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W263303

Sigma-Aldrich

(R)-(+)-Limonene

greener alternative

≥93%

Synonym(s):

(R)-(+)-Limonene, (+)-p-Mentha-1,8-diene, (+)-Carvene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
5989-27-5
Molecular Weight:
136.23
FEMA Number:
2633
Beilstein:
2204754
EC Number:
227-813-5
Council of Europe no.:
491
MDL number:
MFCD00062991
UNSPSC Code:
12164502
PubChem Substance ID:
24901211
Flavis number:
1.045
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Halal
Kosher

reg. compliance

FDA 21 CFR 117
FDA 21 CFR 182.60

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C)
1 mmHg ( 20 °C)

Assay

≥93%

optical activity

[α]20/D +120°, neat

expl. lim.

6.1 %

greener alternative product characteristics

Waste Prevention
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.473 (lit.)

bp

176-177 °C (lit.)

density

0.842 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

greener alternative category

Aligned,

Organoleptic

orange; citrus; sweet

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-/m0/s1

InChI key

XMGQYMWWDOXHJM-JTQLQIEISA-N

Gene Information

human ... CYP1A2(1544)

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Application

  • Self-assembled nanostructured aqueous dispersions as dermal delivery systems.: Investigates the potential of (R)-(+)-Limonene in pharmaceutical formulations, showing how its properties can enhance the delivery of active compounds through the skin, suggesting applications in transdermal therapeutic systems (Hoppel et al., 2015).

    • Disclaimer

    For R&D or non-EU Food use. Not for retail sale.

    Signal Word

    Danger

    Hazard Statements

    H226,H304,H315,H317,H410

    Hazard Classifications

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

    Storage Class Code

    3 - Flammable liquids

    WGK

    WGK 2

    Flash Point(F)

    123.8 °F - closed cup

    Flash Point(C)

    51 °C - closed cup

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SHBQ1368
    SHBQ2952
    SHBP5990
    SHBP0489
    SHBN6902

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    Bingyin Peng et al.
    Metabolic engineering, 47, 83-93 (2018-02-23)
    Monoterpene production in Saccharomyces cerevisae requires the introduction of heterologous monoterpene synthases (MTSs). The endogenous farnesyl pyrosphosphate synthase (FPPS; Erg20p) competes with MTSs for the precursor geranyl pyrophosphate (GPP), which limits the production of monoterpenes. ERG20 is an essential gene
    Alessia Mastrodonato et al.
    Scientific reports, 8(1), 262-262 (2018-01-13)
    Exposure to extremely low-frequency electromagnetic fields (ELFEF) influences the expression of key target genes controlling adult neurogenesis and modulates hippocampus-dependent memory. Here, we assayed whether ELFEF stimulation affects olfactory memory by modulating neurogenesis in the subventricular zone (SVZ) of the
    Zeyu Lu et al.
    Nature communications, 12(1), 1051-1051 (2021-02-18)
    In metabolic engineering, loss-of-function experiments are used to understand and optimise metabolism. A conditional gene inactivation tool is required when gene deletion is lethal or detrimental to growth. Here, we exploit auxin-inducible protein degradation as a metabolic engineering approach in
    Marina Lehmann et al.
    Behavioral ecology and sociobiology, 65(2), 205-215 (2011-02-26)
    Circadian rhythmicity plays an important role for many aspects of honey bees' lives. However, the question whether it also affects learning and memory remained unanswered. To address this question, we studied the effect of circadian timing on olfactory learning and
    Matthew W Bernart
    Journal of AOAC International, 98(1), 94-97 (2015-04-11)
    The citrus-derived bioactive monoterpene limonene is an important industrial commodity and fragrance constituent. An RP isocratic elution C18 ultra-HPLC (UHPLC) method using a superficially porous stationary phase and photodiode array (PDA) detector has been developed for determining the limonene content
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