Synonym: (2′S,3′S,3aR,5′R,6aS,9R,9aS,10aR)-1,3a,4,4′,5′,6a,7,8,9,9a,10,10a-Dodecahydro-9-hydroxy-3′,9,10a-trimethyl-5′-spiro[dicyclopenta[a,d]cyclooctene-3(2H),2′(3′H)-furan]-6-carboxaldehyde
CAS Number: 4611-05-6
Empirical Formula (Hill Notation): C25H36O4
Molecular Weight: 400.55
Linear Formula: C25H36O4
Product Type: Chemical
| assay |
≥95% (HPLC) |
| biological source |
(from Biopolaris leersia fungal metabolite) |
| color |
white to beige |
| form |
powder |
| InChI |
1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3/b17-6-/t16-,18-,19-,21+,22+,23+,24+,25-/m0/s1 |
| InChI key |
MWYYLZRWWNBROW-BDZRSQQBSA-N |
| Quality Level |
100  |
| SMILES string |
[H]C(/C1=C/C[C@]([C@]2(O[C@@H](C=C(C)C)C[C@@H]2C)CC3)([H])[C@@]3(C)C[C@@]([C@](C)(O)C4)([H])[C@]1([H])C4=O)=O |
| storage condition |
protect from light |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
Ophiobolin A is a fungal metabolite, toxic to many crops and found to have antimicrobial and anticancer activity. Ophiobolin A is a calmodulin antagonist and inhibitor of big conductance Ca2+-activated K+ channel (BKCa) activity. Its anticancer activity may involve inhibition of multiple oncogenic signaling pathways including PI3K/mTOR, Ras/Raf/ERK and CDK/RB. One study suggested the possibility of pyrrolylation of lysine residues on its intracellular target protein(s) as a mechanism of action on various targets. |
| Other Notes: |
Light and air sensitive. |
| Packaging: |
1 mg in glass bottle |
| Purity |
≥95% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
GHS06