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Amurensine

From Wikipedia, the free encyclopedia
Amurensine
Chemical structure of amurensine
Amurensine ball and stick structure
Names
IUPAC name
(1S,11R)-15-Methoxy-19-methyl-5,7-dioxa-19-azapentacyclo[9.7.2.02,10.04,8.012,17]icosa-2,4(8),9,12,14,16-hexaen-14-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C19H19NO4/c1-20-8-14-11-5-16(21)17(22-2)4-10(11)3-15(20)13-7-19-18(6-12(13)14)23-9-24-19/h4-7,14-15,21H,3,8-9H2,1-2H3/t14-,15+/m1/s1
    Key: BXWVSGUITWLTOD-CABCVRRESA-N
  • CN1C[C@@H]2C3=CC(=C(C=C3C[C@H]1C4=CC5=C(C=C24)OCO5)OC)O
Properties
C19H19NO4
Molar mass 325.364 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Amurensine is an alkaloid found in Papaver species such as P. alpinum, P. pyrenaicum, P. suaveolens, and P. tatricum[1] and P. nudicaule.[2] It is a member of the isoquinoline group.[3]

See also

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References

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  1. ^ Šantavý, F.; Maturová, M.; Hruban, L. (1966). "The isopavine structure of amurensine and amurensinine". Chemical Communications (2): 36. doi:10.1039/C19660000036.
  2. ^ Philipov, S; Istatkova, R; Yadamsurenghiin, GO; Samdan, J; Dangaa, S (2007). "A new 8,14-dihydropromorphinane alkaloid from Papaver nudicaule L". Natural Product Research. 21 (9): 852–6. doi:10.1080/14786410701494777. PMID 17763104. S2CID 8609245.
  3. ^ "Amurensine". PubChem. National Institutes of Health (NIH). Retrieved 19 February 2024.