A flavonoid glycoside with antioxidant and osteoclastogenic activities
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Isorhamnetin 3-O-neohesperidoside

Item No. 34604

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
55033-90-4
Synonyms
  • Calendoflavoside
  • Isorhamnetin-3-O-nehesperridin
  • Isorhamnetin-3-O-neohesperidine
  • Isorhamnetin 3-O-neohesperoside
Molecular Formula
C28H32O16
Formula Weight
624.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): Slightly soluble
λmax
254, 355 nm
SMILES
O=C(C(O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)=C(C3=CC=C(C(OC)=C3)O)OC4=CC(O)=C5)C4=C5O
InChi Code
InChI=1S/C28H32O16/c1-9-18(33)21(36)23(38)27(40-9)44-26-22(37)19(34)16(8-29)42-28(26)43-25-20(35)17-13(32)6-11(30)7-15(17)41-24(25)10-3-4-12(31)14(5-10)39-2/h3-7,9,16,18-19,21-23,26-34,36-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,26+,27-,28-/m0/s1
InChi Key
QHLKSZBFIJJREC-SPSUIZEHSA-N
Origin
Plant/Typha angustifolia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Isorhamnetin 3-O-neohesperidoside is a flavonoid glycoside that has been found in A. salicina and has antioxidant and osteoclastogenic activities.1,2 It inhibits xanthine oxidase and scavenges superoxide radicals in a cell-free assay (IC50s = 48.75 and 30 µg/ml, respectively).1 Isorhamnetin 3-O-neohesperidoside promotes RANKL-induced osteoclastogenesis of mouse bone marrow-derived macrophages in a concentration-dependent manner.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bouhlel, I., Limem, I., Skandrani, I., et al. Assessment of isorhamnetin 3-O-neohesperidoside from Acacia salicina: Protective effects toward oxidation damage and genotoxicity induced by aflatoxin B1 and nifuroxazide. J. Appl. Toxicol. 30(6), 551-558 (2010).

    2. Yu, X., Zheng, F., Shang, W., et al. Isorhamnetin 3-O-neohesperidoside promotes the resorption of crown-covered bone during tooth eruption by osteoclastogenesis. Sci. Rep. 10(1), 5172 (2020).