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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:
562-74-3
Molecular Weight:
154.25
FEMA Number:
2248
EC Number:
209-235-5
Council of Europe no.:
2229c
MDL number:
MFCD00001562
UNSPSC Code:
12164502
PubChem Substance ID:
24900946
Flavis number:
2.072
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

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.

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

Aligned

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
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

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 2

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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Antonella Casiraghi et al.
Pharmaceutical development and technology, 15(5), 545-552 (2009-10-22)
This work aimed to evaluate the effect induced by excipients conventionally used for topical dosage forms, namely isopropyl myristate (IPM) or oleic acid (OA) or polyethylene glycol 400 (PEG400) or Transcutol (TR), on the human skin permeability of terpinen-4-ol (T4OL)
Risa Haigou et al.
Journal of oleo science, 61(1), 35-43 (2011-12-23)
We examined the in vitro metabolism of (+)-terpinen-4-ol by human liver microsomes and recombinant enzymes. The biotransformation of (+)-terpinen-4-ol was investigated by gas chromatography-mass spectrometry (GC-MS). (+)-Terpinen-4-ol was found to be oxidized to (+)-(1R,2S,4S)-1,2-epoxy-p-menthan-4-ol, (+)-(1S,2R,4S)-1,2-epoxy-p-menthan-4-ol, and (4S)-p-menth-1-en-4,8-diol by human liver
Mi-Jin Park et al.
Journal of microbiology (Seoul, Korea), 48(4), 496-501 (2010-08-28)
In this study, the antibacterial activity of essential oil from Chamaecyparis obtusa (Sieb. et Zucc) leaves and twigs was investigated. The test strains were Klebsiella pneumoniae, Listeria monocytogenes, Salmonella typhimurium, Staphylococcus aureus, Escherichia coli, Legionella pneumophila, and Methicilline-resistant Staphylococcus aureus.
C Njume et al.
International journal of antimicrobial agents, 38(4), 319-324 (2011-07-15)
The aim of this study was to isolate and identify phytochemicals with anti-Helicobacter pylori activity from the stem bark of Sclerocarya birrea. The plant crude extract was fractionated by silica gel column and thin layer chromatography techniques, initially with ethyl
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
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