For research use only. Not for therapeutic Use.
Ophiobolin C（Cat No.:M082949）is a natural fungal metabolite produced by species of the Bipolaris genus. It belongs to the ophiobolin family of sesterterpenoids and is known for its diverse biological activities, including antifungal, antibacterial, and cytotoxic properties. Ophiobolin C has shown promise in cancer research due to its ability to induce cell death in tumor cells through oxidative stress and apoptosis pathways. Its unique chemical structure and potent bioactivity make it a subject of interest in both pharmacological and agricultural research, particularly for its potential therapeutic and crop protection applications.
| Catalog Number | M082949 |
| CAS Number | 19022-51-6 |
| Synonyms | (1R,3aS,6aS,7R,9aR,10aS)-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-dicyclopenta[a,d]cyclooctene-4-carboxaldehyde |
| Molecular Formula | C25H38O3 |
| Purity | ≥95% |
| Target | CCR5 |
| Solubility | Soluble in DMSO |
| Storage | Store at -20°C |
| IUPAC Name | (1R,3S,4R,7S,8E,11S,12R)-4-hydroxy-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-carbaldehyde |
| InChI | InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h7,9,15,17,19-21,23,28H,6,8,10-14H2,1-5H3/b18-9-/t17-,19+,20-,21-,23+,24+,25+/m0/s1 |
| InChIKey | PLWMYIADTRHIMY-BNFAVABNSA-N |
| SMILES | C[C@@H](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 |
| Reference | The structure of zizannin-A and -B, C25-terpenoids isolated from Helminthosporium zizaniae. Nozoe S. et al. , Tetrahedron Lett. 1966, 7, 2211.<br/><br/>Isolation and structure of antagonists of chemokine receptor (CCR5). Jayasuriya et al. , H. J. Nat. Prod. 2004, 67, 1036.<br/><br/>The biology of ophiobolins. Au T.K. et al. , Life Sci. 2000, 67, 733. (Review).</span></p> |
