NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2S,3R)-2-aminooctadec-4-ene-1,3-diol
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(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol
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IUPAC Traditional name
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sphing-4-enine
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sphingosine
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Synonyms
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Sphingosine
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(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol
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4-Sphingenine
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trans-D-erythro-2-Amino-4-octadecene-1,3-diol
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D-Sphingosine
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Cerebroside
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D-ERYTHRO-SPHINGOSINE
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2-Amino-4-octadecene-1,3-diol
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trans-4-Sphingenine
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Erythrosphingosine
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(-)-Sphingosine
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D-erythro-Sphingosine (synthetic)
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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PubChem SID
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PubChem CID
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CHEBI ID
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CHEMBL
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Chemspider ID
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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14.11614
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H Acceptors
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3
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H Donor
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3
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LogD (pH = 5.5)
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1.6121767
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LogD (pH = 7.4)
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2.7524984
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Log P
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4.56658
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Molar Refractivity
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91.892 cm3
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Polarizability
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36.424446 Å3
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Polar Surface Area
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66.48 Å2
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Rotatable Bonds
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15
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Lipinski's Rule of Five
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true
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PROPERTIES
PROPERTIES
Physical Property
Safety Information
Pharmacology Properties
Product Information
Bioassay(PubChem)
Solubility
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Chloroform
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Show
data source
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chloroform: soluble20 mg/mL, clear, colorless to very faintly yellow
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Show
data source
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Methanol
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Show
data source
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Apperance
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White to Pale Yellow Solid
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Show
data source
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Melting Point
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68-70°C
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Show
data source
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Storage Condition
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0°C
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Show
data source
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-20°C Freezer
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Show
data source
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Storage Warning
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Store in freezer
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Show
data source
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MSDS Link
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German water hazard class
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3
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Show
data source
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Safety Statements
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22-24/25
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Show
data source
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Personal Protective Equipment
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Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
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Show
data source
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Storage Temperature
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-20°C
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Show
data source
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Gene Information
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human ... PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584)
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Show
data source
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rat ... Prkca(24680)
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Show
data source
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Purity
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~99% (TLC)
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Show
data source
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≥98.0% (TLC)
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Show
data source
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Certificate of Analysis
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Biological Source
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from bovine brain
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Show
data source
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from bovine brain cerebrosides
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Show
data source
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synthetic
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Show
data source
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Empirical Formula (Hill Notation)
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C18H37NO2
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Show
data source
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DETAILS
DETAILS
MP Biomedicals
Wikipedia
Sigma Aldrich
TRC
Sigma Aldrich -
S6879
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Biochem/physiol Actions A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes. Preparation Note Prepared from sphingomyelin. Quality May contain small amounts of structural analogues. |
Sigma Aldrich -
S7049
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Biochem/physiol Actions A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes. Natural isomer of sphingosine |
Sigma Aldrich -
85621
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Biochem/physiol Actions A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes. Other Notes Potent inhibitor of protein kinase C1 Sales restrictions may apply |
Toronto Research Chemicals -
S681000
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Selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-dependent enzymes; natural isomer of sphingosine. |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Yoon, C., et al.: Mol. Cancer Res., 7, 361 (2009)
- • Giussani, P., et al.: J. Biol. Chem., 284, 5088 (2009)
- • Chen-Quay, S., et al.: J. Pharm. Sci., 98, 606 (2009)
- • Satoh, Y., et al.: J. Biochem., 145, 31 (2009)
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PATENTS
PATENTS
PubChem Patent
Google Patent