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W304603

Sigma-Aldrich

Terpinolene

≥95%, FG

Synonym(s):

4-Isopropylidene-1-methylcyclohexene, p-Menth-1,4(8)-diene, p-Meth-1-en-8-yl-formate

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
586-62-9
Molecular Weight:
136.23
FEMA Number:
3046
Beilstein/REAXYS Number:
1851203
EC Number:
209-578-0
Council of Europe no.:
2115
MDL number:
MFCD00049191
UNSPSC Code:
12164502
PubChem Substance ID:
24901446
Flavis number:
1.005
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU 1334/2008 & 872/2012

vapor density

~4.7 (vs air)

vapor pressure

~0.5 mmHg ( 20 °C)

assay

≥95%

refractive index

n20/D 1.489 (lit.)

bp

184-185 °C (lit.)

density

0.861 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

fresh; woody; citrus; pine; sweet

SMILES string

C\C(C)=C1/CCC(C)=CC1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3

InChI key

MOYAFQVGZZPNRA-UHFFFAOYSA-N

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General description

Terpinolene is a volatile monoterpene that occurs naturally in sage, rosemary and carrot.

Application


  • Based on HPLC and HS-GC-IMS Techniques, the Changes in the Internal Chemical Components of Schisandra chinensis (Turcz.) Baill. Fruit at Different Harvesting Periods Were Analyzed.: This study utilized high-performance liquid chromatography and headspace gas chromatography-ion mobility spectrometry to examine changes in internal chemical components, including terpinolene, of Schisandra chinensis during various harvest periods, offering insights into optimal harvest timing for maximum chemical efficacy (Sun et al., 2024).

  • Exogenous methyl jasmonate treatment induced the transcriptional responses and accumulation of volatile terpenoids in Oenanthe javanica (Blume) DC.: Research focused on the effect of methyl jasmonate on the accumulation of volatile terpenoids, such as terpinolene, in Oenanthe javanica, demonstrating enhanced production of these compounds which are critical for plant defense mechanisms (Feng et al., 2024).


signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 3 - Asp. Tox. 1 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

141.8 °F - Seta closed cup

flash_point_c

61 °C - Seta closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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Terpinolene, a component of herbal sage, downregulates AKT1 expression in K562 cells.
Okumura N, et al
Oncology Letters, 3(2), 321-324 (2012)
Carrot flavor: effects of genotype, growing conditions, storage, and processing.
Simon PW.
Evaluation of quality of fruits and vegetables, 315-328 (1985)
Michael F Russell et al.
Phytochemistry, 62(5), 683-689 (2003-03-07)
Individual leaves of the three most common chemotypes of Melaleuca alternifolia were examined both quantitatively and qualitatively for volatile constituents from the emergence of the first true leaves, through to 6-week-old tenth leaf set material. The 1,8-cineole and terpinolene chemotypes
G Misra et al.
Applied microbiology and biotechnology, 45(6), 831-838 (1996-07-01)
Batch experiments were conducted to assess the biotransformation potential of four hydrocarbon monoterpenes (d-limonene, alpha-pinene, gamma-terpinene, and terpinolene) and four alcohols (arbanol, linalool, plinol, and alpha-terpineol) under aerobic conditions at 23 degrees C. Both forest-soil extract and enriched cultures were
J Grassmann et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 12(6-7), 416-423 (2005-07-13)
Antioxidants from several nutrients, e.g. vitamin E, beta-carotene, or flavonoids, inhibit the oxidative modification of low-density lipoproteins. This protective effect could possibly retard atherogenesis and in consequence avoid coronary heart diseases. Some studies have shown a positive effect of those
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