| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| July 3rd, 2006 | 21 | No |
Popular Name: Sphingosine Sphingosine
123-78-4; C00319; Sphing-4-enine; Sphingenine; Sphingoid; Sphingosine
2-aminooctadec-4-ene-1,3-diols
4-Sphingenine; D-Sphingosine; Sphingosine; bmse000850; trans-D-erythro-2-Amino-4-octadecene-1,3-diol
CHEBI:207585; CHEBI:9224; CHEBI:15102; CHEBI:26741
D-erythro-Sphingosine hydrochloride
D-erythro-Sphingosine hydrochloride, 97%
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 5.15 | -4.7 | -40.68 | 5 | 3 | 1 | 68 | 300.507 | 15 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| UniProt Database Links | 1433B_BOVIN; 1433B_HUMAN; 1433B_MACFA; 1433B_MOUSE; 1433B_PONAB; 1433B_RAT; 1433B_SHEEP; 1433F_BOVIN; 1433F_HUMAN; 1433F_MOUSE; 1433F_RAT; 1433Z_BOVIN; 1433Z_HUMAN; 1433Z_MOUSE; 1433Z_PONAB; 1433Z_RAT; 1433Z_SHEEP; ABL1_HUMAN; ABL1_MOUSE; ACASE_CAEBR; ACA | ChEBI |
| Mp [°C] | 81 - 82 | Acros Organics |
| UniProt Database Links | ACASE_CAEBR; ACASE_CAEEL; ACASE_DROME; ACER1_DANRE; ACER1_HUMAN; ACER1_MOUSE; ACER2_HUMAN; ACER2_MOUSE; CERS3_HUMAN; CERS3_MOUSE; CERS5_HUMAN; CERS5_MOUSE; HYL1_CAEEL; HYL2_CAEEL; LAC1_SCHPO; LAC1_YEAS7; LAC1_YEAST; LAG1_SCHPO; LAG1_YEAS7; LAG1_YEAST; LAG | ChEBI |
| UniProt Database Links | CERK1_HUMAN; CERK1_MOUSE | ChEBI |
| Patent Database Links | EP0774249; EP1151997; EP1566176; EP1576894; EP1580187; EP1618876; EP1661562; EP1669091; EP1722227; EP1731161; EP1738747; EP1815846; EP1829527; EP1829528; EP1891962; EP1923060; US2001025052; US2002019547; US2003166601; US2003166619; US2004014720; US2004180 | ChEBI |
| Reactome Database Links | REACT_115894; REACT_115911; REACT_19174; REACT_19185; REACT_19309; REACT_19352; REACT_19392; REACT_19413 | ChEBI |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| Patent Database Links | US2004005282 | ChEBI |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| KAPCA-4-E | CAMP-dependent Protein Kinase Alpha-catalytic Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 98 | 0.47 | Binding ≤ 10μM |
| KPCA-3-E | Protein Kinase C Alpha (cluster #3 Of 6), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCB-4-E | Protein Kinase C Beta (cluster #4 Of 4), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCD-2-E | Protein Kinase C Delta (cluster #2 Of 4), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCE-2-E | Protein Kinase C Epsilon (cluster #2 Of 5), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCG-3-E | Protein Kinase C Gamma (cluster #3 Of 4), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCL-1-E | Protein Kinase C Eta (cluster #1 Of 4), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| KPCT-2-E | Protein Kinase C Theta (cluster #2 Of 3), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| SPHK1-2-E | Sphingosine Kinase 1 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3860 | 0.36 | Binding ≤ 10μM |
| SPHK2-2-E | Sphingosine Kinase 2 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 1560 | 0.39 | Binding ≤ 10μM |
| Z50588-7-O | Canis Familiaris (cluster #7 Of 7), Other | Other | 4200 | 0.36 | Functional ≤ 10μM |
| Z81072-3-O | Jurkat (Acute Leukemic T-cells) (cluster #3 Of 10), Other | Other | 2010 | 0.38 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| KAPCA_RAT | P27791 | CAMP-dependent Protein Kinase Alpha-catalytic Subunit, Rat | 98 | 0.47 | Binding ≤ 1μM |
| KAPCA_RAT | P27791 | CAMP-dependent Protein Kinase Alpha-catalytic Subunit, Rat | 98 | 0.47 | Binding ≤ 10μM |
| KPCA_RAT | P05696 | Protein Kinase C Alpha, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCB_RAT | P68403 | Protein Kinase C Beta, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCD_RAT | P09215 | Protein Kinase C Delta, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCE_RAT | P09216 | Protein Kinase C Epsilon, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCL_RAT | Q64617 | Protein Kinase C Eta, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCG_RAT | P63319 | Protein Kinase C Gamma, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| KPCT_RAT | Q9WTQ0 | Protein Kinase C Theta, Rat | 6700 | 0.34 | Binding ≤ 10μM |
| SPHK1_HUMAN | Q9NYA1 | Sphingosine Kinase 1, Human | 3860 | 0.36 | Binding ≤ 10μM |
| SPHK2_HUMAN | Q9NRA0 | Sphingosine Kinase 2, Human | 1560 | 0.39 | Binding ≤ 10μM |
| Z50588 | Z50588 | Canis Familiaris | 4200 | 0.36 | Functional ≤ 10μM |
| Z81072 | Z81072 | Jurkat (Acute Leukemic T-cells) | 2010 | 0.38 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Glycosphingolipid metabolism | |
| Sphingolipid de novo biosynthesis |
|
| Sphingolipid metabolism | |
| VEGFR2 mediated cell proliferation |
| Description | Species |
|---|---|
| Activation of NF-kappaB in B cells | |
| Association of TriC/CCT with target proteins during biosynthesis | |
| Calmodulin induced events | |
| Depolymerisation of the Nuclear Lamina | |
| Disinhibition of SNARE formation | |
| Effects of PIP2 hydrolysis | |
| G alpha (z) signalling events | |
| Response to elevated platelet cytosolic Ca2+ | |
| Sphingolipid de novo biosynthesis | |
| Trafficking of GluR2-containing AMPA receptors | |
| VEGFR2 mediated cell proliferation | |
| WNT5A-dependent internalization of FZD4 |
