Sobrerol

drugbox
IUPAC_name = (1S)-5-(1-hydroxy-1-methylethyl)-2-methylcyclohex-2-en-1-ol

---

synonyms = trans-p-Menth-6-ene-2,8-diol; trans-sobrerol
CAS_number = 42370-41-2
ATC_prefix = R05
ATC_suffix = CB07
PubChem = 36089
DrugBank =
C=10 | H=18 | O=2
molecular_weight = 170.249 g/mol
smiles = O [C@H] 1CC(CC=C1C)C(O)(C)C
boiling_point = 270-271
melting_point = 130-132
bioavailability =
protein_bound =
metabolism =
elimination_half-life =
excretion =
pregnancy_AU =
pregnancy_US =
pregnancy_category=
legal_AU =
legal_CA =
legal_UK =
legal_US =
legal_status =
routes_of_administration =

Sobrerol is a mucolytic.

History

Sobrerol was discovered by Ascanio Sobrero as an oxidation product of terpenes. Later the oxidation and reduction reactions of chiral pinene lead also to several possible isomeres of Carvone and Sobrerol, making it possible to determin reaction mechanism and the strucural properties of pinene and of other terpenes.

References

*cite journal
title = The conversion of pinene into sobrerol
author = G. G. Henderson, W. J. S. Eastburn
journal = J. Chem. Soc., Trans.
volume = 95
issue =
pages = 1465–1466
year = 1909
url =
doi = 10.1039/CT9099501465
*cite journal
title = Studies of the terpenes and allied compounds. Sobrerol, a product of the oxidation of terebenthene (oil of turpentine) in sunlight
author = H. E. Armstrong, W. J. Pope
journal = J. Chem. Soc., Trans.
volume = 59
issue =
pages = 315–320
year = 1891
url =
doi = 10.1039/CT8915900315
*cite journal
title = Über cis- und trans-Sobrerol (optisch-aktives Pinolhydrat)
author = H. Schmidt
journal = Chemische Berichte
volume = 86
issue = 11
pages = 1437–1444
year = 1953
url =
doi = 10.1002/cber.19530861112
*cite journal
title = Action of sobrerol on mucociliary transport
author = Allegra L, Bossi R, Braga PC
journal = Respiration
volume = 42
issue = 2
pages = 105–9
year = 1981
url =
doi =