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32164-02-6

32164-02-6 Structure

32164-02-6 Structure
IdentificationBack Directory
[Name]

D-erythro-sphinganine (C17 base)
[CAS]

32164-02-6
[Synonyms]

Sphinganine-C17
sphinganine (d17:0)
D-erythro-sphinganine (C17 base)
D-ERYTHRO-SPHINGANINE (C17 BASE);SPHINGANINE (D17:0)
[Molecular Formula]

C17H37NO2
[MOL File]

32164-02-6.mol
[Molecular Weight]

287.48
Chemical PropertiesBack Directory
[Melting point ]

74-76 °C(Solv: acetonitrile (75-05-8))
[Boiling point ]

433.1±25.0 °C(Predicted)
[density ]

0.931±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 10 mg/ml; DMSO: 2 mg/ml; Ethanol: miscible
[form ]

A crystalline solid
[pka]

12.57±0.45(Predicted)
[InChI]

1S/C17H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h16-17,19-20H,2-15,18H2,1H3/t16-,17+/m0/s1
[InChIKey]

KFQUQCFJDMSIJF-DLBZAZTESA-N
[SMILES]

OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCC
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P305+P351+P338-P370+P378-P403+P235
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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.
[Definition]

ChEBI: Heptadecasphinganine is an aminodiol and a sphingoid.
[storage]

Store at -20°C
[References]

[1] KARIN THEVISSEN . Fungicidal activity of truncated analogues of dihydrosphingosine[J]. Bioorganic & Medicinal Chemistry Letters, 2008, 18 13: Pages 3728-3730. DOI: 10.1016/j.bmcl.2008.05.067
[2] STEFKA SPASSIEVA. Combination of C(17) sphingoid base homologues and mass spectrometry analysis as a new approach to study sphingolipid metabolism.[J]. Methods in enzymology, 2007, 434: 233-241. DOI: 10.1016/s0076-6879(07)34012-3
[3] FENG QU. Sphingolipids as new biomarkers for assessment of delayed-type hypersensitivity and response to triptolide.[J]. PLoS ONE, 2012: e52454. DOI: 10.1371/journal.pone.0052454
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