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Merck
CN

W504505

( S) - (−) -柠檬烯

≥95%, FG

别名:

(-)-对薄荷-1,8-二烯, (-)-香芹烯, (S)-4-异丙烯基-1-甲基环己烯

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关于此项目

经验公式（希尔记法）:
C10H16
化学文摘社编号:
5989-54-8
分子量:
136.23
NACRES:
NA.21
Flavis number:
1.046
PubChem Substance ID:
24902017
UNSPSC Code:
12164502
EC Number:
227-815-6
MDL number:
MFCD00001558
Beilstein/REAXYS Number:
2323991
Organoleptic:
camphoraceous; herbaceous; pine
Grade:
FG
Kosher
Biological source:
synthetic
Food allergen:
no known allergens

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产品名称

( S) - (−) -柠檬烯, ≥95%, FG

InChI key

XMGQYMWWDOXHJM-SNVBAGLBSA-N

InChI

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

SMILES string

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

biological source

synthetic

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

Quality Level

300
400

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相关类别

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).

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.

signalword

Danger

Hazard Classifications

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

存储类别

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

法规信息

危险化学品
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历史批次信息供参考:

分析证书(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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