A flavonoid glycoside with diverse biological activities
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Typhaneoside

Item No. 38970

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→6)]-β-D-glucopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
104472-68-6
Molecular Formula
C34H42O20
Formula Weight
770.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMSO: SolubleWater: Soluble
SMILES
O=C(C(O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)=C(C4=CC(OC)=C(C=C4)O)OC5=CC(O)=C6)C5=C6O
InChi Code
InChI=1S/C34H42O20/c1-10-20(38)24(42)27(45)32(49-10)48-9-18-22(40)26(44)31(54-33-28(46)25(43)21(39)11(2)50-33)34(52-18)53-30-23(41)19-15(37)7-13(35)8-17(19)51-29(30)12-4-5-14(36)16(6-12)47-3/h4-8,10-11,18,20-22,24-28,31-40,42-46H,9H2,1-3H3/t10-,11-,18+,20-,21-,22+,24+,25+,26-,27+,28+,31+,32+,33-,34-/m0/s1
InChi Key
POMAQDQEVHXLGT-QDYYQVSOSA-N
Origin
Plant/Typha orientalis Presl
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

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    25 mg

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    Product Description

    Typhaneoside is a flavonoid glycoside that has been found in T. angustifolia and has diverse biological activities.1,2,3,4 It decreases colony size and induces ferroptosis and cell cycle arrest at the G2/M phase in Kasumi-1 and NB4 leukemia cells when used at a concentration of 40 µM.1 Typhaneoside (70 µM) reduces LPS-induced decreases in cell viability, increases in malondialdehyde (MDA) and nitric oxide (NO) levels, and decreases in superoxide dismutase (SOD) activity in human umbilical vein endothelial cells (HUVECs).2 It limits increases in glutamate secretion and intracellular calcium levels induced by the non-specific voltage-gated potassium channel blocker 4-aminopyridine (Item No. 18511) in isolated rat cerebral synaptosomes when used at a concentration of 20 µM.3 Typhaneoside, in complex with a tetrahedral framework nucleic acid (tFNA), decreases the area and severity of necrotic kidney tissue, the number of apoptotic kidney cells, blood urea nitrogen and serum creatinine levels, and increases mitochondrial membrane integrity in isolated kidney cells in a mouse model of renal ischemia-reperfusion injury induced by bilateral renal pedicle clamping.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhu, H.-Y., Huang, Z.-X., Chen, G.-Q., et al. Typhaneoside prevents acute myeloid leukemia (AML) through suppressing proliferation and inducing ferroptosis associated with autophagy. Biochem. Biophys. Res. Commun. 516(4), 1265-1271 (2019).

    2. Chen, P., Cao, Y., Bao, B., et al. Antioxidant capacity of Typha angustifolia extracts and two active flavonoids. Pharm. Biol. 55(1), 1283-1288 (2024).

    3. Chiu, K.-M., Lin, T.-Y., Lee, M.-Y., et al. Typhaneoside suppresses glutamate release through inhibition of voltage-dependent calcium entry in rat cerebrocortical nerve terminals. Chem. Res. Toxicol. 34(5), 1286-1295 (2021).

    4. Yan, R., Cui, W., Ma, W., et al. Typhaneoside-tetrahedral framework nucleic acids dystem: Mitochondrial recovery and antioxidation for acute kidney injury treatment. ACS Nano 17(9), 8767-8781 (2023).