词条 | Pinitol |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464207015 | Name = Pinitol | ImageFile = D-Pinitol.svg | ImageSize = | ImageName = Chemical structure of D-pinitol | ImageAlt = Chemical structure of pinitol | IUPACName = (1S,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol | OtherNames = 3-O-Methyl-D-chiro-inositol D-(+)-chiro-Inositol D-Pinitol Inzitol D-(+)-Pinitol (+)-Pinitol Sennitol Pinnitol (+/-)pinitol |Section1={{Chembox Identifiers | CASNo = 10284-63-6 | CASNo_Ref = {{cascite|changed|??}}= | CASNoOther = | UNII_Ref = {{fdacite|changed|FDA}} | UNII = TF9HZN9T0M | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 493737 | PubChem = 164619 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 10369209 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 28548 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = DSCFFEYYQKSRSV-KLJZZCKASA-N | SMILES = CO[C@H]1[C@@H]([C@H]([C@H]([C@@H]([C@@H]1O)O)O)O)O | InChI = | MeSHName = }} |Section2={{Chembox Properties | Formula = C7H14O6 | MolarMass = 194.18 g/mol | Appearance = | Density = | MeltingPtC = 179 to 185 | MeltingPt_notes = | BoilingPt = | Solubility = }}Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves.[1][2] Gall plant tannins can be differentiated by their content of pinitol.[3] It was first identified in the sugar pine (Pinus lambertiana).[4] It is also found in other plants, such as in the pods of the carob tree.[5] Certain variants of the bacteria Pseudomonas putida have been used in organic synthesis, the first example being the oxidation of benzene, employed by Steven Ley in the synthesis of (+/-)pinitol.[6] GlycosidesCiceritol is a pinitol digalactoside that can be isolated from seeds of chickpea, lentil and white lupin.[7]A cyclitol derivative can be found in the marine sponge Petrosia sp.[8] References1. ^Narayanan, 1987 2. ^Introduction Sutherlandia frutescens - Kankerbossie 3. ^{{Cite journal | last1 = Sanz | first1 = M. L. | last2 = Martínez-Castro | first2 = I. | last3 = Moreno-Arribas | first3 = M. V. | doi = 10.1016/j.foodchem.2008.04.050 | title = Identification of the origin of commercial enological tannins by the analysis of monosaccharides and polyalcohols | journal = Food Chemistry | volume = 111 | issue = 3 | pages = 778 | year = 2008 | pmid = | pmc = }} 4. ^{{Cite journal | doi = 10.1021/ja01126a036| title = The Structure of Pinitol| journal = Journal of the American Chemical Society| volume = 74| issue = 6| pages = 1479| year = 1952| last1 = Anderson | first1 = A. B. | last2 = MacDonald | first2 = D. L.| last3 = Fischer | first3 = H. O. L. }} 5. ^Tetik, N., & Yüksel, E. (2014). Ultrasound-assisted extraction of d-pinitol from carob pods using response surface methodology. Ultrasonics sonochemistry, 21(2), 860-865. 6. ^Microbial oxidation in synthesis: A six step preparation of (+/-)-pinitol from benzene, S. V. Ley et al., Tetrahedron Lett. Volume 28, 1987, Pages 225 {{DOI|10.1016/S0040-4039(00)95692-2}} 7. ^Ciceritol, a pinitol digalactoside from seeds of chickpea, lentil and white lupin; Phytochemistry, Volume 22, Issue 8, 1983, Pages 1745-1751{{dead link|date=March 2019|bot=medic}}{{cbignore|bot=medic}} 8. ^A cyclitol derivative as a replication inhibitor from the marine sponge Petrosia sp. Kim D.-K.; Young Ja Lim; Jung Sun Kim; Jong Hee Park; Nam Deuk Kim; Kwang Sik Im; Jongki Hong; Jung J. H. Journal of natural products, 1999, vol. 62, no5, pp. 773-776 External links
1 : Cyclitols |
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