ChemicalBook > CAS DataBase List > ophiobolin C

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
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ophiobolin C Property

storage temp. 
Store at -20°C
solubility 
DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
form 
A solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
20186
Product name
Ophiobolin C
Purity
≥98%
Packaging
1mg
Price
$278
Updated
2024/03/01
Cayman Chemical
Product number
20186
Product name
Ophiobolin C
Purity
≥98%
Packaging
5mg
Price
$1251
Updated
2024/03/01
TRC
Product number
O669208
Product name
OphiobolinC
Packaging
2.5mg
Price
$505
Updated
2021/12/16
Usbiological
Product number
O7024-02
Product name
Ophiobolin C
Packaging
1mg
Price
$523
Updated
2021/12/16
Usbiological
Product number
461593
Product name
Ophiobolin C
Packaging
1mg
Price
$573
Updated
2021/12/16
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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.

ophiobolin C Preparation Products And Raw materials

Raw materials

Preparation Products

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ophiobolin C Suppliers

Lynnchem
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19022-51-6, ophiobolin CRelated Search:


  • ophiobolin C
  • 3-Hydroxy-5-oxoophiobola-7,19-dien-25-al
  • Zizanin A
  • 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)-
  • 19022-51-6