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
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 GMT 2023
by
admin
on
Sat Dec 16 08:29:19 GMT 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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admin on Sat Dec 16 08:29:19 GMT 2023 , Edited by admin on Sat Dec 16 08:29:19 GMT 2023
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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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