An anthraquinone glycoside
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Rhein-8-glucoside

Item No. 28844

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(β-D-glucopyranosyloxy)-9,10-dihydro-4-hydroxy-9,10-dioxo-2-anthracenecarboxylic acid
CAS Number
34298-86-7
Synonyms
  • Rhein 8-O-β-D-glucopyranoside
Molecular Formula
C21H18O11
Formula Weight
446.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble
λmax
227, 284, 428 nm
SMILES
O=C1C2=C(C=C(C(O)=O)C=C2O)C(C3=CC=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C31)=O
InChi Code
InChI=1S/C21H18O11/c22-6-12-16(25)18(27)19(28)21(32-12)31-11-3-1-2-8-14(11)17(26)13-9(15(8)24)4-7(20(29)30)5-10(13)23/h1-5,12,16,18-19,21-23,25,27-28H,6H2,(H,29,30)/t12-,16-,18+,19-,21-/m1/s1
InChi Key
WYKUTTFFZMQCGO-HTRBZNBPSA-N
Origin
Plant/Rheum palmatum L．
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $213

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    10 mg

    $400

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    25 mg

    $876

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    Product Description

    Rhein-8-glucoside is an anthraquinone glycoside that has been found in rhubarb.1 It increases the rate of sennoside A (Item No. 24969) metabolism by mouse intestinal bacteria in vitro when used at concentrations ranging from 0.03 to 1 mM. Rhein-8-glucoside increases the purgative activity of sennoside A in mice in a dose-dependent manner. It also inhibits human protein tyrosine phosphatase (PTP1B; IC50 = 11.5 μM).2 Rhein-8-glucoside is metabolized to rhein (Item No. 17345) by intestinal bacteria.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takayama, K., Tsutsumi, H., Ishizu, T., et al. The influence of rhein 8-O-β-D-glucopyranoside on the purgative action of sennoside A from rhubarb in mice. Biol. Pharm. Bull. 35(12), 2204-2208 (2012).

    2. Li, S., An, T.-Y., Li, J., et al. PTP1B inhibitors from Saussrurea lappa. J. Asian Nat. Prod. Res. 8(3), 281-286 (2006).