Girinimbine

Girinimbine
Names
	Preferred IUPAC name 3,3,5-Trimethyl-3,11-dihydropyrano[3,2-a]carbazole
	Other names Girinimbin
Identifiers
CAS Number	23095-44-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:69926;
ChemSpider	87534;
PubChem CID	96943;
UNII	WH639V7QSF ;
CompTox Dashboard (EPA)	DTXSID90945774 ;
	InChI InChI=1S/C18H17NO/c1-11-10-14-12-6-4-5-7-15(12)19-16(14)13-8-9-18(2,3)20-17(11)13/h4-10,19H,1-3H3 Key: GAEQWKVGMHUUKO-UHFFFAOYSA-N; InChI=1/C18H17NO/c1-11-10-14-12-6-4-5-7-15(12)19-16(14)13-8-9-18(2,3)20-17(11)13/h4-10,19H,1-3H3 Key: GAEQWKVGMHUUKO-UHFFFAOYAD;
	SMILES CC1=C2C(=C3C(=C1)C4=CC=CC=C4N3)C=CC(O2)(C)C;
Properties
Chemical formula	C18H17NO
Molar mass	263.340 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

Girinimbine is a carbazole alkaloid isolated from the curry tree (Murraya koenigii) along with the related alkaloids mahanimbine,[1] koenimbine,[2] isomahanine, mahanine, and others.

A 2011 study of girinimbine found that it inhibited the growth and induced apoptosis in human hepatocellular carcinoma, HepG2 cells in vitro.[3]

References

CID 167963 from PubChem
Metabocard for Koenimbine
Syam, Suvitha; Abdul, Ahmad Bustamam; Sukari, Mohd. Aspollah; Mohan, Syam; Abdelwahab, Siddig Ibrahim; Wah, Tang Sook (2011). "The Growth Suppressing Effects of Girinimbine on Hepg2 Involve Induction of Apoptosis and Cell Cycle Arrest". Molecules. 16 (8): 7155–70. doi:10.3390/molecules16087155. PMC 6264672. PMID 21862957.

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[1] CID 167963 from PubChem

[2] Metabocard for Koenimbine

[3] Syam, Suvitha; Abdul, Ahmad Bustamam; Sukari, Mohd. Aspollah; Mohan, Syam; Abdelwahab, Siddig Ibrahim; Wah, Tang Sook (2011). "The Growth Suppressing Effects of Girinimbine on Hepg2 Involve Induction of Apoptosis and Cell Cycle Arrest". Molecules. 16 (8): 7155–70. doi:10.3390/molecules16087155. PMC 6264672. PMID 21862957.