Phytosphingosine
PubChem CID: 122121
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| Compound Synonyms | phytosphingosine, 554-62-1, (2S,3S,4R)-2-aminooctadecane-1,3,4-triol, 4-D-Hydroxysphinganine, D-Ribo-phytosphingosine, C18-Phytosphingosine, DS-phytosphingosine, (+)-D-ribo-Phytosphingosine, UNII-GIN46U9Q2Q, 1,3,4-Octadecanetriol, 2-amino-, (2S,3S,4R)-, GIN46U9Q2Q, 4R-hydroxysphinganine, 4D-Hydroxysphinganine, CHEBI:46961, CYTOMIDE PGS, BIOMIDE PS, D-ribo Phytosphingosine, N-Dodecanoyl-NBD-phytosphingosine, D-Ribo-1,3,4-trihydroxy-2-aminooctadecane, 388566-94-7, 4-R-hydroxyoctadecasphinganine, SPHINGANINE, 4-D-HYDROXY, DTXSID80203951, EC 439-210-6, 4-hydroxysphinganine, 1,3,4-Octadecanetriol, 2-amino-, (2S-(2R*,3R*,4S*))-, (2S,3S,4R)-2-Amino-1,3,4-octadecanetriol, 4R-hydroxasphinganine, 1,3,4-OCTADECANETRIOL, 2-AMINO-, D-RIBO-, phytosphingosine (C18), 4R-hydroxysphinganine (C18), D-ribo-4-hydroxysphinganine (C18), t18:0, C18H39NO3, Phytosphingosin, MFCD02259274, 4-D-hydroxy-Sphinganine, SCHEMBL20110, C18-PHS, CHEMBL236036, DTXCID10126442, PHYTOSPHINGOSINE [WHO-DD], LMSP01030001, AKOS015949172, AKOS016015084, CCG-208251, CS-W012019, DB14119, FH16352, FS-5977, HY-W011303, D-ribo-2-amino-1,3,4-Octadecanetriol, SMP2_000142, NCGC00163609-01, DA-56838, NS00009822, P1765, SR-05000002328, Q3746193, SR-05000002328-2, BRD-K05048137-001-03-9, (2S,3S,4R)-2-Amino-1,3,4-octadecanetriol, AldrichCPR, [2S-(2R*,3R*,4S*)]-2-amino-1,3,4-Octadecanetriol, Phytosphingosine, (2S, 3S, 4R)-2-Amino-1,3,4-octadecanetriol, D-ribo-Phytosphingosine, 4-hydroxysphinganine (Saccharomyces Cerevisiae), powder |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 86.7 |
| Hydrogen Bond Donor Count | 4.0 |
| Pfizer 3 75 Rule | False |
| Np Classifier Class | Sphingoid bases |
| Deep Smiles | CCCCCCCCCCCCCC[C@H][C@H][C@H]CO))N))O))O |
| Heavy Atom Count | 22.0 |
| Classyfire Class | Organonitrogen compounds |
| Description | Phytosphingosine is a phospholipid. Phospholipids are a class of lipids and a major component of all biological membranes, sphingolipid metabolites, such as sphingosine and ceramide, are highly bioactive compounds and are involved in diverse cell processes, including cell-cell interaction, cell proliferation, differentiation, and apoptosis. Phytosphingosine is also one of the most widely distributed natural sphingoid bases, which is abundant in fungi and plants, and also found in animals including humans. Phytosphingosine is structurally similar to sphingosine, phytosphingosine possesses a hydroxyl group at C-4 of the sphingoid long-chain base. The physiological roles of phytosphingosine are largely unknown. Phytosphingosine induces apoptosis in human T-cell lymphoma and non-small cell lung cancer cells, and induces caspase-independent cytochrome c release from mitochondria. In the presence of caspase inhibitors, phytosphingosine-induced apoptosis is almost completely suppressed, suggesting that phytosphingosine-induced apoptosis is largely dependent on caspase activities. (PMID: 12576463, 12531554, 8046331, 8048941,8706124) [HMDB] |
