Showing metabocard for 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol (MMDBc0033421)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:47:52 UTC
Update Date2024-09-28 03:58:18 UTC
Metabolite IDMMDBc0033421
Metabolite Identification
Common Name2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol
Description2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol (CAS: 98-55-5), also known as alpha-terpineol, is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers of terpineol, alpha-, beta-, and gamma-terpineol, with the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol as the major constituent. Terpineol has a pleasant odour similar to lilac and is a common ingredient in perfumes, cosmetics, and flavours. 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is occasionally found as a volatile component in urine. It is a water-soluble component of Melaleuca alternifolia Cheel, the tea tree oil (TTO). 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is a likely mediator of the in vitro and in vivo activity of the TTO as an agent that could control C. albicans vaginal infections. Purified 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol can suppress pro-inflammatory mediator production by activated human monocytes. 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is able to impair the growth of human M14 melanoma cells and appear to be more effective on their resistant variants, which express high levels of P-glycoprotein in the plasma membrane, overcoming resistance to caspase-dependent apoptosis exerted by P-glycoprotein-positive tumour cells (PMID:5556886 , 17083732 , 11131302 , 15009716 ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f46cd038d40>

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3D MOL for #<Metabolite:0x00007f46cd038d40>
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3D SDF for #<Metabolite:0x00007f46cd038d40>
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3D-SDF for #<Metabolite:0x00007f46cd038d40>
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PDB for #<Metabolite:0x00007f46cd038d40>
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3D PDB for #<Metabolite:0x00007f46cd038d40>
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SMILES for #<Metabolite:0x00007f46cd038d40>
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INCHI for #<Metabolite:0x00007f46cd038d40>
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Synonyms
ValueSource
1-alpha-TerpineolChEBI
1-Menthene-8-olChEBI
1-Methyl-4-isopropyl-1-cyclohexen-8-olChEBI
1-Methyl-4-isopropyl-1-cyclohexene-8-olChEBI
2-(4-Methyl-3-cyclohexenyl)-2-propanolChEBI
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanolChEBI
DL-alpha-TerpineolKegg
1-a-TerpineolGenerator
1-Α-terpineolGenerator
a,a,4-Trimethyl-3-cyclohexene-1-methanolGenerator
Α,α,4-trimethyl-3-cyclohexene-1-methanolGenerator
DL-a-TerpineolGenerator
DL-Α-terpineolGenerator
a-TerpineolGenerator
Α-terpineolGenerator
Molecular FormulaC10H18O
Average Mass154.253
Monoisotopic Mass154.1357652
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number98-55-5
SMILESNot Available
InChI Identifier
InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3
InChI KeyWUOACPNHFRMFPN-UHFFFAOYSA-N