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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
D-erythro-Sphingosine (Erythrosphingosine) hydrochloride is a specific TRPM3 activator. D-erythro-Sphingosine also induces retinoblastoma protein dephosphorylation
In Vitro
Extracellular application of D-erythro-Sphingosine (20 μM) induces an increase in [Ca 2+ ] i in TRPM3-transfected HEK293 cells within 20 to 30 s after start of application, whereas nontransfected control cells (NT) shows only very small responses. D-erythro-Sphingosine (10 μM) induces currents through TRPM3. Induction of retinoblastoma protein dephosphorylation by D-erythro-Sphingosine (500 nM; 24 h) precede inhibition of growth and a specific arrest in the G0/G1 phase of the cell cycle. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:TRPM3|Retinoblastoma protein
| Canonical Smiles | CCCCCCCCCCCCCC=CC(C(CO)N)O.Cl |
|---|---|
| IUPAC Name | (E,2S,3R)-2-aminooctadec-4-ene-1,3-diol;hydrochloride |
| InChIKey | YDIHJJLAPMAISR-ZNWYJMOFSA-N |
| INCHI | 1S/C18H37NO2.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20;/h14-15,17-18,20-21H,2-13,16,19H2,1H3;1H/b15-14+;/t17-,18+;/m0./s1 |
| Isomeric SMILES | CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O.Cl |
| PubChem CID | 17998971 |
| Molecular Weight | 336 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Amines |
| Intermediate Tree Nodes | Alkanolamines |
| Direct Parent | 1,2-aminoalcohols |
| Alternative Parents | Secondary alcohols Primary alcohols Monoalkylamines Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Secondary alcohol - 1,2-aminoalcohol - Organic oxygen compound - Hydrocarbon derivative - Hydrochloride - Primary amine - Primary alcohol - Organooxygen compound - Primary aliphatic amine - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. |
| External Descriptors | Not available |
| Molecular Weight | 336.000 g/mol |
|---|---|
| XLogP3 | |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 15 |
| Exact Mass | 335.259 Da |
| Monoisotopic Mass | 335.259 Da |
| Topological Polar Surface Area | 66.500 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 231.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 2 |