CJ-21058, SecA inhibitor

Key facts

Purity

>98%

Form

Solid

form

Source

Phoma sp.

Molecular weight

387.5 Da

Molecular formula

C₂₃H₃₃NO₄

PubChem

54735579

Nature

Native

Solubility

Soluble in DMSO

Biochemical name

(3Z)-3-[[(1S,2R,4aS,7R,8aS)-1,3,7-trimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

Biological description

SecA inhibitor. Shows antiprotozoal effects (IC₅₀ = 7 μM, T. brucei). Inhibits post-translational protein transport into the endoplasmic reticulum. Inhibits ATP-dependant translocation of precursor proteins across a bacterial cell membrane. Shows antibacterial and antifungal effects in vivo.

Canonical smiles

CC=CC1C(=CC2CCC(CC2C1(C)C(=C3C(=O)C(N(C3=O)C)CO)O)C)C

Isomeric smiles

C/C=C/[C@@H]1C(=C[C@@H]2CC[C@H](C[C@@H]2[C@]1(C)/C(=C/3\C(=O)C(N(C3=O)C)CO)/O)C)C

InChi

InChI=1S/C23H33NO4/c1-6-7-16-14(3)11-15-9-8-13(2)10-17(15)23(16,4)21(27)19-20(26)18(12-25)24(5)22(19)28/h6-7,11,13,15-18,25,27H,8-10,12H2,1-5H3/b7-6+,21-19-/t13-,15+,16-,17+,18?,23-/m1/s1

InChiKey

CNLPKRLJWZPXFN-WITDKLGMSA-N

IUPAC Name

(3Z)-3-[[(1S,2R,4aS,7R,8aS)-1,3,7-trimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione