Rhoeadine

Rhoeadine
Names
	Other names Rheadine; Rhoeadin
Identifiers
CAS Number	2718-25-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	171184 ;
PubChem CID	197775;
UNII	9Q9C65WH3B ;
CompTox Dashboard (EPA)	DTXSID10181652 ;
	InChI InChI=1S/C21H21NO6/c1-22-6-5-11-7-15-16(26-9-25-15)8-13(11)19-18(22)12-3-4-14-20(27-10-24-14)17(12)21(23-2)28-19/h3-4,7-8,18-19,21H,5-6,9-10H2,1-2H3/t18-,19-,21+/m1/s1 Key: XRBIHOLQAKITPP-SBHAEUEKSA-N ; InChI=1/C21H21NO6/c1-22-6-5-11-7-15-16(26-9-25-15)8-13(11)19-18(22)12-3-4-14-20(27-10-24-14)17(12)21(23-2)28-19/h3-4,7-8,18-19,21H,5-6,9-10H2,1-2H3/t18-,19-,21+/m1/s1 Key: XRBIHOLQAKITPP-SBHAEUEKBA;
	SMILES CN1CCC2=CC3=C(C=C2[C@@H]4[C@H]1C5=C([C@H](O4)OC)C6=C(C=C5)OCO6)OCO3;
Properties
Chemical formula	C21H21NO6
Molar mass	383.400 g·mol−1
Density	1.45 g/cm³
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Rhoeadine (rheadine) is an alkaloid derived from the flowers of the corn poppy (Papaver rhoeas). It has been studied for its potential use in the treatment of morphine dependence.^[1]

Toxicity

5 different patients were admitted to ER after being intoxicated with corn poppy. Symptoms of intoxication include nausea, vomiting, confusion, seizures, myosis and arrhythmia.^[2]

References

^ Shams, J.; Sahraei, H.; Faghih-Monzavi, Z.; Salimi, SH; Fatemi, SM; Pourmatabbed, A.; Ghoshooni, H.; Kamalinejad, M. (2008). "Effects of Papaver rhoeas Extract on the Tolerance Development to Analgesic Effects of Morphine in Mice". Iranian Journal of Pharmaceutical Research. 7 (2). doi:10.22037/ijpr.2010.757.
^ "Intoxication due to Papaver rhoeas (Corn Poppy): Five Case Reports".

[1] Shams, J.; Sahraei, H.; Faghih-Monzavi, Z.; Salimi, SH; Fatemi, SM; Pourmatabbed, A.; Ghoshooni, H.; Kamalinejad, M. (2008). "Effects of Papaver rhoeas Extract on the Tolerance Development to Analgesic Effects of Morphine in Mice". Iranian Journal of Pharmaceutical Research. 7 (2). doi:10.22037/ijpr.2010.757.

[2] "Intoxication due to Papaver rhoeas (Corn Poppy): Five Case Reports".

[1]

[2]

Names


Other names Rheadine; Rhoeadin
Identifiers
CAS Number	2718-25-4
3D model (JSmol)	Interactive image
ChemSpider	171184
PubChem CID	197775
UNII	9Q9C65WH3B
CompTox Dashboard (EPA)	DTXSID10181652
InChI InChI=1S/C21H21NO6/c1-22-6-5-11-7-15-16(26-9-25-15)8-13(11)19-18(22)12-3-4-14-20(27-10-24-14)17(12)21(23-2)28-19/h3-4,7-8,18-19,21H,5-6,9-10H2,1-2H3/t18-,19-,21+/m1/s1 Key: XRBIHOLQAKITPP-SBHAEUEKSA-N InChI=1/C21H21NO6/c1-22-6-5-11-7-15-16(26-9-25-15)8-13(11)19-18(22)12-3-4-14-20(27-10-24-14)17(12)21(23-2)28-19/h3-4,7-8,18-19,21H,5-6,9-10H2,1-2H3/t18-,19-,21+/m1/s1 Key: XRBIHOLQAKITPP-SBHAEUEKBA
SMILES CN1CCC2=CC3=C(C=C2[C@@H]4[C@H]1C5=C([C@H](O4)OC)C6=C(C=C5)OCO6)OCO3
Properties
Chemical formula	C₂₁H₂₁NO₆
Molar mass	383.400 g·mol⁻¹
Density	1.45 g/cm³
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).