SENKYUNOLIDE A

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H16O2
Molecular Weight	192.2542
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCC[C@@H]1OC(=O)C2=C1CCC=C2

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21146552 | https://www.ncbi.nlm.nih.gov/pubmed/18718517 | https://www.ncbi.nlm.nih.gov/pubmed/17304150 | https://www.ncbi.nlm.nih.gov/pubmed/16206033

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

Primary Target	Pharmacology	Condition	Potency
TNF signaling pathway 4 Target ID: map04668 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21146552 \| https://www.ncbi.nlm.nih.gov/pubmed/16206033	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Colon cancer 62 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18718517	Primary	Basic research	Unknown Approved Use Unknown
Inflammation 102 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16206033 https://www.ncbi.nlm.nih.gov/pubmed/21146552	Primary	Basic research	Unknown Approved Use Unknown
Dandruff 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28833273	Primary	Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P0037G0	https://www.1pchem.com/search?query=1P0037G0
AK Scientific	Y0186	https://aksci.com/item_detail.php?cat=Y0186
ApexBio Technology	N2554	https://www.apexbt.com/catalogsearch/result/?q=N2554
AstaTech	42949	http://astatechinc.com/CPSResult.php?CRNO=42949
BOC Sciences	62006-39-7	http://www.bocsci.com/description.asp?cas=62006-39-7
BOC Sciences	63038-10-8	http://www.bocsci.com/description.asp?cas=63038-10-8
Biopurify Phytochemicals	BP1287	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1287&searchhtmp=simplesearch&t=1
Chem Scene	CS-0009775	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0009775
Lab Network	LN01344787	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01344787
Lab Network	LN02184490	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN02184490
MedChem Express	HY-N0743	https://www.medchemexpress.com/search.html?q=HY-N0743&ft=&fa=&fp=
MolPort	MolPort-027-720-911	https://www.molport.com/shop/molecule-link/MolPort-027-720-911
MolPort	MolPort-039-052-280	https://www.molport.com/shop/molecule-link/MolPort-039-052-280
Molnova	M18911	https://www.molnova.com/en/serch-list.html?keywords=M18911
MuseChem	R064474	https://www.musechem.com/product/R064474.html
TargetMol	BBP03458	https://www.targetmol.com/search?keyword=BBP03458
TargetMol	T5S2073	https://www.targetmol.com/search?keyword=T5S2073
eMolecules	300763926	https://orderbb.emolecules.com/search/#?query=300763926
eMolecules	44810055	https://orderbb.emolecules.com/search/#?query=44810055
eMolecules	95722438	https://orderbb.emolecules.com/search/#?query=95722438
mcule	MCULE-8952317949	https://mcule.com/MCULE-8952317949/
mcule	MCULE-9958013133	https://mcule.com/MCULE-9958013133/

PubMed

Title	Date	PubMed
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	1287277
Phthalide Lactones from Ligusticum chuanxiong inhibit lipopolysaccharide-induced TNF-alpha production and TNF-alpha-mediated NF-kappaB Activation.	2005 Sep	16206033
Low oral bioavailability and pharmacokinetics of senkyunolide a, a major bioactive component in Rhizoma Chuanxiong, in the rat.	2007 Feb	17304150
Isolation and identification of anti-inflammatory constituents from Ligusticum chuanxiong and their underlying mechanisms of action on microglia.	2011 May	21146552
Reinforcement of barrier function and scalp homeostasis by Senkyunolide A to fight against dandruff.	2017 Dec	28833273

Patents

Sample Use Guides

In Vivo Use Guide

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.

Name

Type

Language

SENKYUNOLIDE A

Official 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

DTXSID40212322