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Merck

W504505

(S)-(−)-Limonene

≥95%, FG

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C10H16
CAS 번호:
Molecular Weight:
136.23
NACRES:
NA.21
Flavis number:
1.046
PubChem Substance ID:
UNSPSC Code:
12164502
EC Number:
227-815-6
MDL number:
Beilstein/REAXYS Number:
2323991
Organoleptic:
camphoraceous; herbaceous; pine
Grade:
FG, Kosher
Biological source:
synthetic
Food allergen:
no known allergens
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도움 문의


biological source

synthetic

Quality Level

grade

FG, Kosher

reg. compliance

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

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C), 1 mmHg ( 20 °C)

assay

≥95%

optical activity

[α]20/D −90 to -61°, neat (angular)

expl. lim.

6.1 %

refractive index

n20/D 1.471 (lit.)

bp

175-177 °C (lit.)

density

0.844 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

camphoraceous; herbaceous; pine

SMILES string

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

InChI key

XMGQYMWWDOXHJM-SNVBAGLBSA-N

General description

(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.

Application


  • 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).



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Danger

Hazard Classifications

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

저장 등급

3 - Flammable liquids

wgk

WGK 2

flash_point_f

123.8 °F - closed cup

flash_point_c

51 °C - closed cup

ppe

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



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관련 콘텐츠


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