An anthraquinone with diverse biological activities
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Chrysophanol

Item No. 19870

Technical Information
Formal Name
1,8-dihydroxy-3-methyl-9,10-anthracenedione
CAS Number
481-74-3
Synonyms
  • Chrysophanic Acid
  • NSC 37132
  • NSC 646567
  • Turkey Rhubarb
Molecular Formula
C15H10O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 0.5 mg/mLDMSO: 0.2 mg/mL
λmax
225, 257, 277, 287, 428 nm
SMILES
CC1=CC2=C(C(O)=C1)C(C3=C(O)C=CC=C3C2=O)=O
InChi Code
InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
InChi Key
LQGUBLBATBMXHT-UHFFFAOYSA-N
Origin
Plant/Rheum palmatum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chrysophanol is an anthraquinone that has been found in R. palmatum and has diverse biological activities.1,2,3 It induces necrosis in J5 human liver cancer cells when used at concentrations of 25, 50, 75, 100, and 200 µM.2 Chrysophanol (5, 10, and 50 µM) reduces LPS-induced production of nitric oxide (NO) and prostaglandin E2 (PGE2; Item No. 14010) and inhibits LPS-induced DNA oxidation in BV-2 microglia.3 In vivo, chrysophanol (5 mg/kg) decreases colonic levels of IL-6 and activation of NF-κB and reduces weight loss, diarrhea, and rectal bleeding in a mouse model of colitis induced by dextran sulfate (DSS; Item No. 23250).4 Chrysophanol (0.1, 1, and 10 mg/kg) increases survival, reduces brain tissue loss, and ameliorates motor balance deficits in a mouse model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Qi, F.H., Wang, Z.X., Cai, P.P., et alTraditional Chinese medicine and related active compounds: A review of their role on hepatitis B virus infection. Drug Discov. Ther. 7(6), 212-224 (2013).

    2. Lu, C.-C., Yang, J.-S., Huang, A.-C., et alChrysophanol induces necrosis through the production of ROS and alteration of ATP levels in J5 human liver cancer cells. Mol. Nutr. Food Res. 54(7), 967-976 (2010).

    3. Lin, F., Zhang, C., Chen, X., et alChrysophanol affords neuroprotection against microglial activation and free radical-mediated oxidative damage in BV2 murine microglia. Int. J. Clin. Exp. Med. 8(3), 3447-3455 (2015).

    4. Kim, S.-J., Kim, M.-C., Lee, B.-J., et alAnti-inflammatory activity of chrysophanol through the suppression of NF-κB/caspase-1 activation in vitro and in vivo. Molecules 15(9), 6436-6451 (2010).

    5. Zhao, Y., Fang, Y., Li, J., et alNeuroprotective effects of chrysophanol against inflammation in middle cerebral artery occlusion mice. Neurosci. Lett. 630, 16-22 (2016).