:Narirutin

{{Chembox

| ImageFile = Narirutin.png

| ImageSize = 220px

| ImageAlt =

| ImageCaption =

| IUPACName = (2S)-4′,5-Dihydroxy-7-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]flavan-4-one

| SystematicName = (2²S,4²S,4³R,4⁴S,4⁵S,4⁶R,7²R,7³R,7⁴R,7⁵R,7⁶S)-1⁴,2⁵,4³,4⁴,4⁵,7³,7⁴,7⁵-Octahydroxy-7⁶-methyl-2²,2³-dihydro-2⁴H-3,6-dioxa-2(2,7)-[1]benzopyrana-4(2,6),7(2)-bis(oxana)-1(1)-benzenaheptaphan-2⁴-one

| OtherNames = Naringenin-7-O-rutinoside

|Section1={{Chembox Identifiers

| CASNo = 14259-46-2

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 06M5EAT0YC

| PubChem = 442431

| ChemSpiderID = 390871

| SMILES = C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)O)O)O)O)O)O)O)O

| InChI = 1/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1

| InChIKey = HXTFHSYLYXVTHC-AJHDJQPGBL

| StdInChI = 1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1

| StdInChIKey = HXTFHSYLYXVTHC-AJHDJQPGSA-N

| RTECS =

| MeSHName =

| ChEBI = 28705

| KEGG = C09793

}}

|Section2={{Chembox Properties

| C=27 | H=32 | O=14

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

Narirutin is a flavanone-7-O-glycoside, consisting of the flavanone naringenin bonded with the disaccharide rutinose.{{cite journal|last1=Rouseff|first1=Russell L.|last2=Martin|first2=Shirley F.|last3=Youtsey|first3=Charles O.|title=Quantitative survey of narirutin, naringin, hesperidin, and neohesperidin in citrus|journal=Journal of Agricultural and Food Chemistry|volume=35|issue=6|year=1987|pages=1027–1030|issn=0021-8561|doi=10.1021/jf00078a040}}

It is found in orange juice.{{cite web | title = Interferences with naringin and neohesperidin analysis by high performance liquid chromatography | url = https://www.semanticscholar.org/paper/Interferences-with-naringin-and-neohesperidin-by-Widmer-Martin/8cea1e563aaa5fc93305c9d49ff53bb196c05019 | author = Widmer W.W and Martin S.F. | date = 1993 }}

File:Orange juice UHPLC UV chromatogram.png 280 nm chromatogram after UHPLC separation of commercial orange juice. Narirutin is peak at 14.65 min.]]{{clear-left}}