Identification | Back Directory | [Name]
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide | [CAS]
848193-72-6 | [Synonyms]
CHIC-35 Compound (S)-35 SIRT1 Inhibitor IV, (S)-35 SIRT1 Inhibitor IV, (S)-35 - CAS 848193-72-6 - Calbiochem (S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide (6S)-2-Chloro-5,6,7,8,9,10-hexahydro-cyclohept[b]indole-6-carboxamide Cyclohept[b]indole-6-carboxamide, 2-chloro-5,6,7,8,9,10-hexahydro-, (6S)- | [Molecular Formula]
C14H15ClN2O | [MDL Number]
MFCD11045286 | [MOL File]
848193-72-6.mol | [Molecular Weight]
262.73 |
Hazard Information | Back Directory | [Definition]
ChEBI: CHIC-35 is an organic heterotricyclic compound resulting from the formal fusion of the 2-3 bond of 5-chloroindole with the 2-3 bond of cycloheptanecarboxamide (the S enantiomer). It is a potent, cell-permeable, metabolically stable and selective inhibitor of the deacetylase SIRT1. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor. It is an aromatic compound, an organic heterotricyclic compound, an organochlorine compound and a primary carboxamide. | [General Description]
A cell-permeable entiomerically pure compound that is structurally similar to and exhibits similar potency (IC50 = 63 nM) and selectivity as SIRT1 Inhibitor III (Cat. No. 566322). Shown to be orally bioavailable with a serum half-life of 94 minutes in mice in vivo. | [Biochem/physiol Actions]
CHIC-35 is cell-permeable, metabolically stable, and very potent inhibitor of SIRT1; IC50 of S-isomer is 60 nM; IC50 of mixed isomers is 124 nM. There is no inhibition of SIRT3 or HDAC. The IC50 for SIRT2 is 2.77 μM. Sirtuins are protein deacetylases, which represent a new class of histone deacetylases (HDAC) involved in gene silencing. SIRT modulators are potential therapeutics for cancer, diabetes, muscle differentiation, heart failure, neurodegeneration, and aging. | [storage]
Store at -20°C |
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Sigma-Aldrich
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