114297-20-0

Basic information

• Product Name: soya-cerebroside I
• Synonyms: soya-cerebroside I;(2R)-N-[(1S,2R,3E,7E)-1-[(β-D-Glucopyranosyloxy)methyl]-2-hydroxy-3,7-heptadecadienyl]-2-hydroxyhexadecanamide;(2S,3R,4E,8E)-1-(β-D-Glucopyranosyloxy)-2-[[(2R)-2-hydroxypalmitoyl]amino]-4,8-octadecadiene-3-ol;(4E,8E)-1-O-β-D-Glucopyranosyl-N-[(2R)-2-hydroxyhexadecanoyl]-4,8-sphingadienine;(R)-N-[(1S,2R,3E,7E)-1-[(β-D-Glucopyranosyloxy)methyl]-2-hydroxy-3,7-heptadecadienyl]-2-hydroxyhexadecanamide;Cerebroside B1a
• CAS NO: 114297-20-0
• Molecular Formula: C₄₀H₇₅NO₉
• Molecular Weight: 714.0248
• Mol File: 114297-20-0.mol

Chemical Properties

• Melting Point: 192-197 °C
• Boiling Point: 870.1°Cat760mmHg
• Flash Point: 480°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 2.41E-35mmHg at 25°C
• Refractive Index: 1.529
• PKA: 12.89±0.70(Predicted)
• CAS DataBase Reference: soya-cerebroside I(CAS DataBase Reference)
• NIST Chemistry Reference: soya-cerebroside I(114297-20-0)
• EPA Substance Registry System: soya-cerebroside I(114297-20-0)

Safety Data

• Hazardous Substances Data: 114297-20-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Soya-cerebroside I is used as a neuroprotective agent for its potential to treat and prevent neurodegenerative diseases due to its demonstrated neuroprotective effects.
Used in Cosmetic Industry:
Soya-cerebroside I is used as a skin health improver for its potential to enhance skin health and reduce the risk of skin-related issues.
Used in Nutritional Supplements:
Soya-cerebroside I is used as a dietary supplement for its anti-inflammatory and antioxidant properties, which may contribute to overall health and well-being.
Used in Cardiovascular Health Applications:
Soya-cerebroside I is used as a cardiovascular risk reducer for its potential to lower the risk of cardiovascular diseases.

InChI:InChI=1/C40H75NO9/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(43)32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h19-20,26,28,32-38,40,42-47H,3-18,21-25,27,29-31H2,1-2H3,(H,41,48)/b20-19+,28-26+/t32?,33-,34-,35-,36-,37+,38-,40+/m1/s1

Upstream product

• 114200-61-2 (2S,3R,4E,8E)-2-<(2R)-2-<(2R)-2-Acetoxy-2-phenylacetoxy>hexadecanoylamino>-1-(β-D-glucopyranosyloxy)-4,8-octadecadien-3-ol 
• 115018-47-8 (2S,3R,4E,8E,2'R)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine 
• 262592-98-3 (2S,3R,4E,8E,2'R)-2-(2'-acetoxyhexadecanoyl)amino-3-O-acetyl-1-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4,8-octadiene-1,3-diol 
• 115031-71-5 (2S,3R,2'R,4E,8E)-2-(hexadecanoylamino)-4,8-octadecadiene-1,3,2′-triol 
• 115018-44-5 (2S,3R,4E,8E,2'R)-2-(2'-acetoxyhexadecanoyl)amino-1-O-benzoyl-4,8-octadiene-1,3-diol 
• 262592-97-2 (2S,3R,4E,8E,2'R)-3-acetoxy-2-(2'-acetoxyhexadecanoyl)amino-4,8-octadien-1-ol 
• 262592-95-0 (2S,3R,4E,8E,2'R)-1-(t-butyldiphenylsilyl)oxy-2-(2'-hydroxyhexadecanoyl)amino-4,8-octadien-3-ol 
• 262592-96-1 Acetic acid (2E,6E)-(R)-1-[(S)-1-((R)-2-acetoxy-hexadecanoylamino)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-hexadeca-2,6-dienyl ester 
• 112-31-2 caprinaldehyde 
• 4048-42-4 1-dodecen-3-ol 
• 114200-48-5 (4E)-4-Tetradecensaeure-methylester 
• 59101-24-5 (E)-4-Tetradecen-1-ol 
• 88195-82-8 p-nitrophenyl 2-O-acetyl-(2R)-2-hydroxypalmitate 
• 114200-49-6 (E)-1-bromo-4-tetradecene 

Downstream Products

• 16742-51-1 methyl (R)-2-hydroxyhexadecanoate 
• 25277-68-3 (4E,8E)-2-amino-1,3-dihydroxy-4,8-octadecadiene 
• 709-50-2 methyl beta-D-glucopyranoside 
• 16742-51-1 methyl 2-hydroxypalmitate 
• 25277-68-3 (4E,8E)-2-Amino-octadeca-4,8-diene-1,3-diol 
• 114200-59-8 (2R,3R,4S,5S,6R)-2-((4E,8E)-2-Amino-3-hydroxy-octadeca-4,8-dienyloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 13552-09-5 2-aminooctadecan-1,3-diol 

Relevant articles and documents

Synthesis of sphingadienine-type glucocerebrosides

Sphinga-4,8-dienine derivatives were synthesized from a vinyl-epoxide 5 via three routes. First, reaction of 5 with 2-dodecenyl cyanocuprate afforded a 1:1 mixture of (4E,8E)- and (4E,8Z)-sphingadienine derivatives in high yield. Second, the (4E,8E)-isome

Glycosyl Imidates, 35. - Synthesis of a Cerebroside Having a (4E,8E)-Sphingadienine Moiety from Tetragonia tetragonoides with Antiulcerogenic Activity

The natural cerebroside 1a possessing antiulcerogenig activity and its diastereomer 1b were readily synthesized by the azidosphingosine glycosylation method.The requied (4E,8E)-azidosphingadienine 12 was obtained from (4E)-tetradecenyl bromide (7) and 2,4-O-benzylidene-D-threose (9) by Wittig reaction, subsequent azide introduction and benzylidene group removal.For the glucosylation the corresponding 3-O-benzoyl derivative 15 was prepared; it provided with the trichloroacetimidate 16 as glucosyl donor the desired β-D-glucopyranosyl derivative 17 in high yield.Deprotection and azido group reduction afforded compound 19 with a free amino group.N-Acylation with both enantiomers of 2-hydroxypalmitic acid (using the derivatives 20 a,b) yielded after deacetylation compounds 1a and 1b, respectively.

Synthesis of Sphingosine Relatives, VII. - Synthesis fo Anti-Ulcerogenic Cerebrosides Isolated from Tetragonia tetragonoides

The synthesis of (2S,3R,4E,8E,2'R)-1-O-(β-D-glucopyranosyl)-N-(2'-hydroxyhexadecanoyl)-4,8-sphingadienine (1a) and its (8Z) isomer (1b) was accomplished by employing (R)-2-aminohexadecanoic acid, D-glucose, and (S)-serine as chiral sources.