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

Molecular Formula	C12H16O2
Molecular Weight	192.2542
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

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
Study of the anti-proliferative effects and synergy of phthalides from Angelica sinensis on colon cancer cells.	2008 Oct 30	18718517

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.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 20:17:10 UTC 2023` Edited by `admin` on `Sat Dec 16 20:17:10 UTC 2023`
Record UNII	74QZK813SO
Record Status	`Validated (UNII)`
Record Version

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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

Created by admin on Sat Dec 16 20:17:11 UTC 2023 , Edited by admin on Sat Dec 16 20:17:11 UTC 2023

PRIMARY

CAS

63038-10-8

Created by admin on Sat Dec 16 20:17:11 UTC 2023 , Edited by admin on Sat Dec 16 20:17:11 UTC 2023

PRIMARY

RS_ITEM_NUM

1611988

Created by admin on Sat Dec 16 20:17:11 UTC 2023 , Edited by admin on Sat Dec 16 20:17:11 UTC 2023

PRIMARY

FDA UNII

74QZK813SO

Created by admin on Sat Dec 16 20:17:11 UTC 2023 , Edited by admin on Sat Dec 16 20:17:11 UTC 2023

PRIMARY

PUBCHEM

3085257

Created by admin on Sat Dec 16 20:17:11 UTC 2023 , Edited by admin on Sat Dec 16 20:17:11 UTC 2023

PRIMARY

Related Record Type Details


					TA8L57B94W

OPOPANAX RESIN

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					3W51R3EK30

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					T8CL3168L1

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PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

Senkyunolide I, coniferyl ferulate, senkyunolide A, 3-butylphthalide, Z-butylidenephthalide and levistolide A were isolated from essential oil of Angelica sinensis.


					15V0BLB71G

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Details

SMILES

InChI

DescriptionSources: 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

Approval Year

Targets

Conditions

Approved Use

Approved Use

Approved Use

Sourcing

PubMed

Patents

Sample Use Guides

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