4- Terpineol

4- Terpineol
Compound Structure:
Synonyms: 4-Carvomenthenol;Terpinen-4-ol;562-74-3;4-Terpineol;p-Menth-1-en-4-ol;1-Terpinen-4-ol;Terpinenol-4;1-p-Menthen-4-ol;Terpene-4-ol;1-Menthene-4-ol;TERPINENE-4-OL;1-para-Menthen-4-ol;3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl
Compound ID: NMPC-383
PubChem ID:

11230

Molecular Formula: C10H18O
Canonical SMILES: CC1=CCC(CC1)(C(C)C)O
InChIKey: WRYLYDPHFGVWKC-UHFFFAOYSA-N
About the compound:

Terpinen-4-ol is identified as a terpineol isomer with the chemical structure C10H18O and is a prominent component of tea tree oil, which is extracted from the leaves, branches, and bark of Melaleuca alternifolia Cheel. This compound has been linked to contact dermatitis when tea tree oil is applied topically and is also present in Juniperus communis, contributing to the timber's high resistance to decay [1]. The substance is known for various potential health benefits, such as reducing inflammation, acting as an antioxidant, eliminating microbes, improving mood, lessening stress, relieving pain, and supporting digestive health. Terpinen-4-ol finds application in cosmetics for its therapeutic effects and scent, in vaping products, and as a food flavoring agent, but it requires dilution prior to use due to its strength [2]. From a chemical standpoint, terpinen-4-ol falls within the aliphatic homomonocyclic compound category and is recognized among tertiary alcohols and menthane monoterpenoids. Its pharmacological role includes acetylcholinesterase inhibition, which hints at its importance in biochemical pathways, yet the exact impact and operational mechanisms remain to be fully elucidated. Clinical research into its efficacy for treating conditions such as seborrheic blepharitis and chronic blepharitis suggests its potential for therapeutic use [3].

References 

1. Wikipedia contributors. (n.d.). Terpinen-4-ol. In Wikipedia, The Free Encyclopedia. Retrieved from https://en.wikipedia.org/wiki/Terpinen-4-ol

2. Finest Labs. (n.d.). What is Terpineol? Benefits, Uses, and Effects. Retrieved from https://finestlabs.com/what-is-terpineol/

3. DrugBank Online. (n.d.). Terpinen-4-ol: Uses, Interactions, Mechanism of Action. Retrieved from https://go.drugbank.com/drugs/DB14106

GHS Hazard Statements

H302 (99.95%): Harmful if swallowed [Warning Acute toxicity, oral]

H315 (98.38%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (96.56%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H336 (10.99%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

154.25 g/mol

XLogP3-AA

2.2

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

1

Exact Mass

154.135765193 g/mol

Monoisotopic Mass

154.135765193 g/mol

Topological Polar Surface Area

20.2²

Heavy Atom Count

11

Formal Charge

0

Complexity

170

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

1

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Colourless to pale yellow, oily liquid; Warm-peppery, mildly earthy, musty-woody odour

Boiling Point

209 °C

Density

0.926 g/cu cm at 20 °C

Solubility 

Slightly soluble in water, soluble in oils

Source: PubChem

Source Species: Ocimum basilicum
Phyllanthus muellerianus
Solanum nigrum
Acalypha ornata
Eucalyptus cloeziana
Taxodium distichum
Eucalyptus torelliana
Tecoma stans
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