(2S,3R)-2-aminoheptadecane-1,3-diol

Base Information

• Chemical Name: (2S,3R)-2-aminoheptadecane-1,3-diol
• CAS No.: 32164-02-6
• Molecular Formula: C₁₇H₃₇NO₂
• Molecular Weight: 287.486
• DSSTox Substance ID: DTXSID10390606
• Nikkaji Number: J1.335.744G
• Wikidata: Q76280593
• Metabolomics Workbench ID: 30482
• ChEMBL ID: CHEMBL471986
• Mol file: 32164-02-6.mol

Synonyms:(2S,3R)-2-aminoheptadecane-1,3-diol;32164-02-6;C17 Sphinganine;Sphinganine (d17:0);heptadecasphinganine;D-erythro-sphinganine (C17 base);Sphinganine-C17;LMSP01040003;Sphinganine (C17 base);D-erythro- Dihydrosphingosine;CHEMBL471986;SCHEMBL16455713;DTXSID10390606;CHEBI:137124;AKOS040755258;AS-82786;1,3-Heptadecanediol,2-amino-,(2S,3R)-;1,3-Heptadecanediol, 2-amino-, (2S,3R)-;J-018661;sphinganine (d17:0), D-erythro-sphinganine (C17 base), powder

Chemical Property of (2S,3R)-2-aminoheptadecane-1,3-diol

Chemical Property:

• PSA: 66.48000
• LogP: 4.45840
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 287.282429423
• Heavy Atom Count: 20
• Complexity: 188

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Sphinganine-C17 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC(C(CO)N)O
• Isomeric SMILES: CCCCCCCCCCCCCC[C@H]([C@H](CO)N)O
• Description: Sphinganine is a synthetic bioactive sphingolipid that inhibits the growth of C. glabrata and C. albicans with a minimum fungicidal concentration (MFC) value of 0.5 μg/ml for both. More commonly, sphinganine is used as an internal standard in the analysis of sphingoid compounds by chromatographic or spectrometric methods.
• Uses: Sphinganine-C17 is found in bovine serum. Sphinganine-C17 is a biomarker for assessment of delayed-type hypersensitivity and response to triptolide.

Technology Process of (2S,3R)-2-aminoheptadecane-1,3-diol

There total 1 articles about (2S,3R)-2-aminoheptadecane-1,3-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(2S,3R)-2-(t-butoxycarbonylamino)-1,3-heptadecanediol (693288-30-1) → C17 sphinganine (32164-02-6)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 0.5h;

DOI:10.1021/jo030355b

upstream raw materials:

(2S,3R)-2-(t-butoxycarbonylamino)-1,3-heptadecanediol