| 词条 | Rhapontigenin |
| 释义 |
| Verifiedfields = | verifiedrevid = | Name = Rhapontigenin | ImageFile = Rhapontigenin.PNG | ImageSize = 200px | ImageName = Chemical structure of rhapontigenin | ImageAlt = Chemical structure of rhapontigenin | IUPACName = 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol | OtherNames = Protigenin 3,3',5-trihydroxy-4'-methoxystilbene piceatannol 4'-methyl ether |Section1={{Chembox Identifiers | CASNo = 500-65-2 | CASNo_Ref = [1] | CASNoOther = | ChEMBL_Ref = | ChEMBL = 113029 | ChemSpiderID = 4478875 | PubChem = 5320954 | SMILES = COc1ccc(cc1O)\\C=C\\c(cc2O)cc(O)c2 | InChI = 1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+ | InChIKey = PHMHDRYYFAYWEG-NSCUHMNNSA-N | MeSHName = }} |Section2={{Chembox Properties | Formula = C15H14O4 | MolarMass = 258.27 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = | RPhrases = | SPhrases = }} }}Rhapontigenin is a stilbenoid. It can be isolated from Vitis coignetiae or from Gnetum cleistostachyum.[2] It shows an action on prostate cancer cells.[3] It has been shown to inhibit the human cytochrome P450 1A1,[4] an enzyme implicated in the biotransformation of a number of carcinogenic and immunotoxic compounds. Injected in rats, rhapontigenin shows a rapid glucuronidation and a poor bioavailability.[5] References1. ^http://www.caymanchem.com/app/template/Product.vm/catalog/13293 2. ^Stilbenes from Gnetum cleistostachyum. Yao Chun-Suo, Lin Mao, LIiu Xin and Wang Ying-Hong, Huaxue xuebao, 2003, volume 61, no 8, pages 1331-1334, {{INIST|15332136}} 3. ^{{Cite journal | last1 = Jung | first1 = D. B. | last2 = Lee | first2 = H. J. | last3 = Jeong | first3 = S. J. | last4 = Lee | first4 = H. J. | last5 = Lee | first5 = E. O. | last6 = Kim | first6 = Y. C. | last7 = Ahn | first7 = K. S. | last8 = Chen | first8 = C. Y. | last9 = Kim | first9 = S. H. | title = Rhapontigenin inhibited hypoxia inducible factor 1 alpha accumulation and angiogenesis in hypoxic PC-3 prostate cancer cells | journal = Biological & Pharmaceutical Bulletin | volume = 34 | issue = 6 | pages = 850–855 | year = 2011 | pmid = 21628883| doi = 10.1248/bpb.34.850 }} 4. ^{{Cite journal | last1 = Chun | first1 = Y. J. | last2 = Ryu | first2 = S. Y. | last3 = Jeong | first3 = T. C. | last4 = Kim | first4 = M. Y. | title = Mechanism-based inhibition of human cytochrome P450 1A1 by rhapontigenin | journal = Drug Metabolism and Disposition | volume = 29 | issue = 4 Pt 1 | pages = 389–393 | year = 2001 | pmid = 11259321}} 5. ^{{Cite journal | last1 = Roupe | first1 = K. A. | last2 = Yáñez | first2 = J. A. | last3 = Teng | first3 = X. W. | last4 = Davies | first4 = N. M. | title = Pharmacokinetics of selected stilbenes: Rhapontigenin, piceatannol and pinosylvin in rats | doi = 10.1211/jpp.58.11.0004 | journal = Journal of Pharmacy and Pharmacology | volume = 58 | issue = 11 | pages = 1443–1450 | year = 2006 | pmid = 17132206| pmc = }} See also
2 : Stilbenoids|Cytochrome P450 inhibitors |
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