A flavonoid glycoside with antioxidative and antitumor activities
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Narcissoside

Item No. 27759

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[6-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
604-80-8
Synonyms
  • Isorhamnetin-3-O-β-D-rutinoside
  • Narcissin
Molecular Formula
C28H32O16
Formula Weight
624.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5mg/mLDMSO: 3mg/mLPBS (pH 7.2): 5mg/mL
λmax
256, 359 nm
SMILES
OC1=CC(O)=C(C(C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)O2)=C(C4=CC=C(O)C(OC)=C4)O5)=O)C5=C1
InChi Code
InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27+,28-/m0/s1
InChi Key
UIDGLYUNOUKLBM-GEBJFKNCSA-N
Origin
Plant/Microcos paniculata leaf
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $268

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    25 mg

    $587

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    Cayman Chemical
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    Product Description

    Narcissoside is a flavonoid glycoside that has been found in the plant Z. simplex and has antioxidative and antitumor activities.1,2 It scavenges 27.74, 33.41, and 63% of 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay when used at concentrations of 1, 10, and 100 µM, respectively.2 It inhibits activation of Epstein-Barr virus early antigen (EBV-EA) induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in Raji cells and inhibits TPA-induced papilloma formation in mice when 85 nmol is applied topically prior to TPA application twice per week.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ito, H., Miyake, M., Nishatani, E., et al. Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima. Cancer Lett. 143(1), 5-13 (1999).

    2. Abdallah, H.M., and Edmat, A. Antioxidant and anti-inflammatory activities of the major phenolics from Zygophyllum simplex L. J. Ethnaopharmacol. 205, 51-56 (2017).