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Vincaminol

From Wikipedia, the free encyclopedia
Vincaminol
Names
IUPAC name
14α-(Hydroxymethyl)-14,15-dihydro-3α,16α-eburnamenin-14β-ol
Systematic IUPAC name
(41S,12S,13aS)-13a-Ethyl-12-(hydroxymethyl)-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-ol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H26N2O2/c1-2-19-9-5-10-21-11-8-15-14-6-3-4-7-16(14)22(17(15)18(19)21)20(24,12-19)13-23/h3-4,6-7,18,23-24H,2,5,8-13H2,1H3/t18-,19+,20+/m1/s1
    Key: YCXHPBHFOLIYEB-AABGKKOBSA-N
  • InChI=1/C20H26N2O2/c1-2-19-9-5-10-21-11-8-15-14-6-3-4-7-16(14)22(17(15)18(19)21)20(24,12-19)13-23/h3-4,6-7,18,23-24H,2,5,8-13H2,1H3/t18-,19+,20+/m1/s1
    Key: YCXHPBHFOLIYEB-AABGKKOBBO
  • CC[C@@]12CCCN3[C@@H]1c4c(c5ccccc5n4[C@](C2)(CO)O)CC3
Properties
C20H26N2O2
Molar mass 326.440 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Vincaminol (C20H26N2O2) is a chemical that is a part of the Vinca alkaloid group, which were discovered in the 1950s by a Canadian scientist and are derived from Vinca minor (periwinkle).[1][2] Vincaminol is not as well known as some of the other Vinca alkaloids such as vinblastine, vinorelbine, vincristine, and vindesine, which are the four main, medically useful Vinca alkaloids.

Uses

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Vincaminol is used in to synthesize vincamine.[citation needed]

References

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  1. ^ PubChem. "Vincaminol". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-15.
  2. ^ Smeyers, Yves G.; Smeyers, Nadine J.; Randez, Juan J.; Hernandez-Laguna, A.; Galvez-Ruano, E. (1991-06-01). "A structural and pharmacological study of alkaloids of Vinca Minor". Molecular Engineering. 1 (2): 153–160. doi:10.1007/BF00420051. ISSN 1572-8951. S2CID 93210480.