A fungal metabolite with diverse biological activities
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Xanthoquinodin A1

Item No. 28792

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,4aS,7aS,15R)-rel-2,3,4,7,8,13,15,17-octahydro-1,4,12,14,16-pentahydroxy-10-methyl-8,13,17-trioxo-4aH-7a,15-ethenonaphtho[2′,3′:4,5]cyclohepta[1,2-b]xanthene-4a-carboxylic acid, methyl ester
CAS Number
151063-27-3
Synonyms
  • Xanthoquinidone C
Molecular Formula
C31H24O11
Formula Weight
572.5
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1C2=C(C=C(C[C@]3(C(C(C=C(C)C=C4O)=C4C5=O)=O)C5=C(O)[C@H]6C=C3)C6=C2O)O[C@]7(C(OC)=O)C1=C(O)CC[C@@H]7O
InChi Code
InChI=1S/C31H24O11/c1-11-7-14-20(16(33)8-11)26(37)23-24(35)13-5-6-30(23,28(14)39)10-12-9-17-21(25(36)19(12)13)27(38)22-15(32)3-4-18(34)31(22,42-17)29(40)41-2/h5-9,13,18,32-36H,3-4,10H2,1-2H3/t13-,18-,30-,31-/m0/s1
InChi Key
QDYQTXMOZIGCQB-SLAVHBLRSA-N
Origin
Fungus/Chaetomium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $214

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    Product Description

    Xanthoquinodin A1 is a fungal metabolite that has been found in Humicola and has diverse biological activities.1,2 It inhibits E. tenella schizont formation in BHK-21 cells with a minimum effective concentration (MEC) value of 0.02 µg/ml.1 Xanthoquinodin A1 is active against B. subtilis, M. luteus, S. aureus, A. laidlawii, and B. fragilis in a disc assay when used at a concentration of 1 mg/ml. It is also active against B. cereus (MIC = 0.44 µM).2 Xanthoquinodin A1 is cytotoxic to KB, MCF-7, and NCI H187 cancer cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tabata, N., Suzumura, Y., Tomoda, H., et al. Xanthoquinodins, new anticoccidial agents produced by Humicola sp. Production, isolation and physico-chemical and biological properties. J. Antibiot. (Tokyo) 46(5), 749-755 (1993).

    2. Tantapakul, C., Promgool, T., Kanokmedhakul, K., et al. Bioactive xanthoquinodins and epipolythiodioxopiperazines from Chaetomium globosum 7s-1, an endophytic fungus isolated from Rhapis cochinchinensis (Lour.) Mart. Nat. Prod. Res. 34(4), 494-502 (2020).