EMBELIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H26O4
Molecular Weight	294.3859
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCC1=C(O)C(=O)C=C(O)C1=O

InChI

InChIKey=IRSFLDGTOHBADP-UHFFFAOYSA-N

InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3

HIDE SMILES / InChI

Molecular Formula	C17H26O4
Molecular Weight	294.3859
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15115387 | https://www.ncbi.nlm.nih.gov/pubmed/29299941 | https://www.ncbi.nlm.nih.gov/pubmed/26820671

Embelin (Emb), the major component of Ardisia japonica BL. (AJB), traditional herbal remedies, possesses various pharmacological effects. Emb exhibits the anti-inflammatory effect on allergic asthma via inhibition of NF-κB activity. The antitumor effects of the drug related to its ability to prevent and to treat prostate cancer. Embelin inhibits of the X-linked inhibitor of apoptosis (XIAP) via the XIAP BIR3 domain that allows using this drug, as a promising lead compound for designing an entirely new class of anticancer agents that target the BIR3 domain of XIAP. Besides, experiments on rodents have shown that EMB pretreatment could reduce myocardial injury via anti-inflammatory, antioxidant, and antiapoptotic effects.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
E3 ubiquitin-protein ligase XIAP 4 Target ID: P98170 Gene ID: 331.0 Gene Symbol: XIAP Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15115387	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Prostate cancer 178 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22887478	Primary	Basic research	Unknown Approved Use Unknown
Myocardial infarction 121 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26820671	Preventing	Preclinical	Unknown Approved Use Unknown
Allergic asthma 6 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29299941	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Steroid hormone activity of flavonoids and related compounds.	2000 Jul	10989984
Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease.	2000 Nov	11054840
Cell death in pancreatitis: caspases protect from necrotizing pancreatitis.	2006 Feb 10	16339139
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Inhibitory effects of antrodins A-E from Antrodia cinnamomea and their metabolites on hepatitis C virus protease.	2009 Apr	19003946
Triterpenes from Cynomorium songaricium--analysis of HCV protease inhibitory activity, quantification, and content change under the influence of heating.	2009 Jan	18600299
Activation of endothelial nitric oxide synthase by the pro-apoptotic drug embelin: Striking discrepancy between nitric oxide-mediated cyclic GMP accumulation and L-citrulline formation.	2010 May 15	20144727
Embelin suppresses growth of human pancreatic cancer xenografts, and pancreatic cancer cells isolated from KrasG12D mice by inhibiting Akt and Sonic hedgehog pathways.	2014	24694877

Patents

Sample Use Guides

In Vivo Use Guide

protective effects of embelin and in isoproterenol-induced acute myocardial injury in rats: drugs were administered by oral gavage embelin accelerates cutaneous wound healing in diabetic rats: oral route (25 and 50 mg/kg) in the incision and dead space wound models.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 03:31:07 GMT 2023` Edited by `admin` on `Sat Dec 16 03:31:07 GMT 2023`
Record UNII	SHC6U8F5ER
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EMBELIN

Common Name

English

P-BENZOQUINONE, 2,5-DIHYDROXY-3-UNDECYL-

Common Name

English

EMBELIC ACID

Common Name

English

2,5-DIHYDROXY-3-UNDECYL-P-BENZOQUINONE

Common Name

English

EMBELIN [MI]

Common Name

English

2,5-DIHYDROXY-3-UNDECYL-2,5-CYCLOHEXADIENE-1,4-DIONE

Systematic Name

English

NSC-91874

Code

English

Code System Code Type Description

EPA CompTox

DTXSID80203537