Chemistry:Beta-Funaltrexamine

β-Funaltrexamine

Names
IUPAC name Methyl (2E)-4-{[17-(cyclopropylmethyl)-3,14-dihydroxy-4,5α-epoxymorphinan-6β-yl]amino}-4-oxobut-2-enoate
Systematic IUPAC name Methyl (2E)-4-{[(4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinolin-7-yl]amino}-4-oxobut-2-enoate
Identifiers
CAS Number	72782-05-9
3D model (JSmol)	Interactive image
Abbreviations	β-FNA
ChEBI	CHEBI:81527
ChEMBL	ChEMBL473136
ChemSpider	4470557
KEGG	C18127
PubChem CID	5311018
InChI InChI=1S/C25H30N2O6/c1-32-20(30)7-6-19(29)26-16-8-9-25(31)18-12-15-4-5-17(28)22-21(15)24(25,23(16)33-22)10-11-27(18)13-14-2-3-14/h4-7,14,16,18,23,28,31H,2-3,8-13H2,1H3,(H,26,29)/b7-6+/t16-,18-,23+,24+,25-/m1/s1 Key: PQKHESYTSKMWFP-WZJCLRDWSA-N
SMILES COC(=O)/C=C/C(=O)N[C@@H]1CC[C@]2([C@H]3Cc4ccc(c5c4[C@]2([C@H]1O5)CCN3CC6CC6)O)O
Properties
Chemical formula	C25H30N2O6
Molar mass	454.523 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

β-Funaltrexamine (β-FNA) is an irreversible (covalently bonding) opioid antagonist that was used to create the first crystal structure of the μ-opioid receptor. Chemically, it is a naltrexone derivative with a methyl-fumaramide group in the 6-position.

See also

• β-Fuoxymorphamine