carveol

carveol
Compound Structure:
Synonyms: CARVEOL;p-Mentha-6,8-dien-2-ol;p-Mentha-1,8-dien-6-ol;L-Carveol;2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol;(-)-Carveol;1-Methyl-4-isopropenyl-6-cyclohexen-2-ol;2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol;p-Mentha-1(6),8-dien-2-ol
Compound ID: NMPC-726
PubChem ID:

7438

Molecular Formula: C10H16O
Canonical SMILES: CC1=CCC(CC1O)C(=C)C
InChIKey: BAVONGHXFVOKBV-UHFFFAOYSA-N
About the compound:

Carveol is a limonene monoterpenoid, a specific type of organic compound characterized by its structure: a cyclohex-2-en-1-ol core substituted with a methyl group at position 2 and a prop-1-en-2-yl group at position 5. In the realm of plant biochemistry, it serves as a volatile oil component and a metabolite in various plants. As a natural product, carveol is found in several plant species including Echinophora tournefortii and Trachyspermum anethifolium, among others. It is particularly notable as a constituent of spearmint essential oil, where it predominantly exists in the form of cis-(−)-carveol. This compound is a colorless fluid that is soluble in oils but insoluble in water. Carveol is distinguished by its odor and flavor, which are reminiscent of spearmint and caraway. Due to these sensory properties, carveol finds widespread use as a fragrance in cosmetic products and as a flavor additive in the food industry. In terms of its health-related properties, carveol has been found to exhibit potential chemopreventive effects against mammary carcinogenesis, meaning it may help prevent breast cancer. Additionally, a specific alpha-trans-dihydroxy derivative of carveol, identified as (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol, has demonstrated potent antiparkinsonian activity in animal models. This suggests a potential therapeutic role for carveol and its derivatives in the treatment or prevention of Parkinson's disease. The diverse applications and potential health benefits of carveol highlight its significance in various fields, from flavor and fragrance industries to potential pharmaceutical uses in cancer prevention and neurodegenerative disease treatment.

https://en.wikipedia.org/wiki/Carveol

GHS Hazard Statements

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

First Aid

Eyes: Check for contact lenses, flush with water for 20-30 minutes, then transport to a hospital even without symptoms.

Skin: Flood affected area with water, wash thoroughly, and seek medical help if symptoms develop.

Inhalation: Leave contaminated area, seek fresh air. Call a physician if symptoms arise, provide respiratory protection.

Ingestion: Don't induce vomiting. If conscious, give water and seek medical help. If unconscious, ensure open airway and transport to hospital without giving anything by mouth.  DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

152.23 g/mol

XLogP3-AA

2.1

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

1

Exact Mass

152.120115130 g/mol

Monoisotopic Mass

152.120115130 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

11

Formal Charge

0

Complexity

191

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

2

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Carveol is a clear colorless liquid. Insoluble in water.

Boiling Point

439 to 441 °F at 751 mmHg (NTP, 1992)

Melting Point

208 °F (NTP, 1992)

Density

1.496 (NTP, 1992) - Denser than water; will sink

Source: PubChem

Source Species: Piliostigma thonningii.
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