Home > Compound List > Compound details
18877-64-0 molecular structure
click picture or here to close

[(2R)-3-carboxy-2-(hexadecanoyloxy)propyl]trimethylazanium chloride

ChemBase ID: 133028
Molecular Formular: C23H46ClNO4
Molecular Mass: 436.06864
Monoisotopic Mass: 435.31153664
SMILES and InChIs

SMILES:
CCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)O)C[N+](C)(C)C.[Cl-]
Canonical SMILES:
CCCCCCCCCCCCCCCC(=O)O[C@@H](C[N+](C)(C)C)CC(=O)O.[Cl-]
InChI:
InChI=1S/C23H45NO4.ClH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4;/h21H,5-20H2,1-4H3;1H/t21-;/m1./s1
InChIKey:
GAMKNLFIHBMGQT-ZMBIFBSDSA-N

Cite this record

CBID:133028 http://www.chembase.cn/molecule-133028.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(2R)-3-carboxy-2-(hexadecanoyloxy)propyl]trimethylazanium chloride
IUPAC Traditional name
[(2R)-3-carboxy-2-(hexadecanoyloxy)propyl]trimethylazanium chloride
Synonyms
O-Palmitoyl-L-carnitine chloride
Palmitoyl-L-carnitine chloride
CAS Number
18877-64-0
EC Number
242-642-6
MDL Number
MFCD00070346
Beilstein Number
4071005
PubChem SID
162227305
24898229
PubChem CID
167759

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 167759 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.216764  H Acceptors
H Donor LogD (pH = 5.5) 2.7858472 
LogD (pH = 7.4) 2.8038437  Log P 2.0335479 
Molar Refractivity 126.2396 cm3 Polarizability 45.82777 Å3
Polar Surface Area 63.6 Å2 Rotatable Bonds 20 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble25 mg/mL (with heat or sonication) expand Show data source
Apperance
white powder expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 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
Purity
≥98% (TLC) expand Show data source
≥98.0% (TLC) expand Show data source
Linear Formula
C23H46NO4 · Cl expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - P1645 external link
Biochem/physiol Actions
Long-chain acylcarnitine and well-known intermediate in mitochondrial fatty acid oxidation. Modifies myocardial levels of high-energy phosphates and free fatty acids in the heart. Increases erythroid colony formation in culture. Reduces surface negative charge of erythrocytes and myocytes. Reported to affect currents and inhibit endothelium-dependent relaxation induced by acetylcholine and substance P in a dose-dependent manner by suppressing the intracellular calcium signal transduction in endothelial cells. Inhibits the Na/K pump current but has no effect on the intracellular calcium current in guinea pig ventricular cells. However, like oubain, it reversibly depolarizes the resting membrane, decreases action potential duration, and increases the amplitude of myocyte contractions.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle