CHAMPIGNOL - CAS 3687-48-7
Category: Intermediates
Molecular Formula:
Molecular Weight:
Olfactive Family:
Odor description:
Powerful, genuine mushroom odor with a slight fruity note. Less earthy than the racemic mixture
Taste description:
Characteristic mushroom, fresher than its racemic mixture.
colorless liquid
1-Octen-3-ol, (3R)-, CHAMPIGNOL, R-(-)-1-Octen-3-ol, R-1-Octen-3-ol, laevo
Insoluble in water; soluble in alcohol.
Store tightly sealed under inert gas in a cool, well-ventilated area.
Shelf Life:
36 months from manufacture date
Boiling Point:
180.31 C (EPI 4.0)
0.832 : 0.838 at 25 deg C
Refractive index:
1.435 : 1.441 at 20 deg C
1.Stereochemical correlation between 10-hydroperoxyoctadecadienoic acid and 1-octen-3-ol in Lentinula edodes and Tricholoma matsutake mushrooms.
Akakabe Y1, Matsui K, Kajiwara T. Biosci Biotechnol Biochem. 2005 Aug;69(8):1539-44.
Linoleic acid (LA) incubated with a homogenate of Lentinula edodes or Tricholoma matsutake mushroom significantly increased the amount of (R)-1-octen-3-ol. The alcohol was identified as (S)-10-HODE with 90-87% and >99% enantiomeric excess (ee), respectively. During the incubation of LA with these homogenates in the presence of glutathione-glutathione peroxidase (GSH-GPx), which can reduce hydroperoxy fatty acids to the corresponding hydroxy acids, the formation of (R)-1-octen-3-ol was significantly inhibited, whereas the amount of 10-hydroxy-(8E,12Z)-8,12-octadecadienoic acid (10-HODE) was significantly increased. The acid was identified as (S)-10-HODE with 92-88% ee and >99% ee, respectively. The decrease in the amount of alcohol was approximately the same as the increase in amount of HODE in both mushrooms. These results indicate a stereochemical correlation between (R)-1-octen-3-ol and (S)-10-hydroperoxy-(8E,12Z)-8,12-octadecadienoic acid [(S)-10-HPODE] in both mushrooms.
2.A powerful approach to explore the potential of medicinal plants as a natural source of odor and antioxidant compounds.
Perestrelo R1, Silva CL1, Rodrigues F1, Caldeira M1, Câmara JS2. J Food Sci Technol. 2016 Jan;53(1):132-44. doi: 10.1007/s13197-015-2022-x. Epub 2015 Sep 11.
In this study an efficient and reliable method based on dynamic headspace solid-phase microextraction (HS-SPME) followed by gas chromatography-mass spectrometry (GC-qMS), was developed to establish the volatile metabolomic pattern of Thymus vulgaris L., Rosmarinus officinalis L. and Ruta chalepensis L. medicinal plants. The HS-SPME influencing parameters were investigated and the results indicated that the best extraction capability, was obtained using DVB/CAR/PDMS coating fiber at 40 °C for 45 min. Under optimal conditions, a total of 99 volatile metabolites were identified, including 53 terpenoids, 19 carbonyl compounds, 7 esters, 6 alcohols, among others. The main volatile metabolites identified in T. vulgaris include thymol (67 %), 3-octanone (9 %) and 1-octen-3-ol (7 %), while in R. officinalis the most dominant volatiles were eucalyptol (40 %), 2-decanone (20 %) and bornyl acetate (10 %). 2-Undecanone (53 %), (E)-2-octenal (28 %) and 2-nonanone (10 %) were the most relevant volatile metabolites identified in R.
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