A polyketide anthraquinone with antibacterial and anti-inflammatory activities
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Citreorosein

Item No. 43199

Technical Information
Formal Name
1,3,8-trihydroxy-6-(hydroxymethyl)-9,10-anthracenedione
CAS Number
481-73-2
Synonyms
  • ω-Hydroxyemodin
  • NSC 624612
Molecular Formula
C15H10O6
Formula Weight
Purity
≥98%
A solid
Acetonitrile: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
OCC1=CC(O)=C(C(C2=C3C=C(O)C=C2O)=O)C(C3=O)=C1
InChi Code
InChI=1S/C15H10O6/c16-5-6-1-8-12(10(18)2-6)15(21)13-9(14(8)20)3-7(17)4-11(13)19/h1-4,16-19H,5H2
InChi Key
YQHZABGPIPECSQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Citreorosein is a polyketide anthraquinone that has been found in P. herquei and has antibacterial and anti-inflammatory activities.1,2,3 It is active against E. coli when used at concentrations ranging from 31.25 to 500 µg/ml, against P. aeruginosa from 62.5 to 500 µg/ml, and against B. subtilis at 250 and 500 µg/ml.1 Citreorosein (25 µg/ml) reduces LPS-induced nitric oxide (NO) production and LPS-induced increases in TNF-α and IL-6 levels in RAW 264.7 cells.2 It reduces the production of prostaglandin D2 (PGD2; Item No. 12010) and the levels of COX-2 in primary mouse bone marrow-derived mast cells (BMMCs) stimulated with stem cell factor (SCF), IL-10, and LPS when used at concentrations of 10 and 20 µM.3 Citreorosein (10 and 20 µM) also inhibits SCF-, IL-10-, and LPS-induced increases in the nuclear translocation of NF-κB p65 in primary mouse BMMCs.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marinho, A.M., Marinho, P.S., Santos, L.S., et alActive polyketides isolated from Penicillium herquei. An. Acad. Bras. Cienc. 85(3), 909-912 (2013).

    2. Xie, Z., Fan, X., Sallam, A.S., et alExtraction, isolation, identification and bioactivity of anthraquinones from Aspergillus cristatus derived from Fuzhaun brick tea. Food Chem. 474, 143104 (2025).

    3. Lu, Y., Suh, S.-J., Li, X., et alCitreorosein, a naturally occurring anthraquinone derivative isolated from Polygoni cuspidati radix, attenuates cyclooxygenase-2-dependent prostaglandin D2 generation by blocking Akt and JNK pathways in mouse bone marrow-derived mast cells. Food Chem. Toxicol. 50(3-4), 913-919 (2012).