Terpendole I

Terpendole I is a fungal metabolite that has been found in A. yamanashiensis. It is a weak inhibitor of acyl-coenzyme A:cholesterol acyltransferase (ACAT, IC50 = 145 µM) and is active against the bacteria B. cereus and B. subtilis (MICs = 100 µg/ml for both) but not S. aureus, P. aeruginosa, or K. pneumoniae (MICs = >200 µg/ml for all) or the fungus C. albicans (MIC = 200 µg/ml). It is cytotoxic to HeLa cells with an IC50 value of 52.6 µM.Formal Name: (2S,3R,3aR,4aS,4bS,6aS,12bS,12cR,14aS)-3,3a,5,6,6a,7,12,12b,12c,13,14,14a-dodecahydro-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H,4bH-oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b-diol. CAS Number: 167612-17-1. Molecular Formula: C27H35NO5. Formula Weight: 453.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. SMILES: C[C@]12[C@@](CC3=C2NC4=C3C=CC=C4)([H])CC[C@@]5(O)[C@]67[C@](O[C@H](C(C)(O)C)[C@@H](O)[C@H]6O7)([H])CC[C@@]51C. InChi Code: InChI=1S/C27H35NO5/c1-23(2,30)21-19(29)22-27(33-22)18(32-21)10-11-24(3)25(4)14(9-12-26(24,27)31)13-16-15-7-5-6-8-17(15)28-20(16)25/h5-8,14,18-19,21-22,28-31H,9-13H2,1-4H3/t14-,18-,19+,21-,22+,24+,25+,26-,27-/m0/s1. InChi Key: AKOANWZRKXOJTC-ZWNZASDISA-N. Origin: Fungus/Unidentified sp..