N-octanoylsphingosine : An N-acylsphingosine in which the ceramide N-acyl group is specified as octanoyl. [CHeBI]
ID Source | ID |
---|---|
PubMed CID | 5702614 |
CHEMBL ID | 444463 |
SCHEMBL ID | 14020687 |
CHEBI ID | 45815 |
MeSH ID | M0181508 |
Synonym |
---|
IDI1_034039 |
BSPBIO_001569 |
NCGC00161360-01 |
NCGC00161360-02 |
c8 ceramide |
NCGC00161360-03 |
HMS1989O11 |
n-octanoyl-d-erythro-sphingosine |
74713-59-0 |
BML3-D01 |
HMS1361O11 |
HMS1791O11 |
n-[(e,2s,3r)-1,3-dihydroxyoctadec-4-en-2-yl]octanamide |
chebi:45815 , |
n-octanoylsphingosine |
CHEMBL444463 |
c8-ceramide |
c-8 ceramide |
n-[(2s,3r,4e)-1,3-dihydroxyoctadec-4-en-2-yl]octanamide |
n-octanoyl sphingosine |
cer(d18:1/8:0) |
n-octanoylsphing-4-enine |
SCHEMBL14020687 |
APDLCSPGWPLYEQ-WRBRXSDHSA-N |
HMS3649E13 |
HMS3402O11 |
n-octanoylsphingosine,d-erythro |
c8 ceramide (d18:1/8:0), n-octanoyl-d-erythro-sphingosine, powder |
n-((2s,3r,e)-1,3-dihydroxyoctadec-4-en-2-yl)octanamide |
mfcd00236496 |
EX-A1429 |
Q27120632 |
sr-01000946565 |
SR-01000946565-1 |
ceramide 8; d-erythro-n-octanoylsphingosine; n-octanoyl-c18-sphingosine |
AS-56387 |
AKOS037645042 |
n-[(1s,2r,3e)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octanamide |
HY-108391 |
DTXSID701318293 |
CS-0028558 |
BP-28810 |
Class | Description |
---|---|
N-acylsphingosine | The parent compounds of the ceramide family, composed of sphingosine having an unspecified fatty acyl group attached to the nitrogen. |
Protein | Taxonomy | Measurement | Average (mM) | Bioassay(s) |
---|---|---|---|---|
phosphopantetheinyl transferase | Bacillus subtilis | Potency | 89.1251 | AID1490 |
glucocerebrosidase | Homo sapiens (human) | Potency | 25.1189 | AID2101 |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID588519 | A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities | 2011 | Antiviral research, Sep, Volume: 91, Issue:3 ISSN: 1872-9096 | High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors. |
AID1347154 | Primary screen GU AMC qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 ISSN: 1091-6490 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
AID1508630 | Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 ISSN: 2211-1247 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID431777 | Selectivity for tumor necrosis factor-resistant human MCF7 cells over human MCF10A cells | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID401377 | Toxicity against Ulva conglobata at 50 ppm | 1998 | Journal of natural products, Jun-26, Volume: 61, Issue:6 ISSN: 0163-3864 | New ceramide from marine sponge Haliclona koremella and related compounds as antifouling substances against macroalgae. |
AID431784 | Increase in endogenous sphingosine-1-phosphate level in tumor necrosis factor-resistant human MCF7 cells at 10 uM after by ESI/MS/MS analysis | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID547622 | Antitrypanosomal activity against Trypanosoma cruzi amastigotes infected in BESM cells measured after 88 hrs postinfection by HTS assay | 2010 | Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8 ISSN: 1098-6596 | Image-based high-throughput drug screening targeting the intracellular stage of Trypanosoma cruzi, the agent of Chagas' disease. |
AID654948 | Potentiation of etoposide-induced antiproliferative activity against human MCF-7TN-R cells after 24 hrs by MTT assay | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID658812 | Induction of apoptosis in human HCT116 cells at 30 uM after 14 hrs by Annexin V-propidium iodide staining based flow cytometry | 2012 | Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10 ISSN: 1464-3391 | 3-Deoxy-3,4-dehydro analogs of XM462. Preparation and activity on sphingolipid metabolism and cell fate. |
AID431775 | Antiproliferative activity against tumor necrosis factor-resistant human MCF7 cells after 24 hrs by MTT assay | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID654837 | Antiproliferative activity against human MDA-MB-231 cells assessed as decrease in Ki-67 staining after 48 hrs by immunofluorescence staining | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID654838 | Antiproliferative activity against human MDA-MB-468 cells assessed as decrease in Ki-67 staining after 48 hrs by immunofluorescence staining | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID431769 | Inhibition of clonogenic survival of endocrine-resistant human MDA-MB-231 cells after 10 days by microscopy | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID431776 | Antiproliferative activity against human MCF10A cells at 100 uM after 24 hrs by MTT assay | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID492066 | Cytotoxicity against human MCF-7TN-R cells assessed as reduction in cell viability after 24 hrs by MTT assay | 2010 | Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14 ISSN: 1464-3391 | Novel anti-viability ceramide analogs: design, synthesis, and structure-activity relationship studies of substituted (S)-2-(benzylideneamino)-3-hydroxy-N-tetradecylpropanamides. |
AID431774 | Antiproliferative activity against endocrine-resistant human MDA-MB-231 cells after 24 hrs by MTT assay | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID547621 | Cytotoxicity against BESM cells after 88 hrs by HTS assay | 2010 | Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8 ISSN: 1098-6596 | Image-based high-throughput drug screening targeting the intracellular stage of Trypanosoma cruzi, the agent of Chagas' disease. |
