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Hesperidin (HP, Hesperetin 7-rutinoside) is a naturally occuring bioflavonoid that plays a role in plant defense and is abundant in citrus species, such as grapefruit, lemon and orange. Hesperidin has biological and pharmacological qualities that make it an effective antioxidant, anti-inflammatory, anti-carcinogenic, and anti-hypertensive agent with lipid-lowering activity. This makes it a useful supplement in complementary therapy protocols.
Physicochemical Properties
| Molecular Formula | C28H34O15 | |
| Molecular Weight | 610.56 | |
| Exact Mass | 610.189 | |
| Elemental Analysis | C, 55.08; H, 5.61; O, 39.31 | |
| CAS # | 520-26-3 | |
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| PubChem CID | 10621 | |
| Appearance | Light yellow to khaki solid powder | |
| Density | 1.7±0.1 g/cm3 | |
| Boiling Point | 930.1±65.0 °C at 760 mmHg | |
| Melting Point | 250-255 °C (dec.)(lit.) | |
| Flash Point | 305.5±27.8 °C | |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C | |
| Index of Refraction | 1.695 | |
| LogP | 1.78 | |
| Hydrogen Bond Donor Count | 8 | |
| Hydrogen Bond Acceptor Count | 15 | |
| Rotatable Bond Count | 7 | |
| Heavy Atom Count | 43 | |
| Complexity | 940 | |
| Defined Atom Stereocenter Count | 11 | |
| SMILES | OC1=C(OC)C=CC([C@@H]2CC(C3=C(C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O)O2)=O)=C1 |
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| InChi Key | QUQPHWDTPGMPEX-QJBIFVCTSA-N | |
| InChi Code | 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 | |
| Chemical Name | (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one | |
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| HS Tariff Code | 2934.99.9001 | |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
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| References |
[1]. Hesperidin exhibits in vitro and in vivo antitumor effects in human osteosarcoma MG-63 cells and xenograft mice models via inhibition of cell migration and invasion, cell cycle arrest and induction of mitochondrial-mediated apoptosis. Oncol Lett. 2018 Nov;16(5):6299-6306. [2]. Potential Anti-inflammatory Effects of Hesperidin from the Genus Citrus. Curr Med Chem. 2018;25(37):4929-4945. [3]. Effects of Hesperidin on H₂O₂-Treated Chondrocytes and Cartilage in a Rat Osteoarthritis Model. Med Sci Monit. 2018 Dec 17;24:9177-9186. |
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| Additional Infomation |
Hesperidin is a disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a mutagen. It is a disaccharide derivative, a member of 3'-hydroxyflavanones, a dihydroxyflavanone, a monomethoxyflavanone, a flavanone glycoside, a member of 4'-methoxyflavanones and a rutinoside. It is functionally related to a hesperetin. Hesperidin is a flavan-on glycoside found in citrus fruits. Hesperidin has been reported in Humulus lupulus, Ficus erecta var. beecheyana, and other organisms with data available. A flavanone glycoside found in CITRUS fruit peels. See also: Tangerine peel (part of). |
Solubility Data
| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.09 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (4.09 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6378 mL | 8.1892 mL | 16.3784 mL | |
| 5 mM | 0.3276 mL | 1.6378 mL | 3.2757 mL | |
| 10 mM | 0.1638 mL | 0.8189 mL | 1.6378 mL |