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(S) -Selisistat

CAT: 0804-HY-15452A-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15452A-01Size:1 mg
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Description
(S) -Selisistat ((S) -EX-527) is a potent and selective SIRT1 inhibitor, with an IC50 of 98 nM.
CAS Number
848193-68-0
Product Name Alternative
(S) -EX-527
UNSPSC
12352005
Hazard Statement
H302-H317
Target
Sirtuin
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Epigenetics
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/EX-527-S-enantiomer.html
Purity
99.39
Solubility
DMSO : ≥ 100 mg/mL
Smiles
O=C([C@@H]1C(NC2=C3C=C(Cl)C=C2)=C3CCC1)N
Molecular Formula
C13H13ClN2O
Molecular Weight
248.71
Precautions
P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501
References & Citations
[1]Napper AD, et al. Discovery of indoles as potent and selective inhibitors of the deacetylase SIRT1. J Med Chem. 2005 Dec 15;48 (25) :8045-54.|[2]Solomon JM, et al. Inhibition of SIRT1 catalytic activity increases p53 acetylation but does not alter cell survival following DNA damage. Mol Cell Biol. 2006 Jan;26 (1) :28-38.|[3]Jia Y, et al. SIRT1 is a regulator in high glucose-induced inflammatory response in RAW264.7 cells. PLoS One. 2015 Mar 20;10 (3) :e0120849.|[4]Wang X, et al. Resveratrol attenuates microvascular inflammation in sepsis via SIRT-1-Induced modulation of adhesion molecules in ob/ob mice. Obesity (Silver Spring) . 2015 Jun;23 (6) :1209-17.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
SIRT1

Chemical Information

(1S)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

(S)-selisistat is a 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide that has S configuration It is the active enantiomer. It has a role as a Sir1 inhibitor. It is an enantiomer of a (R)-selisistat.

CAS Number848193-68-0
PubChem CID707029
IUPAC Name(1S)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
Molecular FormulaC13H13ClN2O
Molecular Weight248.71
XLogP2.5
Topological Polar Surface Area58.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count17
Formal Charge0
Complexity323
SMILES
C1C[C@@H](C2=C(C1)C3=C(N2)C=CC(=C3)Cl)C(=O)N
InChI
InChI=1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)/t9-/m0/s1
InChIKey
FUZYTVDVLBBXDL-VIFPVBQESA-N
Chemical Structure
2D Structure
2D structure of (1S)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
CAS: 848193-68-0
CID: 707029
Formula: C13H13ClN2O
MW: 248.71
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight248.71
XLogP32.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass248.0716407
Monoisotopic Mass248.0716407
Topological Polar Surface Area58.9 Ų
Heavy Atom Count17
Formal Charge0
Complexity323
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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