:Neoeriocitrin

{{Chembox

| ImageFile = Neoeriocitrin.png

| ImageSize = 200px

| ImageAlt =

| ImageCaption =

| IUPACName = (2S)-3′,4′,5-Trihydroxy-7-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyloxy]flavan-4-one

| SystematicName = (2S)-7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one

| OtherNames = Eriodictyol-7-O-neohesperidoside

|Section1={{Chembox Identifiers

| CASNo = 13241-32-2

| PubChem = 114627

| ChemSpiderID = 102656

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 7502

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C09805

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

| InChI = 1/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

| InChIKey = OBKKEZLIABHSGY-DOYQYKRZBY

| StdInChI = 1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

| StdInChIKey = OBKKEZLIABHSGY-DOYQYKRZSA-N}}

|Section2={{Chembox Properties

| C=27 | H=32 | O=15

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility = }}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

Neoeriocitrin is a 7-O-glycoside of the flavanone eriodictyol and the disaccharide neohesperidose (α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranose).

Note that the 'neo' in the name in this case does not refer to the position of the B-ring (which is not in a neo position), but refer to the glycosyl moiety.

References

  • {{Cite journal |last=Gel-Moreto |first=Nuria |last2=Streich |first2=René |last3=Galensa |first3=Rudolf |year=2003 |title=Chiral separation of diastereomeric flavanone-7-O-glycosides in citrus by capillary electrophoresis |journal=Electrophoresis |volume=24 |issue=15 |pages=2716–2722 |doi=10.1002/elps.200305486 |issn=0173-0835 |pmid=12900888 |s2cid=40261445}}
  • {{Cite journal |last=Gardana |first=Claudio |last2=Nalin |first2=Federico |last3=Simonetti |first3=Paolo |year=2008 |title=Evaluation of flavonoids and furanocoumarins from Citrus bergamia (bergamot) juice and identification of new compounds |journal=Molecules |volume=13 |issue=9 |pages=2220–2228 |doi=10.3390/molecules13092220 |issn=1420-3049 |pmc=6244945 |pmid=18830151 |doi-access=free}}