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4238-41-9 molecular structure
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(3S)-7-amino-1-chloro-S-(4-methylphenyl)-2-oxoheptane-3-sulfonamido hydrochloride

ChemBase ID: 103568
Molecular Formular: C14H22Cl2N2O3S
Molecular Mass: 369.30708
Monoisotopic Mass: 368.07281893
SMILES and InChIs

SMILES:
Cl.Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl
Canonical SMILES:
NCCCC[C@@H](C(=O)CCl)NS(=O)(=O)c1ccc(cc1)C.Cl
InChI:
InChI=1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16;/h5-8,13,17H,2-4,9-10,16H2,1H3;1H/t13-;/m0./s1
InChIKey:
YFCUZWYIPBUQBD-ZOWNYOTGSA-N

Cite this record

CBID:103568 http://www.chembase.cn/molecule-103568.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S)-7-amino-1-chloro-S-(4-methylphenyl)-2-oxoheptane-3-sulfonamido hydrochloride
IUPAC Traditional name
C14H21ClN2O3S hydrochloride
Synonyms
(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride
(3S)-7-Amino-1-chloro-3-tosylamino-2-heptanone hydrochloride
Tosyl-L-lysyl-chloromethane hydrochloride
Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride
TLCK
1-Chloro-3-tosylamido-7-amino-L-2-heptanone
Tos-Lys-chloromethylketone hydrochloride
N-α-p-TOSYL-L-LYSINE CHLOROMETHYL KETONE
CAS Number
4238-41-9
4272-74-6
EC Number
224-199-0
224-266-4
MDL Number
MFCD00065395
Beilstein Number
7106867
PubChem SID
24889312
24278752
162103011
PubChem CID
73093

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 73093 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.396283  H Acceptors
H Donor LogD (pH = 5.5) -0.9192657 
LogD (pH = 7.4) -0.34327915  Log P 1.6378839 
Molar Refractivity 84.3488 cm3 Polarizability 33.71932 Å3
Polar Surface Area 89.26 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
H2O: soluble50 mg/mL expand Show data source
Apperance
powder expand Show data source
Melting Point
155°C (dec.) expand Show data source
Optical Rotation
[α]20/D -7.8±0.5°, c = 2% in H2O expand Show data source
Storage Condition
0°C, Desiccate expand Show data source
RTECS
XT5160000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
R:36 expand Show data source
Safety Statements
26-36 expand Show data source
S:26 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
-20°C expand Show data source
Gene Information
human ... NFKB1(4790), NFKB2(4791) expand Show data source
Purity
≥96% (TLC) expand Show data source
≥99.0% (AT) expand Show data source
Potency
10-100 μM effective concentration expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C14H21ClN2O3S · HCl expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02152152 external link
Hydrochloride
Crystalline Inhibitor of papain and trypsin. Also a specific reagent for essential histidine site in trypsin.
Sigma Aldrich - T7254 external link
Biochem/physiol Actions
Blocks the LPS- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of iNOS and COX-2 transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.
Caution
Stable at least two years when stored desiccated at -20°C.
Sigma Aldrich - 90182 external link
Other Notes
An alkylating reagent that may react with histidine or cysteine residues at the active site of enzymes. Inactivates serine proteases such as trypsin 1,2,3 and clostripain 4. Chymotrypsin is not affected. To prevent proteolytic degradation, a combination of TLCK and TPCK can be used throughout the isolation of proteins, as in the isolation of histones.5

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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