Misplaced Pages

Verbenalin

Names
IUPAC name Methyl (1S,4aS,7S,7aR)-1-(β-D-glucopyranosyloxy)-7-methyl-5-oxo-1,4a,5,6,7,7a-hexahydrocyclopentapyran-4-carboxylate
Systematic IUPAC name Methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-{oxy}-1,4a,5,6,7,7a-hexahydrocyclopentapyran-4-carboxylate
Other names Verbenalol β-D-glucopyranoside; Verbenalol glucoside; Cornin
Identifiers
CAS Number	548-37-8
3D model (JSmol)	Interactive image
ChemSpider	66163
PubChem CID	73467
UNII	71B68181Z6
CompTox Dashboard (EPA)	DTXSID50970143
InChI InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1Key: HLXRWTJXGMHOFN-XJSNKYLASA-N InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1Key: HLXRWTJXGMHOFN-XJSNKYLASA-N
SMILES C1CC(=O)21(OC=C2C(=O)OC)O3((((O3)CO)O)O)O
Properties
Chemical formula	C17H24O10
Molar mass	388.369 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Verbenalin is a chemical compound, classified as an iridoid glucoside, that is found in Verbena officinalis. It is one of the sleep-promoting (soporific) components in Verbena officinalis.

References

1. Deepak, M.; Handa, S. S. (2000). "Antiinflammatory activity and chemical composition of extracts of Verbena officinalis". Phytotherapy Research. 14 (6): 463–465. doi:10.1002/1099-1573(200009)14:6<463::AID-PTR611>3.0.CO;2-G. PMID 10960904. S2CID 24506417.
2. Makino, Y.; Kondo, S.; Nishimura, Y.; Tsukamoto, Y.; Huang, Z. L.; Urade, Y. (2009). "Hastatoside and verbenalin are sleep-promoting components in Verbena officinalis". Sleep and Biological Rhythms. 7 (3): 211–217. doi:10.1111/j.1479-8425.2009.00405.x. S2CID 74435229.

• Glucosides
• Iridoid glycosides
• Cyclopentanes