Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H37NO2 |
| Molecular Weight | 299.4919 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](N)CO
InChI
InChIKey=WWUZIQQURGPMPG-NVGHFZOBSA-N
InChI=1S/C18H37NO2/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/b15-14+/t17-,18-/m1/s1
| Molecular Formula | C18H37NO2 |
| Molecular Weight | 299.4919 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for the cellular effects of these compounds. | 1989 Apr 18 |
|
| Selectivity of ceramide-mediated biology. Lack of activity of erythro-dihydroceramide. | 1993 Dec 15 |
|
| An efficient synthesis of D-erythro- and D-threo-sphingosine from D-glucose: olefin cross-metathesis approach. | 2005 Dec 22 |
Patents
Sample Use Guides
Treatment of HL-60 ells with D-erythro-C2-ceramide (1-5 uM) for 2 days resulted in a dose-dependent inhibition of cell growth. Its enantiomer, L-erythro-C2-ceramide, was equally potent. The diastereomer, L-threo-C2ceramide, was more potent than D-erythro-C2-ceramide whereas D-threo-C2-ceramide (D-threo-sphingosine) was less potent. The IC50 for these compounds ranged be-ween 2.5 and 4.5 uM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:26:17 GMT 2023
by
admin
on
Sat Dec 16 01:26:17 GMT 2023
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| Record UNII |
4423HD881O
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| Record Status |
Validated (UNII)
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| Record Version |
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