脫乙酰氧基文多靈

化合物

脫乙酰氧基文多靈(英語:Desacetoxyvindoline)是一種有機化合物,分子式C23H30N2O4,屬於吲哚生物鹼,存在於長春花Catharanthus roseus)等植物中,由3-羥基-16-甲氧基-2,3-二氫水甘草鹼生成[2],再羥基化脫乙酰基文多靈[3]

脫乙酰氧基文多靈
IUPAC名
Methyl 3-hydroxy-16-methoxy-1-methyl-6,7-didehydro-2β,5α,12β,19α-aspidospermidine-3β-carboxylate
系統名
Methyl (3aR,3a1S,5R,5aR,10bR)-3a-ethyl-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
別名 Deacetoxyvindoline
識別
CAS號 105119-60-6  ☒N[[1]]
PubChem 439783
ChemSpider 388838
SMILES
 
  • CC[C@]12C[C@@]([C@H]3[C@@]4([C@H]1N(CC4)CC=C2)c5ccc(cc5N3C)OC)(C(=O)OC)O
InChI
 
  • 1/C23H30N2O4/c1-5-21-9-6-11-25-12-10-22(18(21)25)16-8-7-15(28-3)13-17(16)24(2)19(22)23(27,14-21)20(26)29-4/h6-9,13,18-19,27H,5,10-12,14H2,1-4H3/t18-,19+,21-,22+,23+/m0/s1
InChIKey WNKDGPXNFMMOEJ-RNJSZURPBV
ChEBI 16957
KEGG C02673
性質
化學式 C23H30N2O4
摩爾質量 398.5 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

  1. ^ KNApSAcK Metabolite Information - C00051787. www.knapsackfamily.com. 
  2. ^ Liscombe, DK; Usera, AR; O'Connor, SE. Homolog of tocopherol C methyltransferases catalyzes N methylation in anticancer alkaloid biosynthesis.. Proceedings of the National Academy of Sciences of the United States of America. 2 November 2010, 107 (44): 18793–8. Bibcode:2010PNAS..10718793L. PMC 2973921 . PMID 20956330. doi:10.1073/pnas.1009003107 . 
  3. ^ Vazquez-Flota, Felipe; De Carolis, Emidio; Alarco, Anne-Marie; De Luca, Vincenzo. Molecular cloning and characterization of desacetoxyvindoline-4-hydroxylase, a 2-oxoglutarate dependent-dioxygenase involved in the biosynthesis of vindoline in Catharanthus roseus (L.) G. Don. Plant Molecular Biology. 1997, 34 (6): 935–948. PMID 9290645. S2CID 33942703. doi:10.1023/A:1005894001516.