Chemodex

Hesperidin

Product Code:
 
CDX-H0245
Supplier:
 
Chemodex
Host Type:
 
Plant
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
+4°C
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Chemical Structure

Chemical Structure

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CDX-H0245-G02525 g£48.00
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CDX-H0245-G100100 g£108.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
Cirantin; Hesperidoside; NSC 44184; Hesperetin 7-rhamnoglucoside; Hesperitin-7-rutinoside; Diosmin EP Impurity B
Appearance:
Beige to light brown powder.
CAS:
520-26-3
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
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
InChiKey:
QUQPHWDTPGMPEX-QJBIFVCTSA-N
Long Description:
Chemical. CAS: 520-26-3. Formula: C28H34O15. MW: 610.56. Isolated from plant source. Hesperidin is a flavanone rutinoside first isolated from citrus peels. It is metabolized by intestinal bacteria to an aglycone form, hesperetin, which is thought to be more bioavailable due to reduced polarity that allows for increased cell permeability. Both hesperidin (Hsd) and its aglycone hesperetin (Hst) have various biological properties. Studies have shown both anti-cancer and cancer chemopreventive effects, associated with their antioxidant, radical scavenging and anti-inflammatory activities. In addition, Hsd and Hst interfere at different stages of cancer. They inhibit tumor growth by targeting multiple cellular protein targets at the same time, including caspases, Bcl-2 and Bax for the induction of apoptosis, and COX-2, MMP-2 and MMP-9 for the inhibition of angiogenesis and metastasis. They also have show cardioprotective, neuroprotective and antimicrobial effects.
MDL:
MFCD00075663
Molecular Formula:
C28H34O15
Molecular Weight:
610.56
Package Type:
Vial
Product Description:
Hesperidin is a flavanone rutinoside first isolated from citrus peels. It is metabolized by intestinal bacteria to an aglycone form, hesperetin, which is thought to be more bioavailable due to reduced polarity that allows for increased cell permeability. Both hesperidin (Hsd) and its aglycone hesperetin (Hst) have various biological properties. Studies have shown both anti-cancer and cancer chemopreventive effects, associated with their antioxidant, radical scavenging and anti-inflammatory activities. In addition, Hsd and Hst interfere at different stages of cancer. They inhibit tumor growth by targeting multiple cellular protein targets at the same time, including caspases, Bcl-2 and Bax for the induction of apoptosis, and COX-2, MMP-2 and MMP-9 for the inhibition of angiogenesis and metastasis. They also have show cardioprotective, neuroprotective and antimicrobial effects. Antiviral, potential inhibitor against SARS-CoV-2 infection.
Purity:
>98% (HPLC)
SMILES:
O=C1C[C@@H](C2=CC=C(OC)C(O)=C2)OC3=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4)=CC(O)=C31
Solubility Chemicals:
Soluble in DMSO (5mg/ml), DMF (3mg/ml) or pyridine (50mg/ml).
Source / Host:
Isolated from plant source.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) E. Meiyanto, et al.; Asian Pac. J. Cancer Prev. 13, 427 (2012) | (2) H. Parhiz, et al.; Phytother. Res. 29, 323 (2015) (Review) | (3) A. Roohbakhsh, et al.; Life Sci. 124, 64 (2015) (Review) | (4) M. Iranshahi, et al.; Life Sci. 137, 125 (2015) (Review) | (5) A. Ahmadi & A. Shadboorestan; Nutr. Cancer 68, 29 (2016) (Review) | (6) A. Ahmadi, et al.; Curr. Med. Chem. 22, 3462 (2015) (Review) | (7) S. Tejada, et al.; Curr. Med. Chem. 25, 4929 (2018) (Review) | (8) M. Hajialyani, et al.; Molecules 24, E648 (2019) (Review) | Hesperidin Is a Potential Inhibitor against SARS-CoV-2 Infection: F.J. Cheng, et al.; Nutrients 13, 2800 (2021)