Narirutin

Narirutin
Names
	IUPAC name (2S)-4′,5-Dihydroxy-7-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]flavan-4-one
	Systematic IUPAC name (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
	Other names Naringenin-7-O-rutinoside
Identifiers
CAS Number	14259-46-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28705;
ChemSpider	390871;
ECHA InfoCard	100.034.655
KEGG	C09793;
PubChem CID	442431;
UNII	06M5EAT0YC ;
CompTox Dashboard (EPA)	DTXSID30931535 ;
	InChI InChI=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 Key: HXTFHSYLYXVTHC-AJHDJQPGSA-N; 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 Key: HXTFHSYLYXVTHC-AJHDJQPGBL;
	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;
Properties
Chemical formula	C27H32O14
Molar mass	580.539 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Narirutin is a flavanone-7-O-glycoside, consisting of the flavanone naringenin bonded with the disaccharide rutinose.^[1]

It is found in orange juice.^[1]^[2]

References

Names

IUPAC name (2S)-4′,5-Dihydroxy-7-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyloxy]flavan-4-one
Systematic IUPAC name (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
Other names Naringenin-7-O-rutinoside
Identifiers
CAS Number	14259-46-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28705
ChemSpider	390871
ECHA InfoCard	100.034.655
KEGG	C09793
PubChem CID	442431
UNII	06M5EAT0YC^Y
CompTox Dashboard (EPA)	DTXSID30931535
InChI InChI=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 Key: HXTFHSYLYXVTHC-AJHDJQPGSA-N 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 Key: HXTFHSYLYXVTHC-AJHDJQPGBL
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
Properties
Chemical formula	C₂₇H₃₂O₁₄
Molar mass	580.539 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references