| Revision as of 17:24, 10 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [← Previous edit |
Latest revision as of 23:05, 4 May 2023 edit undoLegionMammal978 (talk | contribs)Extended confirmed users7,894 edits fix mistake |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 443931172 |
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| Watchedfields = changed |
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⚫ |
| verifiedrevid = 449564799 |
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| Name = Macelignan |
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| Name = Macelignan |
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| ImageFile = Macelignan.png |
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| ImageFile = Macelignan.svg |
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| ImageSize = 200px |
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| ImageSize = |
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| ImageName = Chemical structure of macelignan |
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| ImageName = Chemical structure of macelignan |
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| ImageAlt = Chemical structure of macelignan |
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| ImageAlt = Chemical structure of macelignan |
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| IUPACName = (8''S'',8′''R'')-3-Methoxy-3′,4′-lignan-4-ol |
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| IUPACName = (8R, 8′S)-7-(3,4-methylenedioxyphenyl)-7′-(4-hydroxy-3-methoxyphenyl)-8,8′-dimethybutane |
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| SystematicName = 4--2-methoxyphenol |
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| OtherNames = <!-- <br> --> |
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| OtherNames = Anwulignan<!-- <br> --> |
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|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo = |
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| CASNo = 107534-93-0 |
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| CASNo_Ref = |
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| CASNo_Ref = {{Cascite|changed|CAS}} |
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| CASOther = |
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| PubChem = |
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| PubChem = 10404245 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8579683 |
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| UNII = 8PP3614Z43 |
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| UNII = 8PP3614Z43 |
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| SMILES = c3cc1OCOc1cc3CC(C)C(C)Cc(ccc2O)cc2OC |
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| SMILES = C(CC1=CC2=C(C=C1)OCO2)(C)CC3=CC(=C(C=C3)O)OC |
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| InChI = 1/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 |
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| InChI = |
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| InChIKey = QDDILOVMGWUNGD-UONOGXRCBH |
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| MeSHName = |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = QDDILOVMGWUNGD-UONOGXRCSA-N |
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}} |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>20</sub>H<sub>24</sub>O<sub>4</sub> |
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| Formula = C<sub>20</sub>H<sub>24</sub>O<sub>4</sub> |
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| MolarMass = 328.40 g/mol |
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| MolarMass = 328.40 g/mol |
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| ExactMass = 328.167459 u |
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| Appearance = |
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| Appearance = |
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| Density = |
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| Density = |
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| MeltingPt = <!-- °C --> |
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| MeltingPt = |
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| BoilingPt = <!-- °C --> |
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| Solubility = |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = |
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| FlashPt = |
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| Autoignition = |
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| AutoignitionPt = |
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| RPhrases = <!-- {{R10}}, {{R23}}, {{R34}}, {{R50}} etc. --> |
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| GHS_ref =<!-- no GHS data in PubChem Dec2021 --> |
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| SPhrases = <!-- {{S1/2}}, {{S9}}, {{S16}}, {{S26}}, {{S36/37/39}}, {{S45}}, {{S61}} etc. --> |
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}} |
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'''Macelignan''' is a ]. It can be found in '']'', the nutmeg. |
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'''Macelignan''' ('''Anwulignan''') is a ]. It can be found in '']'', the nutmeg. |
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==Medical research== |
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==Medical research== |
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One study has shown that macelignan may exert antimicrobial and anti] activity against '']'', but this is not a currently used treatment.<ref>Dental Caries and Medicinal Plants –An Overview. B. Parimala Devi and R. Ramasubramaniaraj, Journal of Pharmacy Research 2009, 2(11),1669-1675 http://jpronline.info/article/view/906/708</ref><ref>Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. J.Y. Chung, J.H. Choo, M.H. Lee and J.K. Hwang, Phytomedicine, Volume 13, Issue 4, 13 March 2006, Pages 261-266, {{doi|10.1016/j.phymed.2004.04.007}}</ref> |
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One study has shown that macelignan may exert antimicrobial and anti] activity against '']'', but this is not a currently used treatment.<ref>Dental Caries and Medicinal Plants –An Overview. B. Parimala Devi and R. Ramasubramaniaraj, Journal of Pharmacy Research 2009, 2(11),1669-1675 {{cite web |url=http://jpronline.info/article/view/906/708 |title=Dental Caries and Medicinal Plants –An Overview - B.Parimala Devi*, R.Ramasubramaniaraja - Journal of Pharmacy Research |access-date=2011-08-27 |url-status=dead |archive-url=https://web.archive.org/web/20110723075209/http://jpronline.info/article/view/906/708 |archive-date=2011-07-23 }}</ref><ref>Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. J.Y. Chung, J.H. Choo, M.H. Lee and J.K. Hwang, Phytomedicine, Volume 13, Issue 4, 13 March 2006, Pages 261-266, {{doi|10.1016/j.phymed.2004.04.007}}</ref> |
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Macelignan may also act as an antidiabetic molecule via PPAR signaling<ref>Therapeutic Potential of Peroxisome Proliferators–Activated Receptor-α/γ Dual Agonist With Alleviation of Endoplasmic Reticulum Stress for the Treatment of Diabetes |
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http://diabetes.diabetesjournals.org/content/57/3/737.long</ref> and upregulate adipocyte gene expression<ref name="pmid23435944">{{cite journal |vauthors=Paul S, Hwang JK, Kim HY, Jeon WK, Chung C, Han JS |title=Multiple biological properties of macelignan and its pharmacological implications |journal=] |volume=36 |issue=3 |pages=264–72 |date=March 2013 |pmid=23435944 |doi=10.1007/s12272-013-0048-z |s2cid=27489770 }}</ref> |
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Macelignan may contain antioxidant and anti-inflammatory properties<ref>{{Cite journal|last1=Lee|first1=Kyung-Eun|last2=Mun|first2=Sukyeong|last3=Pyun|first3=Hee-Bong|last4=Kim|first4=Myung-Suk|last5=Hwang|first5=Jae-Kwan|date=2012|title=Effects of macelignan isolated from Myristica fragrans (Nutmeg) on expression of matrix metalloproteinase-1 and type I procollagen in UVB-irradiated human skin fibroblasts|journal=Biological & Pharmaceutical Bulletin|volume=35|issue=10|pages=1669–1675|doi=10.1248/bpb.b12-00037|issn=1347-5215|pmid=23037157|doi-access=free}}</ref><ref name="pmid23435944" /> and is marketed in breast enhancement creams for its anti-aging properties.<ref>{{Cite web|last=says|first=Tee O.|title=Best Breast Enlargement Creams Reviewed |url=https://www.breastenlargement.name/cream/|access-date=2020-08-07|website=BreastEnlargement.name|language=en-US}}</ref> |
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==References== |
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==References== |
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{{natural-phenol-stub}} |
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