| 词条 | Reticuline |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 398757401 | Name = Reticuline | ImageFile = Reticuline.png | ImageName = | IUPACName =(1S)-1-[(3-Hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol | OtherNames = |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|changed|??}} | CASNo = 3968-19-2 | SMILES = CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)O)O)OC | PubChem = 439653 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 388724 | InChI = 1/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 | InChIKey = BHLYRWXGMIUIHG-HNNXBMFYBI | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = BHLYRWXGMIUIHG-HNNXBMFYSA-N | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 401501 |Section2={{Chembox Properties | C=19 | H=23 | N=1 | O=4 }} Reticuline is a chemical compound found in a variety of plants including Lindera aggregata,[1] Annona squamosa,[2] and Ocotea fasciculata (also known as Ocotea duckei).[3] It is based on the benzylisoquinoline structure. Reticuline is one of the alkaloids found in opium, and experiments in rodents suggest it possesses potent central nervous system depressing effects.[3] It is the precursor of morphine and many other alkaloids. Metabolism3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase uses S-adenosyl methionine and 3'-hydroxy-N-methyl-(S)-coclaurine to produce S-adenosylhomocysteine and (S)-reticuline. Reticuline oxidase uses (S)-reticuline and O2 to produce (S)-scoulerine and H2O2. Salutaridine synthase uses (R)-reticuline, NADPH, H+, and O2 to produce salutaridine, NADP+, and H2O. Salutaridine can then be transformed progressively to thebaine, oripavine, and morphine. 1,2-dehydroreticulinium reductase (NADPH) uses (R)-reticuline and NADP+ to produce 1,2-dehydroreticulinium, NADPH, and H+. References1. ^{{cite journal |doi=10.1016/j.chroma.2008.10.017 |title=Simultaneous determination of four alkaloids in Lindera aggregata by ultra-high-pressure liquid chromatography–tandem mass spectrometry |year=2008 |last1=Han |first1=Zheng |last2=Zheng |first2=Yunliang |last3=Chen |first3=Na |last4=Luan |first4=Lianjun |last5=Zhou |first5=Changxin |last6=Gan |first6=Lishe |last7=Wu |first7=Yongjiang |journal=Journal of Chromatography A |volume=1212 |pages=76–81 |pmid=18951552 |issue=1–2}} 2. ^{{cite journal|author1=Dholvitayakhun, Achara |author2=Trachoo, Nathanon |author3=Sakee, Uthai | title=Potential applications for Annona squamosa leaf extract in the treatment and prevention of foodborne bacterial disease | journal=Natural Product Communications | year= 2013 | volume= 8 | issue= 3 | pages= 385–388 | pmid=23678817 |display-authors=etal}} 3. ^1 {{cite journal |doi=10.1016/S0378-8741(98)00044-0 |title=Central depressant effects of reticuline extracted from Ocotea duckei in rats and mice |year=1998 |last1=de Morais |first1=Liana Clébia Soares Lima |last2=Barbosa-Filho |first2=José Maria |last3=de Almeida |first3=Reinaldo Nóbrega |journal=Journal of Ethnopharmacology |volume=62 |pages=57–61 |pmid=9720612 |issue=1}} External links{{Wiktionary inline|reticuline}}{{Components of Opium}} 4 : Natural opium alkaloids|Phenols|Phenol ethers|Tetrahydroisoquinolines |
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