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Thielavin B

Item No. 18770

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(2,4-dihydroxy-3,6-dimethylbenzoyl)oxy]-2-methoxy-3,5,6-trimethyl-4-carboxy-3-methoxy-2,5,6-trimethylphenyl ester, benzoic acid
CAS Number
71950-67-9
Molecular Formula
C31H34O10
Formula Weight
566.6
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: Soluble
SMILES
OC1=C(C)C(O)=C(C(OC2=C(C)C(C)=C(C(OC3=C(C)C(C)=C(C(O)=O)C(OC)=C3C)=O)C(OC)=C2C)=O)C(C)=C1
InChi Code
InChI=1S/C31H34O10/c1-12-11-20(32)17(6)24(33)21(12)30(36)40-26-16(5)14(3)23(28(39-10)19(26)8)31(37)41-25-15(4)13(2)22(29(34)35)27(38-9)18(25)7/h11,32-33H,1-10H3,(H,34,35)
InChi Key
UULGWGARYDGVBM-UHFFFAOYSA-N
Origin
Fungus/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $401

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    2.5 mg

    $1,197

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    Product Description

    Thielavin B is a fungal metabolite that contains O-substituted salicylic acid.1 It inhibits cyclooxygenase, blocking both the conversion of arachidonic acid (Item No. 90010) to Prostaglandin H2 (PGH2) (Item No. 17020) and the conversion of PGH2 to PGE2 (Item No. 14010, IC50s = 40 and 9 µM, respectively).2 Thielavin B also inhibits the reverse transcriptase of avian myeloblastosis virus, bacterial transglycosylases, and telomerase activity.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitahara, N., Haruyama, H., Hata, T., et al. The structures of thielavins A, B and C. Prostaglandin synthetase inhibitors from fungi. J. Antibiot. (Tokyo) 36(5), 599-600 (1983).

    2. Kitahara, N., Endo, A., Furuya, K., et al. Thielavin A and B, new inhibitors of prostaglandin biosynthesis produced by Thielavia terricola. J. Antibiot. (Tokyo) 34(12), 1562-1568 (1981).

    3. Take, Y., Inouye, Y., and Nakamura, S. Comparative studies of the inhibitory properties of antibiotics on human immunodeficiency virus and avian myeloblastosis virus reverse transcriptases and cellular DNA polymerases. J. Antibiot. (Tokyo) 42(1), 107-115 (1989).

    4. Mani, N., Sancheti, P., Jiang, Z.D., et al. Screening systems for detecting inhibitors of cell wall transglycosylation in Enterococcus. Cell wall transglycosylation inhibitors in Enterococcus. J. Antibiot. (Tokyo) 51(5), 471-479 (1998).

    5. Togashi, K.i., Ko, H.R., Ahn, J.S., et al. Inhibition of telomerase activity by fungus metabolites, CRM646-A and thielavin B. Biosci. Biotechnol. Biochem. 65(3), 651-653 (2001).