| Classyfire Subclass | Amines |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 226.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 3.0 |
| Enzyme Uniprot Id | Q9Y2B2, Q9BRB3, P37287, Q14442, P57054, Q92535, Q13510, P17900, P15812, P61916, P15813, Q9H3S5, Q7Z7B1, Q8TBF5, Q86VD9, Q9BYG0, Q9Y2C3, Q92521, Q07326, Q5H8A4, O95427, Q8TEQ8, Q96S52, Q969N2, Q9H490, Q9NUD9, Q3MUY2, Q5QJU3, Q9HCG7, Q8TDN7, Q92643 |
| Uniprot Id | Q8N5D6, Q9Y2B2, Q9BRB3, P37287, Q14442, P57054, Q92535, Q13510, P17900, P15812, P61916, P15813, Q9H3S5, Q7Z7B1, Q8TBF5, Q86VD9, Q9BYG0, Q9Y2C3, Q92521, Q07326, Q5H8A4, O95427, Q8TEQ8, Q96S52, Q969N2, Q9H490, Q9NUD9, Q3MUY2, Q96JA3, Q5QJU3, Q9HCG7, Q8TDN7, Q92643, O43292, O95397, A6NH11, B5MDU3, P06126, Q5TA50, P29017, P18428, Q9UFH6, P29016, Q9NZD2, O33853, Q9F4F7, P11473, Q9UBT6, O42275, P81908, n.a., P0DTD1 |
| Iupac Name | (2S,3S,4R)-2-aminooctadecane-1,3,4-triol |
| Class | Sphingolipids |
| Veber Rule | False |
| Classyfire Superclass | Organic nitrogen compounds |
| Xlogp | 4.6 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Amines |
| Gsk 4 400 Rule | True |
| Molecular Formula | C18H39NO3 |
| Inchi Key | AERBNCYCJBRYDG-KSZLIROESA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 16.0 |
| State | Solid |
| Synonyms | (+)-D-ribo-Phytosphingosine, [2S-(2R*,3R*,4S*)]-2-amino-1,3,4-Octadecanetriol, 4-D-hydroxy-Sphinganine, 4-D-Hydroxysphinganine, 4-R-Hydroxyoctadecasphinganine, 4D-Hydroxysphinganine, C18-Phytosphingosine, D-ribo-1,3,4-Trihydroxy-2-aminooctadecane, D-ribo-2-amino-1,3,4-Octadecanetriol, (+)-D-Ribo-phytosphingosine, 4-D-Hydroxy-sphinganine, D-Ribo-1,3,4-trihydroxy-2-aminooctadecane, D-Ribo-2-amino-1,3,4-octadecanetriol, [2S-(2R*,3R*,4S*)]-2-amino-1,3,4-octadecanetriol, 8-(Z-e)-C18-Phytosphingenine, (2S,3S,4R)-2-Amino-1,3,4-octadecanetriol, (2S,3S,4R)-2-Amino-1,3,4-trihydroxyoctadecane, D-Ribo-phytosphingosine, SP(t18:0), Phytosphingosine, LEAD (II) ion, Lead, ion (PB2+), Pb, PB(2+), PB2+, Glover, haro Mix MH-204, Lead ion (PB2+), Lead(2+) ion, Omaha, Plumbum, Methyl 2-bromo-6-(((2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-((4-(4-nitrophenyl)-1,3-thiazol-2-yl)amino)ethyl)sulfanyl)-methyl)-5-hydroxy-3-methoxybenzoate, phytosphingosine |
| Substituent Name | Sphingoid base, 1,3-aminoalcohol, Secondary alcohol, Polyol, 1,2-diol, 1,2-aminoalcohol, Hydrocarbon derivative, Primary amine, Primary alcohol, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Amine, Alcohol, Aliphatic acyclic compound |
| Esol Class | Soluble |
| Functional Groups | CN, CO |
| Compound Name | Phytosphingosine |
| Kingdom | Organic compounds |
| Exact Mass | 317.293 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 317.293 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 317.5 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 3.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1 |
| Smiles | CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | 1,3-aminoalcohols |
| Np Classifier Superclass | Sphingolipids |
- 1. Outgoing r'ship
FOUND_INto/from Momordica Charantia (Plant) Rel Props:Reference:ISBN:9788172361792