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Revision as of 20:27, 10 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChemSpiderID', 'ChEBI', 'KEGG', 'StdInChI', 'StdInChIKey', 'CASNo').← Previous edit Latest revision as of 00:39, 9 March 2022 edit undoFswitzer4 (talk | contribs)Extended confirmed users10,572 editsm Added/Verified UNII and Verified CAS 
(28 intermediate revisions by 18 users not shown)
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| Verifiedfields = changed | Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 399710172 | verifiedrevid = 460021204
| ImageFile = Carveol.png | ImageFileL1 = 1R,5R-Carveol.png
| ImageCaptionL1 = (1''R'',5''R'')-Carveol<br>((–)-''cis'')
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFileR1 = 1S,5R-Carveol.png
| ImageSize = 121
| ImageCaptionR1 = (1''S'',5''R'')-Carveol<br>((–)-''trans'')
| ImageName = Stereo skeletal formula of carveol ((1S,5R)-5-yl,-1-ol)
| ImageFileL2 = 1R,5S-Carveol.png
| IUPACName = 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol
| ImageCaptionL2 = (1''R'',5''S'')-Carveol<br>((+)-''trans'')
| SystematicName = 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol<ref>{{Cite web|title = Carveol|url = https://www.ebi.ac.uk/chebi/searchId.do?chebiId=23046|work = Chemical Entities of Biological Interest|location = UK|publisher =European Bioinformatics Institute}}</ref>
| ImageFileR2 = 1S,5S-Carveol.png
| OtherNames = Mentha-6,8-dien-2-ol
| ImageCaptionR2 = (1''S'',5''S'')-Carveol<br>((+)-''cis'')
| Section1 = {{Chembox Identifiers
| PIN = 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol
| CASNo = <!-- blanked - oldvalue: 99-48-9 -->
| OtherNames = 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol<br />Mentha-6,8-dien-2-ol
| CASNo_Ref = {{cascite|correct|??}}
|Section1={{Chembox Identifiers
| PubChem = 7438
| IUPHAR_ligand = 6417
| PubChem_Ref = {{Pubchemcite|correct|PubChem}}
| PubChem1 = 2724032 | CASNo = 99-48-9
| PubChem1_Ref = {{Pubchemcite|correct|PubChem}} | CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem1_Comment = (5''R'')
| PubChem2 = 11084068 | UNII = 1L9KXT85R9
| PubChem = 7438
| PubChem2_Ref = {{Pubchemcite|correct|PubChem}}
| PubChem1 = 2724032
| PubChem2_Comment = (5''S'')
| PubChem1_Comment = (5''R'')
| PubChem3 = 330573
| PubChem2 = 11084068
| PubChem3_Ref = {{Pubchemcite|correct|PubChem}}
| PubChem3_Comment = (1''R'',5''R'') | PubChem2_Comment = (5''S'')
| PubChem4 = 443178 | PubChem3 = 330573
| PubChem3_Comment = (1''R'',5''R'')
| PubChem4_Ref = {{Pubchemcite|correct|PubChem}}
| PubChem4_Comment = (1''R'',5''S'') | PubChem4 = 443178
| PubChem4_Comment = (1''R'',5''S'')
| ChemSpiderID = 391450 | ChemSpiderID = 7160
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID1 = 2006207 | ChemSpiderID1 = 2006207
| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID1_Comment = (5''R'') | ChemSpiderID1_Comment = (5''R'')
| ChemSpiderID2 = 9259214 | ChemSpiderID2 = 9259214
| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID2_Comment = (5''S'') | ChemSpiderID2_Comment = (5''S'')
| ChemSpiderID3 = 292842 | ChemSpiderID3 = 292842
| ChemSpiderID3_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID3_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID3_Comment = (1''R'',5''R'') | ChemSpiderID3_Comment = (1''R'',5''R'')
| ChemSpiderID4 = 391450 | ChemSpiderID4 = 391450
| ChemSpiderID4_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID4_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID4_Comment = (1''R'',5''S'') | ChemSpiderID4_Comment = (1''R'',5''S'')
| EINECS = 202-757-4 | EINECS = 202-757-4
| KEGG = <!-- blanked - oldvalue: C11395 --> | KEGG = C11395
| KEGG_Ref = {{keggcite|changed|kegg}} | KEGG_Ref = {{keggcite|changed|kegg}}
| MeSHName = Carveol | MeSHName = Carveol
| ChEMBL = 1385229
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 15388 | ChEMBL1 = 1907992
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| RTECS = OS8400000
| Beilstein = 1861032 | ChEMBL5 = 1908058
| ChEBI_Ref = {{ebicite|correct|EBI}}
| 3DMet = B04241
| ChEBI = 23046
| SMILES = CC(=C)C1CC=C(C)C(O)C1
| ChEBI1=227
| SMILES1 = OC1C(=C/CC(/C(=C)C)C1)\C
| ChEBI2=232
| StdInChI = 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10+/m0/s1
| RTECS = OS8400000
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| Beilstein = 1861032
| InChI = 1/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
| 3DMet = B04334
| StdInChIKey = BAVONGHXFVOKBV-VHSXEESVSA-N
| SMILES = CC(=C)C1CC=C(C)C(O)C1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| SMILES1 = OC1C(=C/CC(/C(=C)C)C1)\C
| StdInChI = 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| InChI = 1/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
| StdInChIKey = BAVONGHXFVOKBV-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C = 10 | C=10 | H=16 | O=1
| Density = 0.958 g cm<sup>−3</sup>
| H = 16
| BoilingPtC = 226 to 227
| O = 1
| ExactMass = 152.120115134 g mol<sup>-1</sup>
| Density = 0.958 g cm<sup>-3</sup>
| BoilingPtCL = 226
| BoilingPtCH = 227
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| EUClass = {{Hazchem Xi}} | GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| RPhrases = {{R36/37/38}}
| SPhrases = {{S26}} {{S37/39}} | HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
| NFPA-H = 1
| NFPA-F = 1 | NFPA-H = 1
| NFPA-R = 0 | NFPA-F = 1
| NFPA-R = 0
| FlashPt = {{convert|98|C|F}}
| FlashPtC = 98
}} }}
}} }}


