[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin

VALENCENE Struktur
4630-07-3
CAS-Nr.
4630-07-3
Bezeichnung:
[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin
Englisch Name:
VALENCENE
Synonyma:
Valencen;(1R,7R,8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthalene;FEMA 3443;(3R,4aS,5R)-4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene;Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-;VALENCENE;NSC 148969;Valencene T;VALENCENE 85;VALENCENE775
CBNumber:
CB9420232
Summenformel:
C15H24
Molgewicht:
204.35
MOL-Datei:
4630-07-3.mol

[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin Eigenschaften

Siedepunkt:
274 °C(lit.)
Dichte
0.92 g/mL at 25 °C(lit.)
FEMA 
3443 | VALENCENE
Brechungsindex
n20/D 1.504(lit.)
Flammpunkt:
>230 °F
storage temp. 
2-8°C
Löslichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand
Oil
Farbe
Colourless
Wichte
0.92
Geruch (Odor)
at 10.00 % in dipropylene glycol. sweet fresh citrus grapefruit woody orange asprin dry green oily
Geruchsart
citrus
Optische Aktivität
[α]22/D +90°, neat
Hydrolytic Sensitivity
1: no significant reaction with aqueous systems
JECFA Number
1337
BRN 
3539153
Stabilität:
Light Sensitive
LogP
6.29
EPA chemische Informationen
Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)- (4630-07-3)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
S-Sätze: 23-24/25
WGK Germany  3
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H304 Kann bei Verschlucken und Eindringen in die Atemwege tödlich sein. Aspirationsgefahr Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P331 KEIN Erbrechen herbeiführen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.

Beschreibung

(+)-Valencene is a sesquiterpene that has been found in C. sativa and is an aromatic component of orange essence oil. (+)-Valencene (50 μM) induces heme oxgenase-1 (HO-1) expression in macrophages and inhibits the expression of inducible nitric oxide synthase (iNOS), the production of nitric oxide (NO), and the release of high-mobility group box-1 (HMGB1) in RAW 264.7 cells stimulated with LPS. It also increases the survival rate in a mouse model of sepsis induced by cecal ligation and puncture. (+)-Valencene has been used in the synthesis of nootkatone .

Chemische Eigenschaften

clear colorless to yellowish liquid

Occurrence

Reported found in citrus fruits, orange peel, orange juice, bitter orange peel oil, lemon peel oil, grapefruit juice, grapefruit peel oil, kumquat peel oil, leaves and stalk of celery, clove stem, Thymus vulgaris L., fresh mango, globe artichoke, cardamom, mangosteen and cocoa.

Verwenden

Valencene is a sesquiterpene and an essential oil component found in a variety of plants, and has been shown to have functional antioxidant, antiradical and antimicrobial properties.

synthetische

By a Wolf–Kishner reduction of nootkatone.

Definition

ChEBI: A carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R diastereoisomer).

Allgemeine Beschreibung

Valencene is the major sesquiterpene aroma constituent of orange peel oil. It is mainly used as a starting material to synthesize nootkatone, an important flavor compound of grapefruit.

[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


[1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 164)Lieferanten
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Hebei Mojin Biotechnology Co., Ltd
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4630-07-3([1R-(1α,7β,8α)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalin)Verwandte Suche:


  • 7beta,8aalpha)]-theta-(1alph
  • (3R,4AS,5R)-3-ISOPROPENYL-4A,5-DIMETHYL-1,2,3,4,4A,5,6,7-OCTAHYDRO-NAPHTHALENE
  • (3R,4AS,5R)-4A,5-DIMETHYL-3-ISOPROPENYL-1,2,3,4,4A,5,6,7-OCTAHYDRONAPHTHALENE
  • (+)-VALENCENE
  • VALENCENE
  • VALENCENE 85
  • VALENCENE 65+%
  • VALENCENE 85 (NATURAL)
  • (1R)-1,2,3,5,6,7,8,8a-Octahydro-1,8aα-dimethyl-7β-isopropenylnaphthalene
  • (1R)-1α,8aα-Dimethyl-7β-isopropenyl-1,2,3,5,6,7,8,8a-octahydronaphthalene
  • valencene,(+)-Valencene
  • Naphthalene,1,2,3,5,6,7,8,
  • VALENCENE, NATURAL
  • (+)-Valencene, (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • (R)-Valencene
  • Valencene,70%,tech.
  • Valencene,(+)-Valencene, (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-,[1R-(1.alpha.,7.beta.,8a.alpha.)]-Naphthalene
  • 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-naphthalen[1
  • 3-Isopropenyl-4a,5-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • 4.alpha.,10.alpha.-Dimethyl-6.beta.-isopropyl-.delta.-1,9-octalin
  • 4alpha,10alpha-Dimethyl-6beta-isopropyl-delta1,9-octalin
  • 4betaH,5alpha-Eremophila-1(10),11-diene
  • NSC 148969
  • (+)-Valencene technical, >=70%
  • Valencene Tech@100 μg/mL in Methanol
  • VALENCENE USP/EP/BP
  • VALENCENE775
  • (+)-valencene
  • Valencen
  • FEMA 3443
  • Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-
  • (1R,7R,8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthalene
  • (3R,4aS,5R)-4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • (+)-Valencene 1000 μg/mL in Isopropanol
  • Valencene Natural Fermentation
  • Valencene T
  • 4630-07-3
  • C15H24C15H24C15H24
  • Organic Building Blocks
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Alkenes
  • Plant Oils, Toxins, Phenolic Acids & Derivatives
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