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554-62-1,MFCD02259274
Catalog No.:AA003TP5

554-62-1 | Phytosphingosine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
98%
in stock  
$24.00   $17.00
- +
1g
98%
in stock  
$66.00   $46.00
- +
5g
95%+
in stock  
$155.00   $109.00
- +
25g
95%+
in stock  
$385.00   $270.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003TP5
Chemical Name:
Phytosphingosine
CAS Number:
554-62-1
Molecular Formula:
C18H39NO3
Molecular Weight:
317.5072
MDL Number:
MFCD02259274
SMILES:
CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O
Properties
Properties
 
BP:
483.733 °C at 760 mmHg  
Form:
Solid  
MP:
102 °C  
Refractive Index:
9 ° (C=1, Pyridine)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
226  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
16  
XLogP3:
4.6  

Downstream Synthesis Route

[1]JournalofOrganicChemistry,2004,vol.69,p.5699-5704

[2]Patent:EP1452520,2004,A1.Locationinpatent:Page17-18

[3]JournalofBiologicalChemistry,1954,vol.206,p.616

[4]JournalofBiologicalChemistry,1954,vol.206,p.616

[5]JournaloftheAmericanChemicalSociety,2002,vol.124,p.1856-1857

[6]Patent:US2003/171621,2003,A1

[1]Yamamoto,Toshihiro;Teshima,Tadashi;Saitoh,Umihito;Hoshi,Motonori;Shiba,Tetsuo[TetrahedronLetters,1994,vol.35,#17,p.2701-2704]

[1]CarbohydrateResearch,1988,vol.174,p.169-180

[2]JournalofOrganicChemistry,2003,vol.68,p.5788-5791

[3]TetrahedronAsymmetry,1994,vol.5,p.2195-2208

[4]LiebigsAnnales,1995,p.755-764

[5]Tetrahedron,2011,vol.67,p.9283-9290

[6]TetrahedronLetters,1994,vol.35,p.9573-9576

[1]Patent:EP2851092,2015,A1.Locationinpatent:Paragraph0099

[2]Patent:WO2015/40140,2015,A1.Locationinpatent:Page/Pagecolumn71;72

[3]Patent:US2015/238597,2015,A1.Locationinpatent:Paragraph0235

[4]ChemistryLetters,1996,p.185-186

[5]Tetrahedron,1998,vol.54,p.10657-10670

[6]OrganicandBiomolecularChemistry,2007,vol.5,p.3769-3777

[7]Tetrahedron,2013,vol.69,p.3817-3822

[1]TetrahedronLetters,2018,vol.59,p.3435-3438

[2]Synthesis,2011,p.867-872

[3]Heterocycles,2001,vol.55,p.1127-1132

[4]Patent:WO2014/118556,2014,A2.Locationinpatent:Page/Pagecolumn48

[5]Patent:WO2014/124430,2014,A1.Locationinpatent:Page/Pagecolumn225

[6]Patent:WO2015/38596,2015,A1.Locationinpatent:Page/Pagecolumn249;250

[7]Patent:WO2016/145142,2016,A1.Locationinpatent:Page/Pagecolumn299

[8]Patent:WO2017/106710,2017,A1.Locationinpatent:Page/Pagecolumn81;82

[9]Patent:WO2017/155923,2017,A1.Locationinpatent:Page/Pagecolumn157

[10]Patent:WO2017/189978,2017,A1.Locationinpatent:Page/Pagecolumn320;321

[11]Patent:WO2019/173602,2019,A1.Locationinpatent:Page/Pagecolumn301

Literature

Title: Moon-Taek Park, et al. Phytosphingosine Induces Apoptotic Cell Death via Caspase 8 Activation and Bax Translocation in Human Cancer Cells. Clin Cancer Res. 2003 Feb;9(2):878-85.

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SDS
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