Hesperidin
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MedKoo CAT#: 600141

CAS#: 520-26-3

Description: Hesperidin is a flavanone glycoside found abundantly in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the word "hesperidium", the kind of fruit produced by citrus trees. Hesperidin was first isolated in 1828 by French chemist Lebreton from the white inner layer of citrus peels (mesocarp, albedo). Hesperidin is believed to play a role in plant defense. It acts as an antioxidant according to in vitro studies.

Chemical Structure

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Hesperidin
CAS# 520-26-3
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 600141
Name: Hesperidin
CAS#: 520-26-3
Chemical Formula: C28H34O15
Exact Mass: 610.19
Molecular Weight: 610.560
Elemental Analysis: C, 55.08; H, 5.61; O, 39.31

Price and Availability

Size Price Availability Quantity
5g USD 250 2 Weeks
25g USD 450 2 Weeks
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Synonym: Hesperetin 7-rutinoside; Hesperidoside; Hesperitin-7-rhamnoglucoside; NSC 44184; USAF CF-3; Cirantin;

IUPAC/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

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

SMILES Code: O=C1C[C@@H](C2=CC=C(OC)C(O)=C2)OC3=C1C(O)=CC(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)=C3

Appearance: solid powder

Purity: >90% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO.

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
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Biological target: Hesperidin (Hesperetin 7-rutinoside), a flavanone glycoside, is isolated from citrus fruits. Hesperidin has numerous biological properties, such as decreasing inflammatory mediators and exerting significant antioxidant effects.
In vitro activity: Hesperidin notably reversed PM2.5-induced mitochondrial depolarization (Figure 1B). Furthermore, hesperidin markedly restored PM2.5-reduced myeloid cell leukemia-1 (Mcl-1), and B-cell lymphoma 2 (Bcl-2), and hesperidin markedly inhibited the expression of Bcl-2-like protein 11 (Bim) and Bcl-2-associated X protein (Bax) induced by PM2.5 (Figure 1C). In addition, PM2.5 increased the release of cytochrome c from the mitochondria to the cytoplasm; however, hesperidin attenuated it (Figure 1D). These results confirm that hesperidin remarkably alleviates PM2.5-induced mitochondrial damage. Reference: Molecules. 2022 Jul 27;27(15):4800. https://pubmed.ncbi.nlm.nih.gov/35956749/
In vivo activity: Compared with the control group, the gastric emptying rate and small intestinal propulsion rate in the model group was significantly decreased (p < 0.001). Compared with the model group, the gastric emptying rate and small intestinal propulsion rate in the medium-dose Hes (hesperidin) group, high-dose Hes group and Dompe group were significantly increased (p < 0.05, p < 0.01, p < 0.001), as detailed in Table 1. Reference: Front Pharmacol. 2022 Aug 12;13:945624. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9412972/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 3.0 4.91
DMSO 21.7 35.49
DMSO:PBS (pH 7.2) (1:5) 0.5 0.82

Preparing Stock Solutions

The following data is based on the product molecular weight 610.56 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Herath HMUL, Piao MJ, Kang KA, Zhen AX, Fernando PDSM, Kang HK, Yi JM, Hyun JW. Hesperidin Exhibits Protective Effects against PM2.5-Mediated Mitochondrial Damage, Cell Cycle Arrest, and Cellular Senescence in Human HaCaT Keratinocytes. Molecules. 2022 Jul 27;27(15):4800. doi: 10.3390/molecules27154800. PMID: 35956749; PMCID: PMC9369620. 2. Yao Y, Lin M, Liu Z, Liu M, Zhang S, Zhang Y. Hesperidin Inhibits Lung Cancer In Vitro and In Vivo Through PinX1. Front Pharmacol. 2022 Jul 1;13:918665. doi: 10.3389/fphar.2022.918665. PMID: 35847001; PMCID: PMC9283948. 3. Jia Q, Li L, Wang X, Wang Y, Jiang K, Yang K, Cong J, Cai G, Ling J. Hesperidin promotes gastric motility in rats with functional dyspepsia by regulating Drp1-mediated ICC mitophagy. Front Pharmacol. 2022 Aug 12;13:945624. doi: 10.3389/fphar.2022.945624. PMID: 36034863; PMCID: PMC9412972. 4. Lee D, Kim N, Jeon SH, Gee MS, Ju YJ, Jung MJ, Cho JS, Lee Y, Lee S, Lee JK. Hesperidin Improves Memory Function by Enhancing Neurogenesis in a Mouse Model of Alzheimer's Disease. Nutrients. 2022 Jul 29;14(15):3125. doi: 10.3390/nu14153125. PMID: 35956303; PMCID: PMC9370591.
In vitro protocol: 1. Herath HMUL, Piao MJ, Kang KA, Zhen AX, Fernando PDSM, Kang HK, Yi JM, Hyun JW. Hesperidin Exhibits Protective Effects against PM2.5-Mediated Mitochondrial Damage, Cell Cycle Arrest, and Cellular Senescence in Human HaCaT Keratinocytes. Molecules. 2022 Jul 27;27(15):4800. doi: 10.3390/molecules27154800. PMID: 35956749; PMCID: PMC9369620. 2. Yao Y, Lin M, Liu Z, Liu M, Zhang S, Zhang Y. Hesperidin Inhibits Lung Cancer In Vitro and In Vivo Through PinX1. Front Pharmacol. 2022 Jul 1;13:918665. doi: 10.3389/fphar.2022.918665. PMID: 35847001; PMCID: PMC9283948.
In vivo protocol: 1. Jia Q, Li L, Wang X, Wang Y, Jiang K, Yang K, Cong J, Cai G, Ling J. Hesperidin promotes gastric motility in rats with functional dyspepsia by regulating Drp1-mediated ICC mitophagy. Front Pharmacol. 2022 Aug 12;13:945624. doi: 10.3389/fphar.2022.945624. PMID: 36034863; PMCID: PMC9412972. 2. Lee D, Kim N, Jeon SH, Gee MS, Ju YJ, Jung MJ, Cho JS, Lee Y, Lee S, Lee JK. Hesperidin Improves Memory Function by Enhancing Neurogenesis in a Mouse Model of Alzheimer's Disease. Nutrients. 2022 Jul 29;14(15):3125. doi: 10.3390/nu14153125. PMID: 35956303; PMCID: PMC9370591.

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1: Roohbakhsh A, Parhiz H, Soltani F, Rezaee R, Iranshahi M. Neuropharmacological properties and pharmacokinetics of the citrus flavonoids hesperidin and hesperetin - A mini-review. Life Sci. 2014 Aug 7. pii: S0024-3205(14)00650-X. doi: 10.1016/j.lfs.2014.07.029. [Epub ahead of print] Review. PubMed PMID: 25109791.