26633-48-7

Basic information

• Product Name: Octadecanoic acid, 2-hydroxy-, (2R)-
• Synonyms: (R)-2-Hydroxy-octadecanoic acid;(R)-2-hydroxyoctadecanoic acid;(+)-2-hydroxioctadecenoic acid
• CAS NO: 26633-48-7
• Molecular Formula: C18H36O3
• Molecular Weight: 300.47700
• Mol File: 26633-48-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Octadecanoic acid, 2-hydroxy-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecanoic acid, 2-hydroxy-, (2R)-(26633-48-7)
• EPA Substance Registry System: Octadecanoic acid, 2-hydroxy-, (2R)-(26633-48-7)

Safety Data

• Hazardous Substances Data: 26633-48-7(Hazardous Substances Data)

Upstream product

• 142-94-9 2-bromostearic acid 
• 113773-89-0 cerebroside 
• 57-11-4 stearic acid 
• 112-76-5 Stearoyl chloride 
• 160186-22-1 (R)-3-octadecanoyl-4-benzyloxazolidin-2-one 
• 108-05-4 vinyl acetate 

Downstream Products

• 160147-98-8 (2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 
• 113773-89-0 cerebroside 
• 160147-91-1 p-nitrophenyl (R)-2-acetoxyoctadecanoate 
• 100896-30-8 (2R)-2-hydroxyoctadecanoic acid methyl ester 

Relevant articles and documents

Stereoselective synthesis of unnatural (2S, 3S)-6-hydroxy-4-sphingenine-containing sphingolipids

6-Hydroxy-(4E)-sphingenine-containing sphingolipids are found in mammalian and bacterial membranes and have multiple intra- and intercellular functions. Most sphingolipids contain a (2S,3R)-2-amino-1,3-diol core structure, but only limited examples of unnatural (2S,3S)-2-amino-1,3-diol derivates have so far been reported. Using an underexplored hydrozirconation-transmetalation reaction and an unusual three-step-one-pot deprotection sequence, we were able to synthesize several unnatural (2S,3S)-6-hydroxy-(4E)-sphingenine-containing sphingolipids in only three (protected) or four (deprotected) consecutive steps, respectively, including a fluoresence-labeled derivative suitable for future biological studies.

Cerebrosides from Fomitopsis pinicola (Sw. Ex Fr.) Karst.

A cerebroside fraction was obtained from the bruit bodies of fomitopsis pinicola using column chromatography and then separated into six compounds by reversed-phase HPLC.The sugar component of all cerebrosides was D-glucose.The major fatty acids were 2-hydroxyfatty acids (C14-C18), the long chain base was identified as 9-methyl-C18-4,8-sphingadienine which is widely distributed in fungi and reported to be essential for the fruit-inducing activity of fungi.Based on degradation studies, fast atom bombardment mass spectrometry, and different 1H and 13C NMR investigations, the structure of the main cerebroside (1) was determined to be (4E,8E,2S,3R,2'R)-N-2'-hydroxypalmityl-1-O-β-D-glucopyranosyl-9-methyl-4,8-sphingadienine. - Keywords: Cerebroside; Glycolipid; Fomitopsis pinicola; 1H and 13C NMR