Baicalin: Difference between revisions

Baicalin
Names
	IUPAC name (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
	Other names Baicalein 7-O-glucuronide; 5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acid
Identifiers
CAS Number	21967-41-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:2981 ;
ChEMBL	ChEMBL485818 ;
ChemSpider	58507 ;
ECHA InfoCard	100.133.557
PubChem CID	64982;
UNII	347Q89U4M5 ;
	InChI InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 Key: IKIIZLYTISPENI-ZFORQUDYSA-N ; InChI=1/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 Key: IKIIZLYTISPENI-ZFORQUDYBD;
	SMILES O=C3\C=C(/Oc2cc(O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)c(O)c(O)c23)c4ccccc4;
Properties
Chemical formula	C21H18O11
Molar mass	446.364 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Browse history interactively

← Previous edit Next edit →

Content deleted Content added

VisualWikitext

Inline

Revision as of 15:10, 10 July 2012

Baicalin is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria lateriflora (blue skullcap). There are 10 mg/g baicalin in Scutellaria galericulata (common skullcap) leaves.^[1] Baicalin is the glucuronide of baicalein.

It is a component of Chinese medicinal herb Huang-chin (Scutellaria baicalensis) and one of the chemical ingredients of Sho-Saiko-To, an herbal supplement..

Baicalin is a known prolyl endopeptidase inhibitor,^[2] induces apoptosis in pancreatic cancer cells,^[3] and affects the GABA receptors.^{[citation needed]}

References

^ P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979
^ Tarragó, T; Kichik, N; Claasen, B; Prades, R; Teixidó, M; Giralt, E (2008). "Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor". Bioorganic & medicinal chemistry. 16 (15): 7516–24. doi:10.1016/j.bmc.2008.04.067. PMID 18650094.
^ Takahashi H, Chen MC, Pham H, Angst E, King JC, Park J, Brovman EY, Ishiguro H, Harris DM, Reber HA, Hines OJ, Gukovskaya AS, Go VL, Eibl G (2011). "Baicalein, a component of Scutellaria baicalensis, induces apoptosis by Mcl-1 down-regulation in human pancreatic cancer cells". Biochim Biophys Acta. 1813 (8): 1465–1474. doi:10.1016/j.bbamcr.2011.05.003. PMC 3123440. PMID 21596068.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

Baicalin on www.chemlink.com

[HHB-1] P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979

[2] Tarragó, T; Kichik, N; Claasen, B; Prades, R; Teixidó, M; Giralt, E (2008). "Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor". Bioorganic & medicinal chemistry. 16 (15): 7516–24. doi:10.1016/j.bmc.2008.04.067. PMID 18650094.

[3] Takahashi H, Chen MC, Pham H, Angst E, King JC, Park J, Brovman EY, Ishiguro H, Harris DM, Reber HA, Hines OJ, Gukovskaya AS, Go VL, Eibl G (2011). "Baicalein, a component of Scutellaria baicalensis, induces apoptosis by Mcl-1 down-regulation in human pancreatic cancer cells". Biochim Biophys Acta. 1813 (8): 1465–1474. doi:10.1016/j.bbamcr.2011.05.003. PMC 3123440. PMID 21596068.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1]

[2]

[3]

@@ Line 48: / Line 48: @@
 It is a component of Chinese medicinal herb Huang-chin (''[[Scutellaria baicalensis]]'') and one of the chemical ingredients of [[Sho-Saiko-To]], an herbal supplement..
-Baicalin is a known [[prolyl endopeptidase]] inhibitor,<ref>{{cite journal | pmid = 18650094}}</ref> induces apoptosis in pancreatic cancer cells,<ref>{{cite journal | author = Takahashi H, Chen MC, Pham H, Angst E, King JC, Park J, Brovman EY, Ishiguro H, Harris DM, Reber HA, Hines OJ, Gukovskaya AS, Go VL, Eibl G | title = Baicalein, a component of Scutellaria baicalensis, induces apoptosis by Mcl-1 down-regulation in human pancreatic cancer cells | journal = Biochim Biophys Acta | year = 2011 | volume = 1813 | issue = 8 | pages = 1465-1474}}</ref> and affects the [[GABA receptor|GABA receptors]].{{cn}}
+Baicalin is a known [[prolyl endopeptidase]] inhibitor,<ref>{{cite journal | pmid = 18650094 | year = 2008 | last1 = Tarragó | first1 = T | last2 = Kichik | first2 = N | last3 = Claasen | first3 = B | last4 = Prades | first4 = R | last5 = Teixidó | first5 = M | last6 = Giralt | first6 = E | title = Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor | volume = 16 | issue = 15 | pages = 7516–24 | doi = 10.1016/j.bmc.2008.04.067 | journal = Bioorganic & medicinal chemistry}}</ref> induces apoptosis in pancreatic cancer cells,<ref>{{cite journal | author = Takahashi H, Chen MC, Pham H, Angst E, King JC, Park J, Brovman EY, Ishiguro H, Harris DM, Reber HA, Hines OJ, Gukovskaya AS, Go VL, Eibl G | title = Baicalein, a component of Scutellaria baicalensis, induces apoptosis by Mcl-1 down-regulation in human pancreatic cancer cells | journal = Biochim Biophys Acta | year = 2011 | volume = 1813 | issue = 8 | pages = 1465–1474 | doi = 10.1016/j.bbamcr.2011.05.003 | pmid = 21596068 | pmc = 3123440}}</ref> and affects the [[GABA receptor|GABA receptors]].{{cn}}
 == References ==