTKATONE 4674-50-4	US $0.00 / KG	1KG	99%	50000KG/month	Hebei Mojin Biotechnology Co., Ltd
2023-07-12	Nootkatone 4674-50-4	US $2000.00 / Kg/Bag	1Kg/Bag	98%	550kg	XI'AN TIANGUANGYUAN BIOTECH CO., LTD.

NOOTKATONE
4674-50-4
US $50.00 / kg
99.10%
Ouhuang Engineering Materials (Hubei) Co., Ltd

NOOTKATONE
4674-50-4
US $0.00 / KG
99%
Hebei Mojin Biotechnology Co., Ltd

Nootkatone
4674-50-4
US $2000.00 / Kg/Bag
98%
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.

NOOTKATONE Spectrum

NOOTKATONE(4674-50-4)MS

4674-50-4(NOOTKATONE)Related Search:

DIHYDRO CUMINYL ALCOHOL (+)-NOOTKATONE Triethylaluminum Ethanol HEPTANOPHENONE

Edible essence VINYLCYCLOHEXANE NOOTKATONE 3,5-Dimethyl-2-cyclohexen-1-one VALENCENE

NOOTKATONE(SG) 1,6-Octadiene 2,6-DIMETHYL-1,6-HEPTADIENE NOOTKATONE50% (-)-nootkatone,5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one

NOOTKATONE(SECONDARY STANDARD) NOOTKATONE81% NOOTKATONE97%

1of4

(+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one 2(3h)-naphthalenone, 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-(4.alpha.,4a.alpha.,6.beta.)]- 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-,[4R-(4.alpha.,4a.alpha.,6.beta.)]-2(3H)-Naphthalenone NOOTKATONE 98% CRYSTALS NOOTKATONE DISTILLED 50% NOOTKATONE EX-CITRUS 70% NATURAL NOOTKATONE-55/60% NOOTKATONE WITH GC FEMA 3166 (4R)-4,4a,5,6,7,8-Hexahydro-4β,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one (4R)-4,4a,5,6,7,8-Hexahydro-6α-isopropenyl-4β,4aβ-dimethylnaphthalene-2(3H)-one (4R)-4β,4aβ-Dimethyl-6α-isopropenyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-one Zinc05225089 (+)-Nootkatone >=99.0% (GC) 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3h)-naphthalenon 4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone, [4R-(4alpha,4aalpha,6beta)]- 4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone,[4R-(4.alpha.,4a.alpha.4 4aalpha,6beta)]-[4theta-(4alph 4betaH,5alpha-Eremophila-1(10),11-dien-2-one 4betaH,5alpha-Eremorphila-1(10)11-dien-2-one 6-Isopropenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone Nootkatane [4R-(4alpha,4aalpha,6beta)]-4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylvinyl)naphthalen-2(3H)-one (+)-NOOTKATONE, CRYSTALLINE, 98+% (+)-nootkatone, crystalline 4,4A,5,6,7,8-HEXAHYDRO-6-ISO-PROPENYL-4,4A-DIMETHYL-2(3H)-NAPHTHALENONE (4R-(4alpha,4aalpha,6beta))-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylvinyl)naphthalin-2(3H)-on NOOTKATONE 65-70% NOOTKATONE (+)-Nootkatone> NOOTKATONE USP/EP/BP NOOTKATONE EX VALENCENE98%/86%/60% (+)-Nootkatone, crystalline, 98+% NOOTKATONE, NATURAL (4R)-4,4a,5,6,7,8-Hexahydro-4,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one NONANOL (4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one nootkartone 4.beta.H,5.alpha.-Eremorphila-1(10)11-dien-2-one 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- （+）-Nootkatone V(+)-Nootkatone Nootkatone 98% NKXAP9800 4674-50-4 Chiral Building Blocks Asymmetric Synthesis Ketones Organic Building Blocks Chiral Building Blocks Ketones Organic Building Blocks