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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H16O2
Molecular Weight 192.2547
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SENKYUNOLIDE A

SMILES

CCCC[C@@]1([H])C2=C(C=CCC2)C(=O)O1

InChI

InChIKey=ZPIKVDODKLJKIN-NSHDSACASA-N
InChI=1S/C12H16O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7,11H,2-4,6,8H2,1H3/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H16O2
Molecular Weight 192.2547
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Senkyunolide A is one of the major ingredients in a traditional Chinese medicinal (TCM) herb Rhizoma Chuanxiong. This herb is derived from the dried rhizome of Ligusticum chuanxiong Hort (Umbelliferae) and is one of the most commonly used TCM herbs for the treatment of cardio and cerebrovascular diseases in China. Senkyunolide A has a low oral bioavailability. It has anti-cancer potential. Senkyunolide A may be considered as potential drug candidate for treating inflammatory processes associated with cerebrovascular diseases and related disorders based on their inhibitory activity on TNF-alpha production and TNF-alpha bioactivity.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Antiproliferative effects of the traditional Chinese medicine shimotsu-to, its component cnidium rhizome and derived compounds on primary cultures of mouse aorta smooth muscle cells.
1992 Dec
Phthalide Lactones from Ligusticum chuanxiong inhibit lipopolysaccharide-induced TNF-alpha production and TNF-alpha-mediated NF-kappaB Activation.
2005 Sep
Low oral bioavailability and pharmacokinetics of senkyunolide a, a major bioactive component in Rhizoma Chuanxiong, in the rat.
2007 Feb
Study of the anti-proliferative effects and synergy of phthalides from Angelica sinensis on colon cancer cells.
2008 Oct 30
Isolation and identification of anti-inflammatory constituents from Ligusticum chuanxiong and their underlying mechanisms of action on microglia.
2011 May
Reinforcement of barrier function and scalp homeostasis by Senkyunolide A to fight against dandruff.
2017 Dec
Patents

Patents

Sample Use Guides

Rat: About 1 mL of senkyunolide A (10 or 20 mg/mL) in normal saline containing 3% Tween 80 was given orally (100 mg/kg) or intraperitoneally (IP; 50 or 100 mg/kg). For the IV administration, about 0.2 mL of senkyunolide A (20 mg/mL, dose of 20 mg/kg) or Chuanxiong extract (100 mg/mL, dose of 100 mg/kg) was injected into femoral vein through the catheter.
Route of Administration: Other
In Vitro Use Guide
Senkyunolide A inhibited the smooth muscle cells proliferation in a concentration-dependent manner during the 6-day treatment. The IC50 values of senkyunolide A, derived from cnidium were below 1.52 ug/ml.
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:38:53 UTC 2021
Edited
by admin
on Fri Jun 25 22:38:53 UTC 2021
Record UNII
74QZK813SO
Record Status Validated (UNII)
Record Version
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Name Type Language
SENKYUNOLIDE A
Common Name English
3-N-BUTYL-4,5-DIHYDROPHTHALIDE
Common Name English
SEDANENOLIDE
Common Name English
1(3H)-ISOBENZOFURANONE, 3-BUTYL-4,5-DIHYDRO-, (3S)-
Systematic Name English
(S)-SEDANENOLIDE
Common Name English
(-)-SEDANENOLIDE
Common Name English
1(3H)-ISOBENZOFURANONE, 3-BUTYL-4,5-DIHYDRO-, (S)-
Systematic Name English
(3S)-3-BUTYL-4,5-DIHYDRO-2-BENZOFURAN-1(3H)-ONE
Systematic Name English
SENKYUNOLIDE
Common Name English
Code System Code Type Description
EPA CompTox
63038-10-8
Created by admin on Fri Jun 25 22:38:53 UTC 2021 , Edited by admin on Fri Jun 25 22:38:53 UTC 2021
PRIMARY
CAS
63038-10-8
Created by admin on Fri Jun 25 22:38:53 UTC 2021 , Edited by admin on Fri Jun 25 22:38:53 UTC 2021
PRIMARY
FDA UNII
74QZK813SO
Created by admin on Fri Jun 25 22:38:53 UTC 2021 , Edited by admin on Fri Jun 25 22:38:53 UTC 2021
PRIMARY
PUBCHEM
3085257
Created by admin on Fri Jun 25 22:38:53 UTC 2021 , Edited by admin on Fri Jun 25 22:38:53 UTC 2021
PRIMARY
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