Compound: TERPIN
SMILES: OC1(CCC(C(O)(C)C)CC1)C
InChIKey: RBNWAMSGVWEHFP-UHFFFAOYSA-N
Synonyms: TERPIN, p-Menthane-1,8-diol, 80-53-5, 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol, NSC-403856, MPF495B08R, DTXSID7023643, DTXCID903643, Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, RefChem:932741, 201-288-2, trans-Terpin, 565-48-0, cis-p-Menthan-1,8-diol, 1,8-Terpin, 565-50-4, cis-1,8-p-Menthanediol, Terpin, trans-, trans-1,8-Terpin, trans-p-Menthan-1,8-diol, Terpene, NSC 403856, cis-4-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol, 4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol, Terpin trans-form [MI], trans-1,8-p-Menthanediol, trans-p-Menthane-1,8-diol, (Z)-terpin, (1S,4S)-4-(2-HYDROXYPROPAN-2-YL)-1-METHYLCYCLOHEXAN-1-OL, 4HW1S44T5G, Cyclohexanemethanol, 4-hydroxy-.alpha.,.alpha.,4-trimethyl-, NCGC00159414-02, 4-p-Menthan-1,8-diol, Dipenteneglycol, Terpin (VAN), Terpin [BAN], cis-p-Menthane-1,8-diol, UNII-4HW1S44T5G, UNII-MPF495B08R, Terpinhydrat, trans_terpin, EINECS 201-288-2, EINECS 209-279-5, 4-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol, p-Mentha-1,8-diol, TERPIN [WHO-DD], TERPIN [MI], EC 201-288-2, SCHEMBL19192, 4-(1-Hydroxy-1-methylethyl)-1-methylcyclohexanol, 4-(1-hydroxy-1-methyl-ethyl)-1-methyl-cyclohexanol, orb1708011, SCHEMBL5377815, SCHEMBL9536260, CHEMBL1414114, CHEMBL1513871, CHEMBL1651998, CHEBI:134806, CHEBI:179539, DTXSID401031800, DTXSID501031803, Pharmakon1600-01506188, Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, trans-, HY-N4324, Tox21_111646, (1R,4R)-4-(2-HYDROXYPROPAN-2-YL)-1-METHYLCYCLOHEXAN-1-OL, BBL034665, NSC403856, NSC760418, STL356461, AKOS022099020, AKOS024348939, AKOS037514988, EBC-618339, CAS-80-53-5, Cyclohexanemethanol,.alpha.,4-trimethyl-, NCGC00159414-01, NCGC00159414-03, NCGC00159414-04, NCGC00159414-05, NCGC00159414-06, NCGC00166136-01, AS-83272, DA-48919, NCI60_003817, PD132153, SID124892172, trans-Terpin, analytical standard, for GC, CS-0032749, NS00004546, NS00079759, ST50826873, T2344, G83071, SBI-0653368.0001, AB01563167_01, 4-(1-hydroxy-isopropyl)-1-methylcyclohexan-1-ol, cis-4-Hydroxy-|A,|A,4-trimethylcyclohexanemethanol, TERPIN MONOHYDRATE IMPURITY D [EP IMPURITY], 4-(1-Hydroxy-1-methylethyl)-1-methylcyclohexanol #, BRD-K93396439-002-01-2, Q27259605, Q27284154, CYCLOHEXANEMETHANOL, 4-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, CIS-, CYCLOHEXANEMETHANOL, 4-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, TRANS-
Theoretical properties:
molecular_formula: C10H20O2
molecular_weight: 172.26 g/mol
exact_mass: 172.146329876 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 12
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 158 - 159 °C
solubility: 1 mg/mL at 20 °C
Descriptions:
pubchem: Terpin is a p-menthane monoterpenoid.
chembl: TERPIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Terpin is an expectorant, used to loosen mucus in patients with bronchitis and related conditions. It is used as the hydrate (terpin·H2O). It is derived from sources such as turpentine, oregano, thyme, and eucalyptus. It was used in the United States in the late nineteenth century, but was removed from marketed medications in the 1990s after the Food and Drug Administration (FDA) found a lack of evidence of safety and effectiveness. Elixirs of terpin hydrate are still available with a prescription, but must be prepared by a compounding pharmacy.
It can be prepared from other volatile oils like geraniol and linalool by adding dilute acids (5% sulfuric acid) to them.