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1. 1-alpha-terpineol
2. Alpha-terpineol, Sodium Salt
3. D-alpha-terpineol
4. Dl-alpha-terpineol
5. P-menth-1-en-8-ol
1. Terpineol
2. 98-55-5
3. 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
4. P-menth-1-en-8-ol
5. 8000-41-7
6. Dl-alpha-terpineol
7. 1-p-menthen-8-ol
8. .alpha.-terpineol
9. Terpineol 350
10. 1-menthene-8-ol
11. Carvomenthenol
12. Terpineols
13. Fema No. 3045
14. 1-methyl-4-isopropyl-1-cyclohexen-8-ol
15. Alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol
16. 2-(4-methyl-3-cyclohexenyl)-2-propanol
17. Terpineol Schlechthin
18. Terpenol
19. Alpha-terpinenol
20. 1-methyl-4-isopropyl-1-cyclohexene-8-ol
21. Mfcd00001557
22. 8006-39-1
23. Chebi:22469
24. 1-alpha-terpineol
25. 21334lvv8w
26. Nsc-21449
27. Nsc-403665
28. 3-cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-
29. Ncgc00164431-01
30. Nsc 21449
31. Pc 593
32. Dsstox_cid_6625
33. Dsstox_rid_79596
34. Dsstox_gsid_40775
35. Terpilenol, Alpha-
36. Terpene Alcohol
37. Fema Number 3045
38. Alpha-terpineol, Analytical Standard
39. Alpha-terpineol (natural)
40. Menth-1-en-8-ol
41. 2-(4-methylcyclohex-3-enyl)propan-2-ol
42. Cas-8000-41-7
43. Ccris 3204
44. 3-cyclohexene-1-methanol,.alpha.4-trimethyl-
45. Caswell No. 823
46. Hsdb 5316
47. Mixture Of P-methenols
48. Einecs 202-680-6
49. Einecs 219-448-5
50. 3-cyclohexene-1-methanol, Alpha,alpha,4-trimethyl-
51. Brn 1906604
52. Unii-r53q4zwc99
53. Alfa_terpineol
54. Unii-21334lvv8w
55. Ai3-00275
56. Terpineol Normal
57. Alpha -terpineol
58. Dl A-terpineol
59. Menthen-8-ol
60. Einecs 232-268-1
61. Epa Pesticide Chemical Code 067005
62. Alfa-terpineol
63. 1-p-menthen-8-
64. Terpineol Or
65. .alpha.terpineol
66. Terpineol, Alpha
67. D-1-p-menthen-8-ol
68. Terpineol, Mixed Isomers
69. Monocyclic Terpenealcohols
70. (+)-.alpha.-terpineol
71. 3-cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl-
72. Ec 202-680-6
73. Ec 232-268-1
74. Alpha-terpineol, Aldrichcpr
75. Dsstox_rid_78167
76. Dsstox_gsid_26625
77. Pine Oil-593
78. Schembl28466
79. Alpha-terpineol [fcc]
80. 3-cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (s)-
81. Alpha-terpineol [hsdb]
82. (1)-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol
83. Chembl449810
84. R53q4zwc99
85. .alpha.-terpineol [ii]
86. .alpha.-terpineol [mi]
87. Alfa-terpineol [who-dd]
88. Dtxsid5026625
89. Mil-350
90. .alpha.-terpineol [fhfi]
91. Hy-n5142
92. Nsc21449
93. Tox21_112118
94. Tox21_200112
95. Tox21_302298
96. C0669
97. Nsc403665
98. Pc-593
99. 3-cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, Sodium Salt, (1s)-
100. Akos015840815
101. Alpha-terpineol, 90%, Technical Grade
102. Sb45068
103. Cas-98-55-5
104. Ncgc00248528-01
105. Ncgc00255464-01
106. Ncgc00257666-01
107. Db-059206
108. Alpha-terpineol 1000 Microg/ml In N-hexane
109. Cs-0032554
110. Ft-0622202
111. Ft-0627680
112. Ft-0698995
113. Ft-0772029
114. T0022
115. T0984
116. 2-(4-methyl-1-cyclohex-3-enyl)-propan-2-ol
117. D70165
118. (1r)-a,a,4-trimethyl-3-cyclohexene-1-methanol
119. Sr-01000944873
120. J-500272
121. Sr-01000944873-1
122. Terpin Monohydrate Impurity A [ep Impurity]
123. W-100076
124. Q27109437
125. F0001-2319
126. Alpha-terpineol, Primary Pharmaceutical Reference Standard
127. 3-cyclohexene-1-methanol, Alpha., .alpha., 4-trimethyl-
128. 22347-88-2
| Molecular Weight | 154.25 g/mol |
|---|---|
| Molecular Formula | C10H18O |
| XLogP3 | 1.8 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Exact Mass | 154.135765193 g/mol |
| Monoisotopic Mass | 154.135765193 g/mol |
| Topological Polar Surface Area | 20.2 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 168 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
... After iv injection of 0.1 mL/kg, death due to massive pulmonary edema occurred within minutes. In this animal blood and tissue levels of alpha-terpineol of between 150 and 300 ppm were observed. After smaller doses of pine oil (0.033 mL/kg), horses survived until euthanized up to 48 hr later. Blood levels of alpha-terpineol became undetectable in one of these animals after 2 hr, and no tissue levels were detected at postmortem....