AID1069719 | Induction of apoptosis in human MCF-7TN-R cells at 2 times IC50 determined from MTT assay after 24 hrs by ELISA relative to control | 2014 | Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4 ISSN: 1464-3391 | 3-Ketone-4,6-diene ceramide analogs exclusively induce apoptosis in chemo-resistant cancer cells. |
AID431768 | Inhibition of clonogenic survival of human MCF7 cells after 10 days by microscopy | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID431771 | Induction of apoptosis in human MCF7 cells assessed as appearance of nucleosomes in cytoplasm at 8.3 uM after 24 hrs by ELISA relative to DMSO control | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID1069717 | Induction of apoptosis in human MCF-7TN-R cells assessed as caspase-9 activation at 2 times IC50 determined from MTT assay after 24 hrs by caspase Glo 9 assay relative to vehicle-treated control | 2014 | Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4 ISSN: 1464-3391 | 3-Ketone-4,6-diene ceramide analogs exclusively induce apoptosis in chemo-resistant cancer cells. |
AID654949 | Potentiation of doxorubicin-induced antiproliferative activity against human MCF-7TN-R cells after 24 hrs by MTT assay | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID431783 | Increase in endogenous sphingosine-1-phosphate level in endocrine-resistant human MDA-MB-231 cells at 10 uM after by ESI/MS/MS analysis | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID431782 | Increase in endogenous sphingosine-1-phosphate level in human MCF7 cells at 10 uM after by ESI/MS/MS analysis | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID431770 | Inhibition of clonogenic survival of tumor necrosis factor-resistant human MCF7 cells after 10 days by microscopy | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID654950 | Induction of apoptosis in human MCF-7TN-R cells assessed as decrease in viable cells after 48 hrs by DAPI staining method relative to control | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID654836 | Antiproliferative activity against human MCF-7TN-R cells assessed as decrease in Ki-67 staining after 48 hrs by immunofluorescence staining | 2012 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7 ISSN: 1464-3405 | Anti-proliferative effects of the novel ceramide analog (S)-2-(benzylideneamino)-3-hydroxy-N-tetrade-cylpropanamide in chemoresistant cancer. |
AID431773 | Antiproliferative activity against human MCF7 cells after 24 hrs by MTT assay | 2009 | Journal of medicinal chemistry, Sep-24, Volume: 52, Issue:18 ISSN: 1520-4804 | Design, synthesis, and biological activity of a family of novel ceramide analogues in chemoresistant breast cancer cells. |
AID547804 | Selectivity window, ratio of EC50 for BESM cells to EC50 for Trypanosoma cruzi amastigotes infected in BESM cells | 2010 | Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8 ISSN: 1098-6596 | Image-based high-throughput drug screening targeting the intracellular stage of Trypanosoma cruzi, the agent of Chagas' disease. |
AID540299 | A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis | 2010 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21 ISSN: 1464-3405 | Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 1 (9.09) | 18.2507 |
2000's | 1 (9.09) | 29.6817 |
2010's | 7 (63.64) | 24.3611 |
2020's | 2 (18.18) | 2.80 |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 11 (100.00%) | 84.16% |
Substance | Studies | Classes | Roles | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
n-palmitoylsphingosine | Cer(d34:1); N-acylsphingosine; N-palmitoyl-sphingoid base | human blood serum metabolite; Mycoplasma genitalium metabolite | 0 | 0 | low | 0 | 0 | 0 | 0 | 0 | 0 | ||
n-acetylsphingosine | N-acylsphingosine | 0 | 0 | low | 0 | 0 | 0 | 0 | 0 | 0 | |||
n-caproylsphingosine | N-acylsphingosine | 0 | 0 | low | 0 | 0 | 0 | 0 | 0 | 0 | |||
n-(7-(4-nitrobenzo-2-oxa-1,3-diazole))-6-aminocaproyl sphingosine | N-acylsphingosine | fluorescent probe | 0 | 0 | low | 0 | 0 | 0 | 0 | 0 | 0 |
Condition | Indicated | Studies | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
---|---|---|---|---|---|---|---|---|---|---|---|---|
American Trypanosomiasis | 0 | 2010 | 2010 | 14.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
Breast Cancer | 0 | 2009 | 2012 | 13.7 | medium | 0 | 0 | 0 | 2 | 1 | 0 | |
Breast Neoplasms | 0 | 2009 | 2012 | 13.7 | medium | 0 | 0 | 0 | 2 | 1 | 0 | |
Cancer of Colon | 0 | 2012 | 2012 | 12.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Cancer of Lung | 0 | 2012 | 2012 | 12.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Chagas Disease | 0 | 2010 | 2010 | 14.0 | low | 0 | 0 | 0 | 1 | 0 | 0 | |
Colonic Neoplasms | 0 | 2012 | 2012 | 12.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Congenital Zika Syndrome | 0 | 2020 | 2020 | 4.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Disease Models, Animal | 0 | 2020 | 2020 | 4.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Encephalitis, Polio | 0 | 2011 | 2011 | 13.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Lung Neoplasms | 0 | 2012 | 2012 | 12.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Poliomyelitis | 0 | 2011 | 2011 | 13.0 | low | 0 | 0 | 0 | 0 | 1 | 0 | |
Zika Virus Infection | 0 | 2020 | 2020 | 4.0 | low | 0 | 0 | 0 | 0 | 1 | 0 |