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Hirsutine

From Wikipedia, the free encyclopedia
Hirsutine
Names
IUPAC name
Methyl (2E)-17-methoxy-3β-coryn-16-ene-16-carboxylate
Systematic IUPAC name
Methyl (2E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Other names
18,19-Dihydrocorynantheine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1
    Key: NMLUOJBSAYAYEM-AZQGJTAVSA-N
  • InChI=1/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1
    Key: NMLUOJBSAYAYEM-AZQGJTAVBE
  • CC[C@H]1CN2CCC3=C([C@H]2C[C@@H]1/C(=C\OC)/C(=O)OC)NC4=CC=CC=C34
Properties
C22H28N2O3
Molar mass 368.477 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hirsutine is an indole alkaloid isolated from Uncaria rhynchophylla and found in Yokukansan.[1]

References

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  1. ^ Jung, H. Y.; Nam, K. N.; Woo, B. C.; Kim, K. P.; Kim, S. O.; Lee, E. H. (2013). "Hirsutine, an indole alkaloid of Uncaria rhynchophylla, inhibits inflammation-mediated neurotoxicity and microglial activation". Molecular Medicine Reports. 7 (1): 154–8. doi:10.3892/mmr.2012.1135. PMID 23117160.