'''Carveol''' is a natural unsaturated, monocyclic mono] ] that is a constituent of ] essential oil in the form of ''cis''-(−)-carveol. It is a colorless fluid soluble in water and oils, but insoluble in water and has an odor and flavor that resemble those of spearmint and ]. Consequently, it is used as a fragrance in cosmetics and as a flavor additive in the food industry. '''Carveol''' is a natural unsaturated, monocyclic mono] ] that is a constituent of ] essential oil in the form of ''cis''-(−)-carveol. It is a colorless fluid soluble in oils, but insoluble in water and has an odor and flavor that resemble those of spearmint and ]. Consequently, it is used as a fragrance in cosmetics and as a flavor additive in the food industry.


It has been found to exhibit chemoprevention of mammary carcinogenesis (prevents ]).<ref>{{cite journal | pmid = 1638695 | year = 1992 | last1 = Crowell | first1 = PL | last2 = Kennan | first2 = WS | last3 = Haag | first3 = JD | last4 = Ahmad | first4 = S | last5 = Vedejs | first5 = E | last6 = Gould | first6 = MN | title = Chemoprevention of mammary carcinogenesis by hydroxylated derivatives of d-limonene | volume = 13 | issue = 7 | pages = 1261–4 | journal = Carcinogenesis | doi=10.1093/carcin/13.7.1261}}</ref> It has been found to exhibit chemoprevention of mammary carcinogenesis (prevents ]).<ref>{{cite journal | pmid = 1638695 | year = 1992 | last1 = Crowell | first1 = PL | last2 = Kennan | first2 = WS | last3 = Haag | first3 = JD | last4 = Ahmad | first4 = S | last5 = Vedejs | first5 = E | last6 = Gould | first6 = MN | title = Chemoprevention of mammary carcinogenesis by hydroxylated derivatives of d-limonene | volume = 13 | issue = 7 | pages = 1261–4 | journal = Carcinogenesis | doi=10.1093/carcin/13.7.1261}}</ref>


An ''alpha''-''trans''-dihydroxy ] ((1''R'',2''R'',6''S'')-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol) possesses potent antiparkinsonian activity in animal models.<ref>{{cite journal | doi = 10.1021/jm2001579 | title = Highly Potent Activity of (1R,2R,6S)-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson's Disease | year = 2011 | last1 = Ardashov | first1 = Oleg V. | last2 = Pavlova | first2 = Alla V. | last3 = Il’Ina | first3 = Irina V. | last4 = Morozova | first4 = Ekaterina A. | last5 = Korchagina | first5 = Dina V. | last6 = Karpova | first6 = Elena V. | last7 = Volcho | first7 = Konstantin P. | last8 = Tolstikova | first8 = Tat’Yana G. | last9 = Salakhutdinov | first9 = Nariman F. | journal = Journal of Medicinal Chemistry | volume = 54 | issue = 11 | pages = 3866–3874 | pmid = 21534547}}</ref> An ''alpha''-''trans''-dihydroxy ], (1''R'',2''R'',6''S'')-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol, possesses potent ]ian activity in animal models.<ref>{{cite journal | doi = 10.1021/jm2001579 | title = Highly Potent Activity of (1''R'',2''R'',6''S'')-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson's Disease | year = 2011 | last1 = Ardashov | first1 = Oleg V. | last2 = Pavlova | first2 = Alla V. | last3 = Il’Ina | first3 = Irina V. | last4 = Morozova | first4 = Ekaterina A. | last5 = Korchagina | first5 = Dina V. | last6 = Karpova | first6 = Elena V. | last7 = Volcho | first7 = Konstantin P. | last8 = Tolstikova | first8 = Tat’Yana G. | last9 = Salakhutdinov | first9 = Nariman F. | journal = Journal of Medicinal Chemistry | volume = 54 | issue = 11 | pages = 3866–3874 | pmid = 21534547 }}</ref>


==References== ==References==
{{Reflist}} {{Reflist}}


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