A fungal metabolite that inhibits HIV-1 integrase
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Parent Compound(s)
18196Equisetin
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Epiequisetin

Item No. 25454

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5R-(hydroxymethyl)-3E-[hydroxy[(1S,2R,4aS,6R,8aR)-1,2,4a,5,6,7,8,8a-octahydro-1,6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-2,4-pyrrolidinedione
CAS Number
255377-45-8
Molecular Formula
C22H31NO4
Formula Weight
373.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
C/C=C/[C@H](C=C1)[C@](/C(O)=C2C([C@@H](CO)N(C)C/2=O)=O)(C)[C@@]3([H])[C@@]1([H])C[C@H](C)CC3
InChi Code
InChI=1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,26H,7,10-12H2,1-4H3/b6-5+,20-18+/t13-,14-,15-,16-,17-,22-/m1/s1
InChi Key
QNQBPPQLRODXET-YPFNAWONSA-N
Origin
Fungi/Fusarium equiseti
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Epiequisetin is a fungal metabolite and an epimer of equisetin (Item No. 18196).1 It inhibits HIV-1 integrase 3’ end-processing and strand transfer activities. Epiequisetin is phytotoxic and inhibits the germination of various seeds and growth of young seedlings.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, S.B., Zink, D.L., Goetz, M.A., et al. Equisetin and a novel opposite stereochemical homolog phomasetin, two fungal metabolites as inhibitors of HIV-1 integrase. Tetrahedron Lett. 39(16), 2243-2246 (1998).

    2. Wheeler, M.H., Stipanovic, R.D., and Puckhaber, L.S. Phytotoxicity of equisetin and epi-equisetin isolated from Fusarium equiseti and F. pallidoroseum. Mycol. Res. 103(8), 967-973 (1999).