Vasicine

Vasicine (peganine) is a quinazoline alkaloid. It is found in Justicia adhatoda, after which it is named. It is additionally found in Peganum harmala.^[1]

Vasicine

Names
IUPAC name (3S)-1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Other names Peganine; (-)-vasicine
Identifiers
CAS Number	6159-55-3 Y (±): 6159-56-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:181180
ChEMBL	ChEMBL1186527
ChemSpider	65485
KEGG	C10733
PubChem CID	667496
UNII	6C2ZBI733P Y
CompTox Dashboard (EPA)	DTXSID701317988
InChI InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2 Key: YIICVSCAKJMMDJ-UHFFFAOYSA-N
SMILES O[C@@H]1C=2N(CC=3C(N2)=CC=CC3)CC1
Properties
Chemical formula	C11H12N2O
Molar mass	188.230 g·mol−1
Melting point	210 °C (410 °F; 483 K)
Solubility in acetone, alcohol, chloroform	Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Vasicine has been compared to theophylline both in vitro and in vivo.^[2] It has also been studied in combination with the related alkaloid vasicinone. Both the alkaloids in combination (1:1) showed pronounced bronchodilatory activity in vivo and in vitro.^[3] Both alkaloids are also respiratory stimulants.^[3] Vasicine has a cardiac–depressant effect, while vasicinone is a weak cardiac stimulant; the effect can be normalized by combining the alkaloids.^[3][4] Vasicine is reported to have a uterine stimulant effect.^[4]