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W504505

Sigma-Aldrich

(S)-(−)-Limonene

≥95%, FG

Sinonimo/i:

(−)-p-Mentha-1,8-diene, (−)-Carvene, (S)-4-Isopropenyl-1-methyl cyclohexene

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About This Item

Formula empirica (notazione di Hill):
C10H16
Numero CAS:
5989-54-8
Peso molecolare:
136.23
Beilstein:
2323991
Numero CE:
227-815-6
Numero MDL:
MFCD00001558
Codice UNSPSC:
12164502
ID PubChem:
24902017
Numero Flavis:
1.046
NACRES:
NA.21

Origine biologica

synthetic

Livello qualitativo

400

Grado

FG
Kosher

Conformità normativa

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 182.60

Densità del vapore

4.7 (vs air)

Tensione di vapore

<3 mmHg ( 14.4 °C)
1 mmHg ( 20 °C)

Saggio

≥95%

Attività ottica

[α]20/D −90 to -61°, neat (angular)

Limite di esplosione

6.1 %

Indice di rifrazione

n20/D 1.471 (lit.)

P. eboll.

175-177 °C (lit.)

Densità

0.844 g/mL at 25 °C (lit.)

applicazioni

flavors and fragrances

Documentazione

see Safety & Documentation for available documents

Allergene alimentare

no known allergens

Organolettico

camphoraceous; herbaceous; pine

Stringa SMILE

CC(=C)[C@H]1CCC(C)=CC1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1
XMGQYMWWDOXHJM-SNVBAGLBSA-N

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Descrizione generale

(S)-(−)-Limonene, a fragrance monoterpene, is mainly found in citrus peel oil. It is also found in the essential oils of herbs such as rosemary, eucalyptus, lavender, caraway, lemongrass, and peppermint) and also tea tree oil, and turpentine oil. The oxidation products of limonene may lead to fragrance-related contact allergy.

Applicazioni


  • Efficient production of (S)-limonene and geraniol in Saccharomyces cerevisiae through the utilization of an Erg20 mutant with enhanced GPP accumulation capability.: This study highlights a metabolic engineering approach to enhance the production of (S)-limonene and geraniol in yeast, offering potential for scalable biosynthesis of these valuable compounds (Bernard et al., 2024).

  • The behavioral sensitivity of mice to acyclic, monocyclic, and bicyclic monoterpenes.: This research investigates the effects of various terpenes including (S)-limonene on mice behavior, providing insights into potential therapeutic applications (Williams et al., 2024).

Applicazioni

N° Catalogo
Descrizione
Determinazione del prezzo

Avvertenze

Danger

Indicazioni di pericolo

H226,H304,H315,H317,H410

Classi di pericolo

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1B

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

123.8 °F - closed cup

Punto d’infiammabilità (°C)

51 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
SHBN4496
SHBL4504
MKCJ3477
MKCF8370
MKCF2003

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Sigma-Aldrich

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Not only oxidized R?(+)?but also S?(?)?limonene is a common cause of contact allergy in dermatitis patients in Europe.
Matura M, et al.
Contact Dermatitis, 55(5), 274-279 (2006)
P L Crowell et al.
Critical reviews in oncogenesis, 5(1), 1-22 (1994-01-01)
The naturally occurring monoterpene d-limonene has chemopreventive and chemotherapeutic activity against many rodent solid tumor types. The chemopreventive activity of limonene during initiation can be attributed to the induction of phase I and phase II enzymes, with resulting carcinogen detoxification.
P A Cornwell et al.
The Journal of pharmacy and pharmacology, 46(12), 938-950 (1994-12-01)
Wide-angle X-ray-diffraction experiments were used to investigate the molecular organization of barrier components of human stratum corneum. Diffraction lines related to the side-by-side lipid packing arrangements in the intercellular bilayers were identified as were patterns arising from secondary protein structures
Perry Fung Chye Lim et al.
International journal of pharmaceutics, 311(1-2), 157-164 (2006-02-03)
Penetration enhancers are a classical means for improving transdermal drug delivery (TDD). Enhancers permeate into the skin and reversibly decrease the barrier resistance. Basically, our aim is to formulate a transdermal gel containing an appropriate enhancer for a controlled drug
A Falk et al.
British journal of industrial medicine, 47(1), 62-64 (1990-01-01)
The liquid/air partition coefficients of four common terpenes, alpha-pinene, beta-pinene, 3-carene, and limonene, have been determined in vitro using head space technique. The liquids used were water, human blood, and olive oil. alpha-Pinene, beta-pinene, and 3-carene were practically insoluble in
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