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Merck
CN

W504505

Sigma-Aldrich

( 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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About This Item

经验公式(希尔记法):
C10H16
CAS号:
分子量:
136.23
Beilstein:
2323991
EC 号:
MDL编号:
UNSPSC代码:
12164502
PubChem化学物质编号:
Flavis编号:
1.046
NACRES:
NA.21
性状检查:
camphoraceous; herbaceous; pine
等级:
FG
Kosher
生物来源:
synthetic
食品过敏原:
no known allergens

生物来源

synthetic

质量水平

等级

FG
Kosher

管理合规性

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

蒸汽密度

4.7 (vs air)

蒸汽压

<3 mmHg ( 14.4 °C)
1 mmHg ( 20 °C)

方案

≥95%

旋光性

[α]20/D −90 to -61°, neat (angular)

expl. lim.

6.1 %

折射率

n20/D 1.471 (lit.)

沸点

175-177 °C (lit.)

密度

0.844 g/mL at 25 °C (lit.)

应用

flavors and fragrances

文件

see Safety & Documentation for available documents

食品过敏原

no known allergens

性状检查

camphoraceous; herbaceous; pine

SMILES字符串

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

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一般描述

(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.

应用


  • 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).

警示用语:

Danger

危险分类

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

储存分类代码

3 - Flammable liquids

WGK

WGK 2

闪点(°F)

123.8 °F - closed cup

闪点(°C)

51 °C - closed cup

个人防护装备

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

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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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