Synonym: (3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
CAS Number: 57749-43-6
Empirical Formula (Hill Notation): C22H31NO4
Molecular Weight: 373.49
Linear Formula: C22H31NO4
Product Type: Chemical
| assay |
≥97% (HPLC) |
| biological source |
(Fusarium equiseti) |
| form |
powder |
| InChI |
1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,27H,7,10-12H2,1-4H3/b6-5+/t13-,14-,15-,16-,17+,22-/m1/s1 |
| InChI key |
SLOQQJFOWFUUMP-KNQICWOTSA-N |
| Quality Level |
200  |
| shipped in |
ambient |
| SMILES string |
C[C@H]1C[C@]2([H])[C@@]([C@](C)(/C(O)=C3C([C@H](CO)N(C)C/3=O)=O)[C@H](/C=C/C)C=C2)([H])CC1 |
| solubility |
chloroform: soluble 5 mg/mL |
| |
DMSO: soluble 1 mg/mL |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
Equisetin is a tetramic acid analog derived from Fusarium equisti. Equisetin is mainly known for its antibiotic and cytotoxic activity and for its inhibitory effect on HIV-1 integrase. Inhibition of HIV integrase by Equisetin was reported with IC50 values of 5-20 μM. Moreover, it was shown that Equisetin specifically inhibits the substrate anion carriers of the inner membrane of mitochondria and acts nonspecifically on protein membranes and protein hydrophobic domains. In addition, it was demonstrated that Equisetin causes phytotoxicity by causing root Necrosis and was also identified in a mycotoxin cocktail associated with cattle feeding problems. |
| Biochem/physiol Actions: |
Equisetin is a tetramic acid analog derived from Fusarium equisti. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥97% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
