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{{chembox |
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| verifiedrevid = 400825199 |
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|ImageFile=Sclareol structure.png |
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| verifiedrevid = 434318219 |
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|ImageSize=150px |
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| ImageFile=Sclareol.svg |
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|IUPACName=(1''R'',2''R'',4a''S'',8a''S'')-1--2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1''H''-naphthalen-2-ol |
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| ImageSize=200px |
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|IUPACName_hidden=yes |
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|OtherNames=Labd-14-ene-8,13-diol |
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| IUPACName=Labd-14-ene-8,13-diol |
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| SystematicName=(1''R'',2''R'',4a''S'',8a''S'')-1--2,5,5,8a-tetramethyldecahydronaphthalen-2-ol |
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| OtherNames= |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo=515-03-7 |
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| CASNo=515-03-7 |
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| PubChem=163263 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES=CC1(C)CCC2(C)1()CC(C)(O)2CC(O)(C)C=C |
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| UNII = B607NP0Q8Y |
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| PubChem=163263 |
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| SMILES=CC1(C)CCC2(C)1()CC(C)(O)2CC(O)(C)C=C |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 143282 |
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| InChI = 1/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1 |
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| InChIKey = XVULBTBTFGYVRC-HHUCQEJWBX |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = XVULBTBTFGYVRC-HHUCQEJWSA-N |
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| RTECS = |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 9053 |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG = C09183 |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=20|H=36|O=2 |
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| C=20 | H=36 | O=2 |
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|Section3={{Chembox Hazards |
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'''Sclareol''' is a fragrant chemical compound found in ] (''Salvia sclarea''), from which it derives its name. It is classified as a bicyclic ] ]. It is an amber colored solid with a sweet, balsamic scent.<ref></ref> |
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'''Sclareol''' is a fragrant chemical compound found in '']'', from which it derives its name. It is classified as a bicyclic ] ]. It is an amber colored solid with a sweet, balsamic scent.<ref></ref> |
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In an experiment in which sclareol was dissolved in ] and applied to ], sclareol was detected in the blood (transdermal absorption) 30 minutes after application.<ref>{{cite journal | doi = 10.3390/women2030028| doi-access = free| title = Transdermal Absorption of Sclareol, an Active Ingredient in Clary Sage Oil: A Complementary and Alternative Medicine for Menopausal Symptoms| date = 2022| last1 = Matsumoto| first1 = Yutaka| last2 = Horikawa| first2 = Kazumasa| journal = Women| volume = 2| issue = 3| pages = 304–312}}</ref> In this study, higher concentrations of sclareol were detected in ] homogenates than in blood. Although sclareol accumulation in the liver was suggested, it was concluded that no acute liver dysfunction was seen because AST and ALT were not elevated. Sclareol is also able to kill human ] cells and colon cancer cells '']'' by ].<ref>{{cite journal | doi = 10.1016/S0145-2126(98)00134-9 |author1=Dimas, Kostas |author2=Kokkinopoulos, Dimitrios |author3=Demetzos, Costas |author4=Vaos, Basilios |author5=Marselos, Marios |author6=Malamas, Mixalis |author7=Tzavaras, Theodoros | title = The effect of sclareol on growth and cell cycle progression of human leukemic cell lines | journal = Leukemia Research | year = 1999 | volume = 23 | issue = 3 | pages = 217–234 | pmid = 10071073}}</ref><ref>{{cite journal | author = K. Dimas | last2 = Hatziantoniou | first2 = S | last3 = Tseleni | first3 = S | last4 = Khan | first4 = H | last5 = Georgopoulos | first5 = A | last6 = Alevizopoulos | first6 = K | last7 = Wyche | first7 = JH | last8 = Pantazis | first8 = P | last9 = Demetzos | first9 = C | title = Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice | journal = Apoptosis | volume = 12 | issue = 4 | year = 2007 | pmid = 17260186 | pages = 685–694 | doi = 10.1007/s10495-006-0026-8 | s2cid = 42171668 }}</ref> |
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Sclareol is used as a fragrance in cosmetics and perfumes and as flavoring in food. Sclareol and other similar substances may be prepared from ]. |
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Sclareol is also able to kill human leukemic cells and colon cancer cells by apoptosis.<ref>{{cite journal | doi = 10.1016/S0145-2126(98)00134-9 | author = Dimas, Kostas; Kokkinopoulos, Dimitrios; Demetzos, Costas; Vaos, Basilios; Marselos, Marios; Malamas, Mixalis; Tzavaras, Theodoros | title = The effect of sclareol on growth and cell cycle progression of human leukemic cell lines | journal = Leukemia Research | year = 1999 | volume = 23 | issue = 3 | pages = 217–234 | pmid = 10071073}}</ref><ref>{{cite journal | url = http://www.ingentaconnect.com/content/klu/appt/2007/00000012/00000004/00000026 | author = K. Dimas | last2 = Hatziantoniou | first2 = S | last3 = Tseleni | first3 = S | last4 = Khan | first4 = H | last5 = Georgopoulos | first5 = A | last6 = Alevizopoulos | first6 = K | last7 = Wyche | first7 = JH | last8 = Pantazis | first8 = P | last9 = Demetzos | first9 = C | title = Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice | journal = Apoptosis | volume = 12 | issue = 4 | year = 2007 | pmid = 17260186 | pages = 685–694 | doi = 10.1007/s10495-006-0026-8}}</ref> |
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==References== |
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==References== |
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