Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C12H16O4 |
| Molecular Weight | 224.253 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC\C=C1/OC(=O)C2=C1CC[C@H](O)[C@H]2O
InChI
InChIKey=DQNGMIQSXNGHOA-JXQVETIVSA-N
InChI=1S/C12H16O4/c1-2-3-4-9-7-5-6-8(13)11(14)10(7)12(15)16-9/h4,8,11,13-14H,2-3,5-6H2,1H3/b9-4-/t8-,11+/m0/s1
| Molecular Formula | C12H16O4 |
| Molecular Weight | 224.253 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/21235591
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/21235591
Senkyunolide I is an active ingredient of Rhizoma Chuanxiong, a Chinese medicinal herb commonly used for the treatment of cardiovascular ailments. Senkyunolide I is presentative metabolite of ligustilide in vivo and in vitro, is one of the most important bioactive constituents of chuanxiong. It was fount, that it could treat migraines, although the mechanism is unclear.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Senkyunolide I protects rat brain against focal cerebral ischemia-reperfusion injury by up-regulating p-Erk1/2, Nrf2/HO-1 and inhibiting caspase 3. | 2015 Apr 24 |
|
| Preparation and structural determination of four metabolites of senkyunolide I in rats using ultra performance liquid chromatography/quadrupole-time-of-flight tandem mass and nuclear magnetic resonance spectra. | 2016 Dec 5 |
|
| Elucidation of Transport Mechanism of Paeoniflorin and the Influence of Ligustilide, Senkyunolide I and Senkyunolide A on Paeoniflorin Transport through Mdck-Mdr1 Cells as Blood-Brain Barrier in Vitro Model. | 2016 Mar 2 |
|
| Senkyunolide I attenuates oxygen-glucose deprivation/reoxygenation-induced inflammation in microglial cells. | 2016 Oct 15 |
Patents
Sample Use Guides
in rats: oral administration at a dose of 100 mg*kg−1/body weight
Route of Administration:
Oral
In Vitro Use Guide
Curator's Comment: It was found, that senkyunolide I (SEI) suppressed the activation of NF-κB pathway induced by oxygen-glucose deprivation/reoxygenation (OGD/R) and the MAPK pathway was shown not to be involved. Furthermore, SEI significantly down-regulated TLR4/MyD88 pathway with specifically improving inducible Hsp70 level through increasing HSF-1/DNA binding activity. SEI exerted similar influence on Hsp70/TLR4/NF-κB pathway in rat primary microglial cells. The results suggested that SEI had a potent effect against stroke-induced neuroinflammation through suppressing the TLR4/NF-κB pathway by up-regulating Hsp70 dependent on HSF-1.
Unknown
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:29:19 UTC 2023
by
admin
on
Sat Dec 16 08:29:19 UTC 2023
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| Record UNII |
12PJ07292V
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID001317406
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12PJ07292V
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88551-87-5
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11521428
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94596-28-8
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| Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Senkyunolide I, coniferyl ferulate, senkyunolide A, 3-butylphthalide, Z-butylidenephthalide and levistolide A were isolated from essential oil of Angelica sinensis.
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PARENT -> METABOLITE ACTIVE |
MAJOR
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