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36271-49-5 molecular structure
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N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]octadecanamide

ChemBase ID: 169558
Molecular Formular: C42H81NO8
Molecular Mass: 728.09444
Monoisotopic Mass: 727.59621856
SMILES and InChIs

SMILES:
O(C[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)CCCCCCCCCCCCCCCCC)[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O
Canonical SMILES:
CCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO[C@@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O
InChI:
InChI=1S/C42H81NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,35-37,39-42,44-45,47-49H,3-28,30,32-34H2,1-2H3,(H,43,46)/b31-29+/t35-,36+,37+,39-,40-,41+,42+/m0/s1
InChIKey:
YMYQEDCYNANIPI-NMJNODIHSA-N

Cite this record

CBID:169558 http://www.chembase.cn/molecule-169558.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]octadecanamide
IUPAC Traditional name
N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]octadecanamide
Synonyms
N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-octadecanamide
C18-Cerebroside
β-Galactosyl-C18-ceramide
CAS Number
36271-49-5
PubChem SID
162263690
PubChem CID
10327583

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC G184960 external link Add to cart
PubChem 10327583 external link
Data Source Data ID Price
TRC
G184960 external link Add to cart Please log in.
Data Source Data ID
PubChem 10327583 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.181224  H Acceptors
H Donor LogD (pH = 5.5) 9.983655 
LogD (pH = 7.4) 9.983649  Log P 9.983657 
Molar Refractivity 207.391 cm3 Polarizability 82.80299 Å3
Polar Surface Area 148.71 Å2 Rotatable Bonds 35 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - G184960 external link
Galactosylceramides play an important roles in promoting the regulation of nerve cells, regulating protein kinase C activities and modulating the function of the hormone receptor. They have shown to have significant immunostimulatory and anti-umor activi

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Morita, M., et al.: J. Med. Chem., 38, 2176 (1995)
  • • Sakai, T., et al.: J. Med. Chem., 42, 1836 (1995)
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PATENTS

PATENTS

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INTERNET

INTERNET

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