Aspalathin

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 460335745

| ImageFile = Aspalathin structure.svg

| ImageSize = 300px

| IUPACName = 3-(3,4-Dihydroxyphenyl)-1-[5-(β-D-glucopyranosyl)-2,4-dihydroxyphenyl]propan-1-one

| SystematicName = 3-(3,4-Dihydroxyphenyl)-1-{2,4-dihydroxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 6027-43-6

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 79078

| PubChem = 11282394

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 9457391

| SMILES = O=C(c1c(O)c(c(O)cc1O)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO)CCc3ccc(O)c(O)c3

| InChI = 1/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1

| InChIKey = VCPUQYKWJRESOC-VJXVFPJBBW

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = VCPUQYKWJRESOC-VJXVFPJBSA-N

}}

|Section2={{Chembox Properties

| C=21 | H=24 | O=11

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

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|Section3={{Chembox Hazards

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Aspalathin is a C-linked dihydrochalcone glucoside found in rooibos tea, a herbal tea prepared from the South African rooibos plant, Aspalathus linearis (Fabaceae).{{cite journal

| author = Bramati L

| title = Quantitative Characterization of Flavonoid Compounds in Rooibos Tea (Aspalathus linearis) by LC-UV/DAD

| journal = Journal of Agricultural and Food Chemistry

| volume = 50

| pages = 5513–5519

| publisher = Elsevier

| year = 2002

| doi = 10.1021/jf025697h

| pmid = 12236672

| issue = 20|display-authors=etal}}

It was first isolated in 1965 by chromatography.{{Cite journal|last1=Koeppen|first1=B. H.|last2=Roux|first2=D. G.|date=June 1966|title=C-Glycosylflavonoids. The chemistry of aspalathin|journal=Biochemical Journal|volume=99|issue=3|pages=604–609|doi=10.1042/bj0990604|issn=0264-6021|pmc=1265048|pmid=4290475}}

It has demonstrated antidiabetic activity.{{cite journal|last1=Bader|first1=Michael|last2=Mazibuko-Mbeje|first2=Sithandiwe E.|last3=Dludla|first3=Phiwayinkosi V.|last4=Johnson|first4=Rabia|last5=Joubert|first5=Elizabeth|last6=Louw|first6=Johan|last7=Ziqubu|first7=Khanyisani|last8=Tiano|first8=Luca|last9=Silvestri|first9=Sonia|last10=Orlando|first10=Patrick|last11=Opoku|first11=Andy R.|last12=Muller|first12=Christo J. F.|title=Aspalathin, a natural product with the potential to reverse hepatic insulin resistance by improving energy metabolism and mitochondrial respiration|journal=PLOS ONE|volume=14|issue=5|year=2019|pages=e0216172|issn=1932-6203|doi=10.1371/journal.pone.0216172|pmid=31048842|pmc=6497260|bibcode=2019PLoSO..1416172M|doi-access=free}}

References