Vincaminol

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
CAS Number
  • 3382-95-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 174193
PubChem CID
  • 201188
UNII
  • S4D53C4NN7 checkY
CompTox Dashboard (EPA)
  • DTXSID80955408 Edit this at Wikidata
InChI
  • 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
Chemical formula
 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).
Infobox references
Chemical compound

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

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

References

  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.


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