A perylenequinone that has diverse biological activities
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Diacetylcercosporin

Item No. 23639

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[S-(R*,R*)]-8,9-bis[2-(acetyloxy)propyl]-5,12-dihydroxy-7,10-dimethoxy-perylo[1,12-def]-1,3-dioxepin-6,11-dione
CAS Number
62574-06-5
Molecular Formula
C33H30O12
Formula Weight
618.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
COC(C1=O)=C(C[C@@H](OC(C)=O)C)C2=C(C(C[C@@H](OC(C)=O)C)=C(OC)C3=O)C4=C3C(O)=CC(OCO5)=C4C6=C5C=C(O)C1=C26
InChi Code
InChI=1S/C33H30O12/c1-12(44-14(3)34)7-16-22-23-17(8-13(2)45-15(4)35)33(41-6)31(39)25-19(37)10-21-27(29(23)25)26-20(42-11-43-21)9-18(36)24(28(22)26)30(38)32(16)40-5/h9-10,12-13,36-37H,7-8,11H2,1-6H3/t12-,13-/m0/s1
InChi Key
AAWYBWDUDOICBF-STQMWFEESA-N
Origin
Fungus/Cercospora sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $197

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    5 mg

    $689

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    Cayman Chemical
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    Product Description

    Diacetylcercosporin is a perylenequinone produced by Cercospora and Septoria that has diverse biological activities.1 It inhibits the growth of P. falciparum strains that are sensitive and resistant to chloroquine (Item No. 14194; IC50s = 2.75 and 1.94 μM for D6 and W2 clones, respectively) and L. donovani parasites (IC50 = 3.1 μM) in vitro. Diacetylcercosporin exhibits cytotoxicity against SK-MEL, KB, BT549, and SKOV3 human cancer cell lines (IC50s = 4.8-8.7 μM). It is also a phytotoxin that inhibits the growth of lettuce and bentgrass at a concentration of 1.62 mM

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kumarihamy, M., Khan, S.I., Jacob, M., et al. Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum. J. Nat. Med. 75(5), 883-889 (2012).