ChemicalBook > CAS DataBase List > NOOTKATONE

NOOTKATONE

Product Name
NOOTKATONE
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;NOOTKATONE
CBNumber
CB3751288
Molecular Formula
C15H22O
Formula Weight
218.33
MOL File
4674-50-4.mol
More
Less

NOOTKATONE Property

Melting point:
35-39 °C
Boiling point:
125°C 0,5mm
Density 
0,997 g/cm3
refractive index 
n20/D 1.52
FEMA 
3166 | NOOTKATONE
Flash point:
99°C
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
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
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)
More
Less

Safety

Safety Statements 
23-24/25
WGK Germany 
2
TSCA 
Yes
HS Code 
29142990
Hazardous Substances Data
4674-50-4(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

More
Less

N-Bromosuccinimide Price

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

NOOTKATONE Chemical Properties,Usage,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 a powerful fruity sweet, citrusy, grapefruit peel oil-like aroma.

Chemical Properties

viscous yellow liquid or crystals with a citrus odour;

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.

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 Preparation Products And Raw materials

Raw materials

Valencene tert-Butyl chromate

Preparation Products

More
Less

NOOTKATONE Suppliers

Americas 1 Canada 1 China 222 Czech Republic 1 Europe 1 Germany 7 India 7 Israel 1 Japan 1 Spain 2 Switzerland 2 United Kingdom 9 United States 50 USA 1 Global 306
Originchem Co., Ltd
Tel
0523-0523-86200346 15996028822
Fax
0523-86200341
Email
1583458435@qq.com
Country
China
ProdList
71
Advantage
58
Hubei Guanzhongtong Technology Co.,LTD
Tel
0716-7227299 13507251920
Fax
0716-7227299
Email
finecq@163.com
Country
China
ProdList
34
Advantage
58
Apeloa Pharmaceutical Co., Ltd.
Tel
+86-0571-87635730 +86-13588737631
Email
inquiry@hengdian-group.com
Country
China
ProdList
174
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
jiliang chemicals
Tel
21-62165282 15801962796;
Fax
021 61153784
Email
bidingchem@163.com
Country
China
ProdList
1199
Advantage
60
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Wuhan Fortuna Chemical Co., Ltd
Tel
027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2865
Advantage
58
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4727
Advantage
58
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
S.Z. PhyStandard Bio-Tech. Co., Ltd.
Tel
0755-4000505016 13380397412
Fax
0755 28094224
Email
3001272453@qq.com
Country
China
ProdList
5047
Advantage
50
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185 18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3466
Advantage
58
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41462
Advantage
60
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7887
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9648
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55
Hangzhou J&H Chemical Co., Ltd.
Tel
0571-+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
11578
Advantage
59
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8144
Advantage
55
Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2331
Advantage
50
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9958
Advantage
58
Changsha Jing Kang New Material Technology Co., Ltd.
Tel
0731-85118349 18874718518
Fax
0731-85118349
Email
ma_haihong@sina.com
Country
China
ProdList
1595
Advantage
50
Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
Fax
+86-27-84254680
Email
aileen@chemfaces.com
Country
China
ProdList
6905
Advantage
55
Shanghai Synchem Pharma Co., ltd
Tel
21-619849051-1 18521059765
Email
synchempharma@aliyun.com
Country
China
ProdList
6463
Advantage
55
Chengdu jingzhihuacheng Chemical Technology Co., Ltd.
Tel
028-37664989 15900794981
Email
jingzhichem@163.com
Country
China
ProdList
913
Advantage
55
Shandong Xiya Chemical Co., Ltd.
Tel
4009903999 13395398332
Fax
0539-6365991
Email
sales@xiyashiji.com
Country
China
ProdList
20806
Advantage
60
Shanghai ChengShao Biological Technology Co., Ltd.
Tel
021-61847300 13341622919
Fax
021-61847300
Email
shcss01@163.com
Country
China
ProdList
4808
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29785
Advantage
68
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Shanghai Uteam Biotechnology Co., Ltd.
Tel
021-36031160 13311776681
Email
3338195766@QQ.com
Country
China
ProdList
5175
Advantage
55
Shanghai Biological Technology Development Co., Ltd.
Tel
021-69955236-807 13918189704
Fax
021-65211385
Email
chinaruji@chinaruji.com
Country
China
ProdList
5176
Advantage
55
Wuhai Shuou Technology Co., Ltd.
Tel
17792809151
Fax
18872220797
Email
2355916837@ycphar.com
Country
China
ProdList
6133
Advantage
55
Wellman Pharmaceutical Group Limited
Tel
027-83778875 15807197853
Fax
027-83991220
Email
15807197853@163.com
Country
China
ProdList
4029
Advantage
58
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-85370565-229 18080489829
Email
3004654993@qq.com
Country
China
ProdList
8902
Advantage
60
Shandong Ono Chemical Co., Ltd.
Tel
0539-6362799 20）
Fax
0539-6362799（To 20）
Country
China
ProdList
10007
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
021-021-52271985 17721149837
Fax
+86 (21) 52271987
Email
sales@9dingchem.com
Country
China
ProdList
19800
Advantage
60
Chengdu Alfa Biotechnology Co.,Ltd.
Tel
028-85142057, 18030712385
Fax
028-85142057 QQ:3591697873
Email
sales@alfabiotech.com
Country
China
ProdList
1925
Advantage
58
Shanghai Standard Technology Co.,Ltd.
Tel
021-021-57127007-6622-6622 17621252073
Fax
+86 (21) 5132-0077
Email
luzh@nature-standard.com
Country
China
ProdList
3021
Advantage
58
Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
15084
Advantage
58
Conier Chem & Pharma Limited
Tel
13368167990
Email
sales@conier.com
Country
China
ProdList
2838
Advantage
58
Shanghai Innovative Reseach Center Of Traditional
Tel
86-21-50801717-301
Fax
86-21-50800509
Email
wangjh@sirc-tcm.sh.cn
Country
China
ProdList
2070
Advantage
58
More
Less

View Lastest Price from NOOTKATONE manufacturers

Hangzhou Lin'an tianhong biotechnology co.,ltd.
Product
Nootkatone 4674-50-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
50kgs
Release date
2024-12-25
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Nootkatone 4674-50-4
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-13
Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
Nootkatone 4674-50-4
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
96.1%HPLC
Supply Ability
2000kgs
Release date
2024-08-22

4674-50-4, NOOTKATONERelated 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%

  • NOOTKATONE
  • (+)-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, NATURAL
  • NOOTKATONE-55/60%
  • NOOTKATONE WITH GC
  • FEMA 3166
  • (4R)-4,4a,5,6,7,8-Hexahydro-4,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one
  • (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)]-
  • 4.beta.H,5.alpha.-Eremorphila-1(10)11-dien-2-one
  • 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+%
  • 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)-
  • (+)-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
  • NONANOL
  • NOOTKATONE 65-70%
  • (+)-Nootkatone&gt
  • （+）-Nootkatone
  • NOOTKATONE USP/EP/BP
  • NOOTKATONE EX VALENCENE98%/86%/60%
  • (4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
  • nootkartone
  • (+)-Nootkatone, crystalline, 98+%
  • V(+)-Nootkatone
  • Nootkatone 98% NKXAP9800
  • Nootkatone in methanol
  • 4674-50-4
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Ketones
  • Organic Building Blocks
  • Chiral Building Blocks
  • Ketones
  • Organic Building Blocks