Hesperidin information

Hesperidin
Names
	IUPAC name (2S)-3′,5-Dihydroxy-4′-methoxy-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)-13,25,43,44,45,73,74,75-Octahydroxy-14-methoxy-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 Hesperetin, 7-rutinoside, Cirantin, hesperidoside\|heperetin, 7-rhamnoglucoside, hesperitin, 7-O-rutinoside
Identifiers
CAS Number	520-26-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28775 ;
ChEMBL	ChEMBL449317 ;
ChemSpider	10176 ;
ECHA InfoCard	100.007.536
KEGG	C09755 ;
PubChem CID	10621;
UNII	E750O06Y6O ;
CompTox Dashboard (EPA)	DTXSID9044328 ;
	InChI InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 Key: QUQPHWDTPGMPEX-QJBIFVCTSA-N ; InChI=1/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 Key: QUQPHWDTPGMPEX-QJBIFVCTBQ; InChI=1/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 Key: QUQPHWDTPGMPEX-QJBIFVCTBQ;
	SMILES O=C4c5c(O)cc(O[C@@H]2O[C@H](CO[C@@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)C)[C@@H](O)[C@H](O)[C@H]2O)cc5O[C@H](c3ccc(OC)c(O)c3)C4;
Properties
Chemical formula	C28H34O15
Molar mass	610.565 g·mol−1
Density	1.65 ± 0.1g/mL (predicted)
Melting point	262 °C
Boiling point	930.1 ± 65 °C (predicted)
	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

Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone is hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.

Hesperidin was first isolated in 1828 by French chemist M. Lebreton from the white inner layer of citrus peels (mesocarp, albedo).^[2]^[3]

Hesperidin is believed to play a role in plant defense.

^ Dakshini KM (August 1991). "Hesperetin 7-rutinoside (hesperidin) and taxifolin 3-arabinoside as germination and growth inhibitors in soils associated with the weed, Pluchea lanceolata (DC) C.B. Clarke (Asteraceae)". Journal of Chemical Ecology. 17 (8): 1585–1591. Bibcode:1991JCEco..17.1585I. doi:10.1007/BF00984690. PMID 24257882. S2CID 35483504.
^ Lebreton, M (1828). "Sur la matière cristalline des orangettes, et analyse de ces fruits non encore developpés, famille des Hesperidées". Journal de Pharmacie et de Sciences Accessories. 14: 377. Archived from the original on 2020-10-20. Retrieved 2016-10-30.
^ "Metabocard for Hesperidin (HMDB03265)". Human Metabolome Database, The Metabolomics Innovation Centre, Genome Canada. 11 February 2016. Archived from the original on 30 October 2016. Retrieved 30 October 2016.

[pmid24257882-1] Dakshini KM (August 1991). "Hesperetin 7-rutinoside (hesperidin) and taxifolin 3-arabinoside as germination and growth inhibitors in soils associated with the weed, Pluchea lanceolata (DC) C.B. Clarke (Asteraceae)". Journal of Chemical Ecology. 17 (8): 1585–1591. Bibcode:1991JCEco..17.1585I. doi:10.1007/BF00984690. PMID 24257882. S2CID 35483504.

[2] Lebreton, M (1828). "Sur la matière cristalline des orangettes, et analyse de ces fruits non encore developpés, famille des Hesperidées". Journal de Pharmacie et de Sciences Accessories. 14: 377. Archived from the original on 2020-10-20. Retrieved 2016-10-30.

[3] "Metabocard for Hesperidin (HMDB03265)". Human Metabolome Database, The Metabolomics Innovation Centre, Genome Canada. 11 February 2016. Archived from the original on 30 October 2016. Retrieved 30 October 2016.

Hesperidin information

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Plant secondary metabolism

Names


IUPAC name (2S)-3′,5-Dihydroxy-4′-methoxy-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)-1³,2⁵,4³,4⁴,4⁵,7³,7⁴,7⁵-Octahydroxy-1⁴-methoxy-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 Hesperetin, 7-rutinoside,^[1] Cirantin, hesperidoside\|heperetin, 7-rhamnoglucoside, hesperitin, 7-O-rutinoside
Identifiers
CAS Number	520-26-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28775^Y
ChEMBL	ChEMBL449317^Y
ChemSpider	10176^Y
ECHA InfoCard	100.007.536
KEGG	C09755^Y
PubChem CID	10621
UNII	E750O06Y6O^Y
CompTox Dashboard (EPA)	DTXSID9044328
InChI InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1^Y Key: QUQPHWDTPGMPEX-QJBIFVCTSA-N^Y InChI=1/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 Key: QUQPHWDTPGMPEX-QJBIFVCTBQ InChI=1/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 Key: QUQPHWDTPGMPEX-QJBIFVCTBQ
SMILES O=C4c5c(O)cc(O[C@@H]2O[C@H](CO[C@@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)C)[C@@H](O)[C@H](O)[C@H]2O)cc5O[C@H](c3ccc(OC)c(O)c3)C4
Properties
Chemical formula	C₂₈H₃₄O₁₅
Molar mass	610.565 g·mol⁻¹
Density	1.65 ± 0.1g/mL (predicted)
Melting point	262 °C
Boiling point	930.1 ± 65 °C (predicted)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references