PMID:981787 Tobin T et al; Res Commun Chem Pathol Pharm 15 (2): 291 (1976)
The metabolic fate of alpha-terpineol administered orally to male albino-rats was investigated, and its effects on the liver microsomal cytochrome-P-450 system were studied. For metabolic studies, alpha-terpineol was given once daily for 20 days at a dose of 600mg/kg bw; cytochrome-P-450 studies involved dosing for up to 9 days. ...The neutral fraction isolated showed the presence of one major (alpha-terpineol) and two minor compounds. One of the minor compounds was identified as p-menthane-1,2,8-triol. Further study revealed the presence of the methyl esters of oleuropeic-acid and dihydrooleuropeic-acid. Allylic oxidation of C-1 methyl esters appeared to be the major metabolic pathway. It was considered likely that the allylic methyl group at C-7 was oxidized prior to the reduction of the 1,2-double bond. Administration of alpha-terpineol increased the levels of liver microsomal cytochrome-P-450 by 72, 104, 90, 54, and 52% after 1, 2, 3, 6, and 9 days of dosing, respectively. A moderate incr was noted in the levels of liver microsomal NADPH-cytochrome-c-reductase during the first 3 days of repeated dosing. No significant effect was noted on cytochrome-b5 and NADH-cytochrome-c-reductase. The authors conclude that the allylic methyl oxidation of alpha-terpineol is the major route for its metabolic transformation in the rat. The reduction of the endocyclic double bond was specifically noted in the formation of dihydrooleuropeic-acid from oleuropeic-acid.
PMID:3179523 Madyastha KM, Srivatsan V; Bulletin of Environmental Contamination and Toxicology 41 (1): 17-25 (1988)
Biotransformation of alpha-terpineol by the common cutworm (Spodoptera litura) larvae was investigated. alpha-Terpineol was mixed in an artificial diet, and the diet was fed to the larvae (fourth-fifth instar) of S. litura. Metabolites were isolated from the frass and analyzed spectroscopically. Main metabolites were 7-hydroxy-alpha-terpineol (p-menth-1-ene-7,8-diol) and oleuropeic acid (8-hydroxy-p-menth-1-en-7-oic acid). Intestinal bacteria from the frass of larvae did not participate in the metabolism of alpha-terpineol. alpha-Terpineol was preferentially oxidized at the C-7 position (allylic methyl group) by S. litura larvae.
PMID:12166982 Miyazawa M, Ohsawa M; J Agric Food Chem 50 (17): 4916-8 (2002)
Details of the metabolism of alpha-terpineol by Pseudomonas incognita are presented. Degradation of alpha-terpineol by this organism resulted in the formation of a number of acidic and neutral metabolites. Among the acidic metabolites, beta-isopropyl pimelic acid, 1-hydroxy-4-isopropenyl-cyclohexane-1-carboxylic acid, 8-hydroxycumic acid, oleuropeic acid, cumic acid, and p-isopropenyl benzoic acid have been identified. Neutral metabolites identified were limonene, p-cymene-8-ol, 2-hydroxycineole, and uroterpenol. ... /I/t appears that P. incognita degrades alpha-terpineol by at least three different routes. While one of the pathways seems to operate via oleuropeic acid, a second may be initiated through the aromatization of alpha-terpineol. The third pathway may involve the formation of limonene from alpha-terpineol and its further metabolism.
PMID:6525582 Madyastha KM, Renganathan V; Can J Microbiol 30 (12): 1429-36 (1984)
In a minor pathway, the endocyclic alkene of alpha-terpineol is epoxidized and then hydrolysed to yield a triol metabolite 1,2,8-trihydroxy- para-menthane, which was also reported in humans after inadvertent oral ingestion of a pine-oil disinfectant containing alpha-terpineol.
FAO/WHO Joint Expert Committee on Food Additives; WHO Food Additives Series 42: 943. Aliphatic Acyclic and Alicyclic Terpenoid Tertiary Alcohols and Structurally Related Substances (1999). Available from, as of July 14, 2015: https://inchem.org/pages/jecfa.html
Metabolized primarily by conjugation with glucuronic acid and excreted in urine. Oxidation of the allylic methyl group followed by hydrogenation to yield the corresponding saturated acid may occur.
FAO/WHO Joint Expert Committee on Food Additives; WHO Food Additives Series 42: 943. Aliphatic Acyclic and Alicyclic Terpenoid Tertiary Alcohols and Structurally Related Substances (1999). Available from, as of July 14, 2015: https://www.inchem.org/pages/jecfa.html
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