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W504505

Sigma-Aldrich

(S)-(−)-Limonene

≥95%, FG

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C10H16
Número CAS:
5989-54-8
Peso molecular:
136.23
Beilstein:
2323991
Número CE:
227-815-6
Número MDL:
MFCD00001558
Código UNSPSC:
12164502
ID de substância PubChem:
24902017
Número de Flavis:
1.046
NACRES:
NA.21
Organoléptico:
camphoraceous; herbaceous; pine
grau:
FG
Kosher
fonte biológica:
synthetic
alérgeno alimentar:
no known allergens

fonte biológica

synthetic

Nível de qualidade

400

grau

FG
Kosher

conformidade reg.

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

densidade de vapor

4.7 (vs air)

pressão de vapor

<3 mmHg ( 14.4 °C)
1 mmHg ( 20 °C)

Ensaio

≥95%

atividade óptica

[α]20/D −90 to -61°, neat (angular)

Lim. expl.

6.1 %

índice de refração

n20/D 1.471 (lit.)

p.e.

175-177 °C (lit.)

densidade

0.844 g/mL at 25 °C (lit.)

aplicação(ões)

flavors and fragrances

Documentação

see Safety & Documentation for available documents

alérgeno alimentar

no known allergens

Organoléptico

camphoraceous; herbaceous; pine

cadeia de caracteres SMILES

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

chave InChI

XMGQYMWWDOXHJM-SNVBAGLBSA-N

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Descrição geral

(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.

Aplicação


  • 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).

Aplicação

Nº do produto
Descrição
Preços

Palavra indicadora

Danger

Frases de perigo

H226,H304,H315,H317,H410

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

123.8 °F - closed cup

Ponto de fulgor (°C)

51 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
SHBQ9851
SHBN4496
SHBL4504
MKCJ3477
MKCF8370

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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 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
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.
G C Hard et al.
Critical reviews in toxicology, 24(3), 231-254 (1994-01-01)
The naturally occurring food constituent d-limonene has been found to cause tumors at high doses only in the kidney of the male rat in association with the development of hyaline droplet nephropathy. In contrast, neither kidney tumors nor the associated
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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