α-Cadinol or 10α-hydroxy-4-cadinene is an organic compound, a sesquiterpenoid alcohol.[1][2]
Quick Facts Names, Identifiers ...
α-Cadinol
![Thumb](//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Alpha-Cadinol.svg/220px-Alpha-Cadinol.svg.png) |
Names |
IUPAC name
Cadin-4-en-10-ol |
Systematic IUPAC name
(1R,4S,4aR,8aR)-1,6-Dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol |
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InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1 Key: LHYHMMRYTDARSZ-BYNSBNAKSA-N InChI=1/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1 Key: LHYHMMRYTDARSZ-BYNSBNAKBA
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CC1=C[C@H]2[C@@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
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Properties |
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C 15H 26O |
Molar mass |
222.37 g/mol |
Appearance |
white crystalline |
Melting point |
73 to 74 °C (163 to 165 °F; 346 to 347 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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This compound is found in essential oils and extracts of many plants, such as
α-Cadinol was said to act as anti-fungal[12] and as hepatoprotective,[14] and was proposed as a possible remedy for drug-resistant tuberculosis.[5]
Borg-Karlson, A (1981). "Configurations and conformations of torreyol (δ-cadinol), α-cadinol, T-muurolol and T-cadinol". Tetrahedron. 37 (22): 425–430. doi:10.1016/S0040-4020(01)92031-9. Boligon, AA; Schwanz, TG; Piana, M; Bandeira, RV; Frohlich, JK; Brum, TF; Zadra, M; Athayde, ML (2012). "Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. Leaves". Natural Product Research. 27 (1): 68–71. doi:10.1080/14786419.2011.653971. PMID 22273350. S2CID 2230969. De Freitas, JG; Da Camara, CA; De Moraes, MM; Da Silva, HC (2011). "Volatile constituents of two species of Protium from the Atlantic rainforest in the state of Pernambuco, Brazil". Natural Product Communications. 6 (11): 1727–30. PMID 22224298. Firozy, M; Talebpour, Z; Sonboli, A (2011). "Essential oil composition and antioxidant activities of the various extracts of Tanacetum sonbolii Mozaff. (Asteraceae) from Iran". Natural Product Research. 26 (23): 2204–2207. doi:10.1080/14786419.2011.636746. PMID 22115413. S2CID 36405031. Liu, CJ; Zhang, SQ; Zhang, JS; Liang, Q; Li, DS (2011). "Chemical composition and antioxidant activity of essential oil from berries of Schisandra chinensis (Turcz.) Baill". Natural Product Research. 26 (23): 2199–2203. doi:10.1080/14786419.2011.636745. PMID 22103398. S2CID 12460120. Yang, Y; Xiao, Y; Liu, B; Fang, X; Yang, W; Xu, J (2011). "Comparison of headspace solid-phase microextraction with conventional extraction for the analysis of the volatile components in Melia azedarach". Talanta. 86: 356–61. doi:10.1016/j.talanta.2011.09.028. PMID 22063551. Ho, CL; Liao, PC; Wang, EI; Su, YC (2011). "Composition and antifungal activities of the leaf essential oil of Neolitsea parvigemma from Taiwan". Natural Product Communications. 6 (9): 1357–60. PMID 21941915. Tung, Y. T.; Huang, C. C.; Ho, S. T.; Kuo, Y. H.; Lin, C. C.; Lin, C. T.; Wu, J. H. (2011). "Bioactive phytochemicals of leaf essential oils of Cinnamomum osmophloeum prevent lipopolysaccharide/D-galactosamine (LPS/D-GalN)-induced acute hepatitis in mice". J. Agric. Food Chem. 59 (15): 8117–8123. doi:10.1080/10412905.1999.9712005. PMID 21699244.