An internal standard for the quantification of rhein
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Unlabeled Version(s)
17345Rhein
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Rhein-13C6

Item No. 42286

Technical Information
Formal Name
9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylic acid-1,2,3,4,4a,9a-13C6
Synonyms
  • Rheic Acid-13C6
Molecular Formula
C9[13C]6H8O6
Formula Weight
Purity
≥95%
A solid
SMILES
O=C1[13C]2=[13C](O)[13CH]=[13C](C(O)=O)[13CH]=[13C]2C(C3=C1C(O)=CC=C3)=O
InChi Code
InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)/i4+1,5+1,6+1,8+1,10+1,12+1
InChi Key
FCDLCPWAQCPTKC-SGWJJEKSSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Rhein-13C6 is intended for use as an internal standard for the quantification of rhein (Item No. 17345) by GC- or LC-MS. Rhein is an anthraquinone derivative that has been found in R. rhabarbarum and is an active metabolite of diacerein (Item No. 11710) that has diverse biological activities, including anticancer, antioxidant, and anti-inflammatory activities.1,2,3,4 It induces cell cycle arrest at the S phase and inhibits the proliferation of HepG2 cells when used at concentrations of 40 and 100 µM, respectively.1 Rhein (100 and 200 µM) also inhibits the proliferation of MCF-7 and MDA-MB-435s breast cancer cells under normoxic and hypoxic conditions.2 It reduces controlled cortical impact-induced decreases in catalase and superoxide dismutase (SOD) activity and malondialdehyde (MDA), glutathione, and glutathione disulfide levels in the brain in a rat model of traumatic brain injury when administered at a dose of 12 mg/kg.3 Rhein (50 mg/kg per day) reduces cerulein-induced increases in serum TNF-α, IL-1β, and amylase levels, as well as reduces pancreatic glandular atrophy and fibrosis, in a mouse model of chronic pancreatitis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, S., Wang, J., Shao, T., et alThe natural agent rhein induces β-catenin degradation and tumour growth arrest. J. Cell. Mol. Med. 22(1), 589-599 (2018).

    2. Fernand, V.E., Losso, J.N., Traux, R.E., et alRhein inhibits angiogenesis and the viability of hormone-dependent and -independent cancer cells under normoxic or hypoxic conditions in vitro. Chem. Biol. Interact. 192(3), 220-232 (2011).

    3. Xu, X., Lv, H., Xia, Z., et alRhein exhibits antioxidative effects similar to Rhubarb in a rat model of traumatic brain injury. BMC Complement. Altern. Med. 17(1), 140 (2017).

    4. Tsang, S.W., Zhang, H., Lin, C., et alRhein, a natural anthraquinone derivative, attenuates the activation of pancreatic stellate cells and ameliorates pancreatic fibrosis in mice with experimental chronic pancreatitis. PLoS One 8(12), e82201 (2013).