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W224820

Sigma-Aldrich

4-Carvomenthenol

greener alternative

natural, ≥95%, FG

Synonym(s):

4-Carvomenthenol, 4-Terpinenol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
FEMA Number:
2248
EC Number:
Council of Europe no.:
2229c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
2.072
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

Assay

≥95%

optical activity

[α]20/D −27°, neat

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.478

bp

88-90 °C

density

0.931 g/mL at 25

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

greener alternative category

Organoleptic

herbaceous; woody; pepper

SMILES string

CC(C)C1(O)CCC(C)=CC1

InChI

1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3

InChI key

WRYLYDPHFGVWKC-UHFFFAOYSA-N

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General description

Natural occurrence: Anise, basil, black currant, cocoa, coriander, cranberry, grapefruit, lemon, lime, marjoram, peppermint oil, nutmeg and spearmint.

Application


  • Quantification of six volatile oil constituents of Oleum Cinnamomi in rat plasma and multiple tissues using GC-MS and its application to pharmacokinetic and tissue distribution studies.: This study by Chi MY et al. focused on quantifying volatile oil constituents, including 4-Carvomenthenol, in rat plasma and tissues using GC-MS, providing insights into their pharmacokinetics and tissue distribution (Chi et al., 2023).

  • 4-Carvomenthenol ameliorates the murine combined allergic rhinitis and asthma syndrome by inhibiting IL-13 and mucus production via p38MAPK/NF-κB signaling pathway axis.: This research by Bezerra Barros GC et al. demonstrated the anti-inflammatory effects of 4-Carvomenthenol in a murine model of allergic rhinitis and asthma, highlighting its potential therapeutic applications (Bezerra Barros et al., 2020).

  • Fragrance material review on 4-carvomenthenol.: Bhatia SP et al. reviewed the use of 4-Carvomenthenol as a fragrance material, discussing its chemical properties, safety, and applications in the fragrance industry (Bhatia et al., 2008).

Biochem/physiol Actions

Taste at 30 ppm

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Organoleptic Characteristics of Flavor Materials
Mosciano, G.
Perfumer & Flavorist, 30, 59-59 (2005)
Yong Jie Li et al.
Environmental science & technology, 44(14), 5483-5489 (2010-06-17)
We investigated the condensed-phase reactions of biogenic VOCs with C double bond C bonds (limonene, C(10)H(16), and terpineol, C(10)H(18)O) catalyzed by sulfuric acid by both bulk solution (BS) experiments and gas-particle (GP) experiments using a flow cell reactor. Product analysis
Kotchaphan Chooluck et al.
Planta medica, 78(16), 1761-1766 (2012-10-03)
The purpose of this study was to investigate dermal pharmacokinetics of terpinen-4-ol in rats following topical administration of plai oil derived from the rhizomes of Zingiber cassumunar Roxb. Unbound terpinen-4-ol concentrations in dermal tissue were measured by microdialysis. The dermal
Olfa Baâtour et al.
Acta pharmaceutica (Zagreb, Croatia), 62(2), 251-261 (2012-07-04)
O. majorana shoots were investigated for their essential oil (EO) composition. Two experiments were carried out; the first on hydroponic medium in a culture chamber and the second on inert sand in a greenhouse for 20 days. Plants were cultivated
M Miyazawa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 41(12), 1056-1062 (2011-11-08)
The in vitro metabolism of (-)-terpinen-4-ol was examined in human liver microsomes and recombinant enzymes. The biotransformation of (-)-terpinen-4-ol was investigated by gas chromatography-mass spectrometry. (-)-Terpinen-4-ol was found to be oxidized to (-)-(1S,2R,4R)-1,2-epoxy-p-menthan-4-ol, major metabolic product by human liver microsomal

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