Basic information
- CAS
119567-63-4- Standard SMILES
CCCCCCCCCCCCC/C=C/[C@H](O)[C@@H](CO)N(C)C- InChIKey
YRXOQXUDKDCXME-QWKHPXNBSA-N- Molecular formula
- C20H41NO2
- Average molar mass
- 327.5 g/mol
- Monoisotopic mass
- 327.31372955
Overview
a sphingosine kinase inhibitor
Names & identifiers
- Preferred name
- 4-Octadecene-1,3-diol, 2-(dimethylamino)-, (S-(R*,S*-(E)))-
- IUPAC
- (E,2R,3S)-2-(dimethylamino)octadec-4-ene-1,3-diol
- English name
- D-erythro-Sphingosine, N,N-dimethyl-
- Molecular formula
- C20H41NO2
- Molecular weight
- 327.55
Names & synonyms
N,N-DMS122314-67-4D-erythro-N,N-dimethylsphingosineL9QRA718344-Octadecene-1,3-diol, 2-(dimethylamino)-, (S-(R*,S*-(E)))-DTXSID301189579DTXSID801030509(2R,3S,E)-2-(dimethylamino)octadec-4-ene-1,3-diolDMS cpdCHEBI:787594-Octadecene-1,3-diol, 2-(dimethylamino)-, [S-[R*,S*-(E)]]-RefChem:912755
Show more names
DIMETHYLSPHINGOSINEN-DimethylsphingosineN,N-dimethylsphingenineSPHINGOSINE, N,N-DIMETHYLDIMETHYL SPHINGOSINE (D18:1)Dimethyl-D-erythro-sphingosineN,N-Dimethylsphingosine (d18:1)N,N-DIMETHYLSPHINGOSINE, D-ERYTHRO
DTXCID101515594DTXCID101620856(E,2S,3R)-2-(dimethylamino)octadec-4-ene-1,3-diolN,N-DimethylsphingosineNN-dimethyl-D-erythrosphingosine(E,2R,3S)-2-(dimethylamino)octadec-4-ene-1,3-diolCHEMBL447685UNII-L9QRA71834
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 6.3
- Topological polar surface area
- 43.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 16
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 266
Physicochemical properties
- Boiling point
- 447.2 · 447.2±45.0 °C(Predicted)
- Density
- 0.921 · 0.921±0.06 g/cm3(Predicted)
- Flash point
- 14 °C · 14 °C
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
- pka
- 13.72 · 13.72±0.20(Predicted)
- form
- Waxy solid/Clear oil
- color
- colorless
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
- InChI
- 1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m1/s1
- InChIKey
- YRXOQXUDKDCXME-QWKHPXNBSA-N
- SMILES
- CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](CO)N(C)C
- CAS DataBase Reference
- 119567 · 119567-63-4(CAS DataBase Reference)
- FDA UNII
- 9 QRA71834 · L9QRA71834
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 1
- ridadr
- UN 1170 3/PG 2
- risk_code
- 11
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS08
- hazard_code
- F
- safety_code
- 7-16
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H225-H350
- Precautionary statements
- P201-P202-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P308+P313-P370+P378-P403+P235-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
DescriptionN,N-Dimethylsphingosine (119567-63-4) is a synthetic derivative of D-erythro-sphingosine (Cat.# 10-2287). Endogenous sphingolipid.1Inhibits sphingosine kinase (IC50 = 5 μM).2N,N-Dimethylsphingosine induces apoptosis in a variety of cell lines.3
UsesD-erythro-N,N-Dimethylsphingosine is general modulator of protein kinases . D-erythro-N,N-Dimethylsphingosine is implicated in neuropathic pain.
UsesN,N-Dimethylsphingosine is an inhibitor of sphingosine kinase (SPHK). It is a natural metabolite of sphingosine in some cancer cell lines and tissues. N,N-Dimethylsphingosine inhibited U937 cell SPHK with a Ki value of 3.1 μM. N,N-Dimethylsphingosine induces apoptosis, but it is not an inhibitor of protein kinase C.
UsesA general modulator of protein kinases.
General DescriptionDimethyl Sphingosine (d18:1), also called as N,N-Dimethyl-d-erythro-sphingosine (DMS), is a natural sphingolipid metabolite. It is found in various tissues.
Suppliers32 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
Aladdin Scientific[email protected]
Related reactions
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Compound notes
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