Laurylsphingosine
PubChem CID: 5283562
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| Compound Synonyms | 74713-60-3, N-lauroyl-D-erythro-Sphingosine, Laurylsphingosine, C12 Ceramide, C12-Ceramide, N-dodecanoylsphingosine, Dodecyl sphingosine, N-Lauroylsphingosine, Cer(d18:1/12:0), N-(dodecanoyl)-sphing-4-enine, N-(dodecanoyl)-ceramide, N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]dodecanamide, C12 Ceramide (d18:1/12:0), N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]dodecanamide, N-(lauroyl)ceramide, N-(dodecanoyl)ceramide, N-Lauroyl-D-sphingosine, N-lauroylsphing-4-enine, N-dodecanoylsphing-4-enine, N-(lauroyl)sphing-4-enine, N-(dodecanoyl)sphing-4-enine, G9Y85P44XU, SCHEMBL22910818, CHEBI:72956, C12 Ceramide, Ceramide 12, N-Lauroyl-D-erythro-sphingosine, N-Laurylsphingosine, DTXSID401304172, LMSP02010002, AKOS037645391, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]dodecanamide, 136846-32-7, AS-60559, DA-51504, HY-100353, CS-0018667, N-Lauroyl-D-sphingosine, >=98.0% (TLC), G13123, Q27140211, N-((2S,3R,E)-1,3-Dihydroxyoctadec-4-en-2-yl)dodecanamide, C12 Ceramide (d18:1/12:0), N-lauroyl-D-erythro-sphingosine, powder, Dodecanamide, N-(2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl)-, (R-(R*,S*-(E)))-, Dodecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]- |
|---|---|
| Topological Polar Surface Area | 69.6 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 34.0 |
| Description | Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides. Ceramide is found in rice. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 452.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Enzyme Uniprot Id | P54803, P09848, Q9Y2B2, Q8NHU3, Q86VZ5, P17405, Q16739, Q9BRB3, P37287, Q14442, P57054, Q92535, O95470, Q13510, Q16880, Q9Y5P4, P17900, P04062, P15812, P61916, P27544, P15813, Q9H3S5, Q7Z7B1, Q8TBF5, Q86VD9, Q9BYG0, Q9Y2C3, Q92521, Q07326, Q5H8A4, O95427, Q8TEQ8, Q96S52, Q969N2, Q9H490, Q9NUD9, Q3MUY2, P0C7U2, Q5QJU3, Q9NR71, Q9HCG7, Q8TDN7, Q92636, Q92643 |
| Iupac Name | N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]dodecanamide |
| Prediction Hob | 0.0 |
| Class | Sphingolipids |
| Xlogp | 10.7 |
| Superclass | Lipids and lipid-like molecules |
| Molecular Formula | C30H59NO3 |
| Prediction Swissadme | 0.0 |
| Inchi Key | HXFPPRPLRSPNIB-VARSQMIESA-N |
| Fcsp3 | 0.9 |
| Rotatable Bond Count | 26.0 |
| State | Solid |
| Synonyms | (2S,3R,4E)-2-acylamino-1,3-octadec-4-enediol, (2S,3R,4E)-2-acylaminooctadec-4-ene-1,3-diol, CER, Cer(D18:1/12:0), Ceramide (egg), Ceramide 1-phosphate, Ceramide phosphate, Ceramides, Dodecyl sphingosine, Laurylsphingosine, N-((2S,3R,E)-1,3-dihydroxyoctadec-4-en-2-yl)stearamide, N-(Dodecanoyl)ceramide, N-(Dodecanoyl)sphing-4-enine, N-(Lauroyl)ceramide, N-(Lauroyl)sphing-4-enine, N-[(1S,2R,3e)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-octadecanamide, N-acylsphingosine, N-Dodecanoylsphing-4-enine, N-Lauroylsphing-4-enine, N-Lauroylsphingosine, SPL |
| Substituent Name | Sphingoid base, Secondary alcohol, Organic 1,3-dipolar compound, Propargyl-type 1,3-dipolar organic compound, Carboximidic acid derivative, Carboximidic acid, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Organonitrogen compound, Alcohol, Aliphatic acyclic compound |
| Compound Name | Laurylsphingosine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 481.449 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 481.449 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 481.8 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 1.0 |
| Esol | -7.786197200000002 |
| Inchi | InChI=1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1 |
| Smiles | CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCC)O |
| Defined Bond Stereocenter Count | 1.0 |
- 1. Outgoing r'ship
FOUND_INto/from Oryza Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all