Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H24O7 |
| Molecular Weight | 376.4004 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)[C@]12O[C@H]1[C@@H]3O[C@]34[C@]5(O[C@H]5C[C@@]6(O)C7=C(CC[C@]46C)C(=O)OC7)[C@@H]2O
InChI
InChIKey=OKRSVUYYCJPECG-LFGMFVMYSA-N
InChI=1S/C20H24O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,15,22-23H,4-7H2,1-3H3/t11-,12-,13-,15+,16-,17+,18-,19+,20+/m0/s1
| Molecular Formula | C20H24O7 |
| Molecular Weight | 376.4004 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
(5R)-5-hydroxytriptolide (LLDT-8) is a novel triptolide analog that has been identified as a promising candidate for treating autoimmune diseases and has been shown to be effective in treating murine collagen-induced arthritis and lupus nephritis. LLDT-8 is extracted from the Chinese traditional herb Tripterygium wilfordii Hook. f. (TWHF). It exhibits anti-inflammatory and immunosuppressive effect both in vitro and in vivo. LLDT-8 is in Phase II clinical trial involving RA patients in China.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Derivatization of (5R)-hydroxytriptolide from benzylamine to enhance mass spectrometric detection: application to a Phase I pharmacokinetic study in humans. | 2011 Mar 9 |
|
| (5R)-5-hydroxytriptolide (LLDT-8) prevents collagen-induced arthritis through OPG/RANK/RANKL signaling in a rat model of rheumatoid arthritis. | 2016 Nov |
Sample Use Guides
The mice were orally treated with LLDT-8 (0.125 mg/kg, every other day)
Route of Administration:
Oral
The CC50 values of triptolide and LLDT-8 were 2.1 ± 0.3 and 256.6 ± 73.8 nM, respectively. LLDT-8 significantly inhibited the proliferation of splenocytes induced by concanavalin A (ConA), lipopolysaccharide (LPS), or mixed lymphocyte reaction (MLR), and the IC50 values were 131.7 ± 32.4, 171.5 ± 17.3, and 38.8 ± 5.1 nM, respectively. LLDT-8 (25, 50, 100 nM) dose-dependently reduced the production of Th1 type cytokines (IFN-γ, IL-2) and inflammatory cytokines (TNF-α, IL-6) in vitro.
| Substance Class |
Chemical
Created
by
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on
Edited
Sat Dec 16 11:25:34 GMT 2023
by
admin
on
Sat Dec 16 11:25:34 GMT 2023
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| Record UNII |
XT5J6G12EH
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| Record Status |
Validated (UNII)
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| Record Version |
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