ophiobolin C
- Product Name
- ophiobolin C
- CAS No.
- 19022-51-6
- Chemical Name
- ophiobolin C
- Synonyms
- Zizanin A;ophiobolin C;3-Hydroxy-5-oxoophiobola-7,19-dien-25-al;Dicyclopenta[a,d]cyclooctene-4-carboxaldehyde, 7-[(1S)-1,5-dimethyl-4-hexen-1-yl]-1,2,3,3a,6,6a,7,8,9,9a,10,10a-dodecahydro-1-hydroxy-1,9a-dimethyl-3-oxo-, (1R,3aS,6aS,7R,9aR,10aS)-
- CBNumber
- CB31317681
- Molecular Formula
- C25H38O3
- Formula Weight
- 386.57
- MOL File
- 19022-51-6.mol
ophiobolin C Property
- storage temp.
- Store at -20°C
- solubility
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
- form
- A solid
N-Bromosuccinimide Price
- Product number
- 20186
- Product name
- Ophiobolin C
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $278
- Updated
- 2024/03/01
- Product number
- 20186
- Product name
- Ophiobolin C
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $1251
- Updated
- 2024/03/01
- Product number
- O669208
- Product name
- OphiobolinC
- Packaging
- 2.5mg
- Price
- $505
- Updated
- 2021/12/16
- Product number
- O7024-02
- Product name
- Ophiobolin C
- Packaging
- 1mg
- Price
- $523
- Updated
- 2021/12/16
- Product number
- 461593
- Product name
- Ophiobolin C
- Packaging
- 1mg
- Price
- $573
- Updated
- 2021/12/16
ophiobolin C Chemical Properties,Usage,Production
Description
Ophiobolin C is a sesterterpenoid fungal phytoxin produced by many species of the genus Bipolaris. It has been identified as an antagonist of chemokine receptor CCR5 binding (IC50 = 40 μM) to the envelope protein gp120 and to CD4, which is known to mediate HIV-1 viral entry into cells. Ophiobolin C is also reported to be cytotoxic to chronic lymphocytic leukemia cells (LC50 = 8 nM).
Uses
Ophiobolin C is a member of the ophiobolin class of phytotoxic metabolites produced by many species of the genus Bipolaris. Ophiobolin C inhibits human CCR5 binding to the envelope protein gp120 and CD4 that mediates HIV-1 entry into cells. Blockade of this binding was considered by scientists at Merck as a potential new mode of action for the treatment of HIV-1 infection.
Uses
Ophiobolin C is an inhibitor of human CCR5 binding to HIV-1 gp120.
Definition
ChEBI: Ophiobolin C is a sesterterpenoid that is ophiobolane with a hydroxy group at position 3, oxo group at positions 5, formyl group at position 7, and double bonds at positions 7-8 and 19-20. It has a role as an antineoplastic agent, an apoptosis inducer, an Aspergillus metabolite, a chemokine receptor 5 antagonist, a nematicide and a fungal metabolite. It is a cyclic ketone, an enal, a sesterterpenoid, a tertiary alcohol, a carbotricyclic compound and an olefinic compound. It derives from a hydride of an ophiobolane.