A flavonoid with diverse biological activities
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Isomer(s)
33747Kaempferol 3-O-galactoside
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Isoorientin

Item No. 26862

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-6-β-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one
CAS Number
4261-42-1
Synonyms
  • Homoorientin
  • Lespecapitioside
  • Lutonaretin
Molecular Formula
C21H20O11
Formula Weight
448.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: slightly soluble
λmax
213, 259, 272, 353 nm
SMILES
OC1=C([C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C(O)=C(C(C=C(C3=CC(O)=C(O)C=C3)O4)=O)C4=C1
InChi Code
InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1
InChi Key
ODBRNZZJSYPIDI-VJXVFPJBSA-N
Origin
Plant/Lophatherum gracile
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Isoorientin is a flavonoid that has been found in G. olivieri and has diverse biological activities.1,2,3 It induces apoptosis in and reduces cell viability of PATU-8988 and PANC-1 pancreatic cancer cells in a concentration-dependent manner.1 Isoorientin reduces expression of COX-2, IL-6, 5-lipoxygenase (5-LO), and TNF-α in RAW 264.7 cells.2 In vivo, isoorientin (20 mg/kg) reduces carrageenan-induced paw edema and air pouch blood vessel swelling in mice. It increases stomach levels of superoxide dismutase (SOD) and glutathione (GSH) and reduces ulcer area in a rat model of gastric ulcers induced by indomethacin (Item No. 70270).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ye, T., Su, J., Huang, C., et al. Isoorientin induces apoptosis, decreases invasiveness, and downregulates VEGF secretion by activating AMPK signaling in pancreatic cancer cells. Onco. Targets Ther. 9, 7481-7492 (2016).

    2. Anilkumar, K., Reddy, G.V., Azad, R., et al. Evaluation of anti-inflammatory properties of isoorientin isolated from tubers of Pueraria tuberosa. Oxid. Med. Cell. Longev. 5498054, (2017).

    3. Karaoğlan, E.S., Albayrak, A., Kutlu, Z., et al. Gastroprotective and antioxidant effects of Eremurus spectabilis Bieb. methanol extract and its isolated component isoorientin on indomethacin induced gastric ulcers in rats. Acta Cir. Bras. 33(7), 609-618 (2018).