Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H24O6 |
| Molecular Weight | 360.401 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(CCCO)=CC2=C1O[C@H]([C@@H]2CO)C3=CC=C(O)C(OC)=C3
InChI
InChIKey=SBLZVJIHPWRSQQ-BEFAXECRSA-N
InChI=1S/C20H24O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19+/m1/s1
| Molecular Formula | C20H24O6 |
| Molecular Weight | 360.401 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
A lignan derivative, (-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol (DHDA), was isolated from Kalopanax septemlobus L. and was observed to have neuritogenic activity. DHDA at 50 uM caused a marked induction of neurite outgrowth and an enhancement of nerve growth factor (NGF)-mediated neurite outgrowth from PC12 cells by amplifying up-stream steps such as MAPK and PKC.
Approval Year
Sample Use Guides
(-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol at 50 microM caused a marked induction of neurite outgrowth and an enhancement of nerve growth factor (NGF)-mediated neurite outgrowth from PC12 cells. However, it did not exhibit any neurotrophic action. At 50 microM, DHDA enhanced NGF-induced neurite-bearing activity. This activity was partially blocked by the mitogen-activated protein kinase (MAPK) inhibitor PD98059 and by GF109203X, a protein kinase C (PKC) inhibitor. These results suggest that DHDA can induce neurite outgrowth and enhance NGF-induced neurite outgrowth from PC12 cells by amplifying up-stream steps such as MAPK and PKC
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:57:59 GMT 2025
by
admin
on
Mon Mar 31 22:57:59 GMT 2025
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| Record UNII |
2B91L473ZL
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| Record Status |
Validated (UNII)
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| Record Version |
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5274623
Created by
admin on Mon Mar 31 22:57:59 GMT 2025 , Edited by admin on Mon Mar 31 22:57:59 GMT 2025
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2B91L473ZL
Created by
admin on Mon Mar 31 22:57:59 GMT 2025 , Edited by admin on Mon Mar 31 22:57:59 GMT 2025
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126253-41-6
Created by
admin on Mon Mar 31 22:57:59 GMT 2025 , Edited by admin on Mon Mar 31 22:57:59 GMT 2025
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> CONSTITUENT ALWAYS PRESENT |
1,1-Diphenyl-2-picrylhydrazyl radical scavenging assay(DPPH) IC50 expressed as ug/mL = >40, In vitro hydroxyl radical scavenging assay(Hydroxy Radical) IC50 expressed as ug/mL = 3.3+-0.24.
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