Ophiobolin CAn inhibitor of human CCR5 binding to HIV-1 gp120

Ophiobolin C (CAS 19022-51-6)

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Application: An inhibitor of human CCR5 binding to HIV-1 gp120
CAS Number: 19022-51-6
Purity: >98%
Molecular Weight: 386.6
Molecular Formula: C25H38O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ophiobolin C is a phytotoxic metabolite from the Ophiobolin class produced by many species of the genus Bipolaris. Studies suggest that Ophiobolin C inhibits CCR5 binding to the envelop protein gp120 and CD4, which is responsible for mediating the entry of HIV-1 into cells. In addition, the culture medium is a key component for the production of a specific Ophiobolin from the same organism. It has been reported that B. maydis will produce Ophiobolin A (sc-202266), B (sc-202267), and L if cultured in liquid medium, while in contrast produce Ophiobolin C and K in solid substratum medium. The structure of Ophiobolin C is comprised of five isoprene units linked together to form the backbone of the molecule.


References

1. Au, T.K., et al. 2000. Life Sci. 67: 733-742. PMID: 10968403
2. Jayasuriya, H., et al. 2004. J. Nat. Prod. 67: 1036-1038. PMID: 15217290

Physical State :
Solid
Derived From :
Bipolaris sp.
Solubility :
Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility
Storage :
Store at -20° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
6440957
SMILES :
CC(CCC=C(C)C)[C@H]1CC[C@]2([C@H]1C/C=C(\\[C@@H]3[C@H](C2)[C@@](CC3=O)(C)O)/C=O)C

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Certificate of Analysis

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