ACONITIC ACID, (E)-

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H6O6
Molecular Weight	174.1082
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C\C(=C/C(O)=O)C(O)=O

InChI

InChIKey=GTZCVFVGUGFEME-HNQUOIGGSA-N

InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+

HIDE SMILES / InChI

Molecular Formula	C6H6O6
Molecular Weight	174.1082
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: http://www.fda.gov/Food/IngredientsPackagingLabeling/GRAS/SCOGS/ucm260845.htm
Curator's Comment: description was created based on several sources, including: http://www.drugfuture.com/chemdata/Aconitic-Acid.html http://www.accessdata.fda.gov/spl/data/c8b036c1-1366-4707-8f26-5778fc3335b7/c8b036c1-1366-4707-8f26-5778fc3335b7.xml

Aconitic Acid found in leaves and tubers of Aconitum napellus L., Ranunculaceae, in various species of Achillea (Compositae) and Equisetum (Equisetaceae), in beet root, and in sugar cane. It is indicated for the temporary relief of symptoms of chronic illness including fatigue, effects of toxin buildup, slowed metabolism, weakened constitution. The limited data on trans-aconitic acid indicate it to be less toxic than citric acid. Trans-aconitate salts appear to be excreted readily by the kidneys. There is no direct evidence that trans-aconitic acid is utilized as is the cis-aconitic acid isomer in mammalian metabolism although non-specific oxidation probably occurs.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Glutamine synthetase 29 Target ID: CHEMBL4612 Sources: http://www.ncbi.nlm.nih.gov/pubmed/924365	Inhibitor 8504
response to oxidative stress 20 Target ID: GO:0006979 Sources: http://www.ncbi.nlm.nih.gov/pubmed/27507497	Modulator 846	70.0 mM [IC50]
aconitate decarboxylase 1 5 Target ID: 730249.0 Gene Symbol: ACOD1 Sources: http://www.ncbi.nlm.nih.gov/pubmed/26872335 \| http://www.genome.jp/dbget-bin/www_bget?ec:4.1.1.6	Substrate 661
Cytoplasmic aconitate hydratase 7 Target ID: P21399 Gene ID: 48.0 Gene Symbol: ACO1 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/18139222 \| http://www.genome.jp/dbget-bin/www_bget?ec:4.2.1.3	Substrate 661
Leishmania donovani 13 Target ID: CHEMBL367 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8285634 \| https://www.ncbi.nlm.nih.gov/pubmed/2597432	Inhibitor 8504
Aconitase 5 Target ID: Aconitase Sources: https://www.ncbi.nlm.nih.gov/pubmed/2597432 \| https://www.ncbi.nlm.nih.gov/pubmed/28087696	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Fatigue 46 Sources: http://www.accessdata.fda.gov/spl/data/c8b036c1-1366-4707-8f26-5778fc3335b7/c8b036c1-1366-4707-8f26-5778fc3335b7.xml	Palliative	Approved 8583	IMMUNO-BOOST Approved Use GRAS. Homeopathic drug is indicated for the temporary relief of symptoms of chronic illness including fatigue, effects of toxin buildup, slowed metabolism, weakened constitution.
Toxin buildup 5 Sources: http://www.accessdata.fda.gov/spl/data/c8b036c1-1366-4707-8f26-5778fc3335b7/c8b036c1-1366-4707-8f26-5778fc3335b7.xml	Palliative	Approved 8583	IMMUNO-BOOST Approved Use GRAS. Homeopathic drug is indicated for the temporary relief of symptoms of chronic illness including fatigue, effects of toxin buildup, slowed metabolism, weakened constitution.
Slowed metabolism 5 Sources: http://www.accessdata.fda.gov/spl/data/c8b036c1-1366-4707-8f26-5778fc3335b7/c8b036c1-1366-4707-8f26-5778fc3335b7.xml	Palliative	Approved 8583	IMMUNO-BOOST Approved Use GRAS. Homeopathic drug is indicated for the temporary relief of symptoms of chronic illness including fatigue, effects of toxin buildup, slowed metabolism, weakened constitution.

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
			inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/376#sid=10320870

PubMed

Title	Date	PubMed
Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles.	2011-08	21561886
Organic acids in the second morning urine in a healthy Swiss paediatric population.	2003-12	14708889
Charge modification of plasma and milk proteins results in antiviral active compounds.	1999-12	10628656
Lactoferrin. Antiviral activity of lactoferrin.	1998	9781360
Abnormal substrate levels that depend upon mitochondrial function in cerebrospinal fluid from Alzheimer patients.	1998	9693263
Antiviral effects of milk proteins: acylation results in polyanionic compounds with potent activity against human immunodeficiency virus types 1 and 2 in vitro.	1996-06-10	8738428
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.	1994-06	8087979
Abnormal carbohydrate metabolism in cerebrospinal fluid in Rett syndrome.	1994-01	8151077
Fatal lactic acidosis in a newborn attributable to a congenital defect of pyruvate dehydrogenase.	1976-01	813176

Patents

Sample Use Guides

In Vivo Use Guide

10 drops under the tongue, 3 to 6 times per day

Route of Administration: Oral

In Vitro Use Guide

10-30 ug/ml of trans-aconitic acid inhibits TNF-α release in LPS-stimulated THP-1 cells up to75%

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:49:16 GMT 2025` Edited by `admin` on `Mon Mar 31 18:49:16 GMT 2025`
Record UNII	7DB37960CW
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ACONITIC ACID, (E)-

Common Name

English

FEMA NO. 2010, E-

Preferred Name

English

TRANS-PROPENE-1,2,3-TRICARBOXYLIC ACID

Common Name

English

TRANS-ACONITIC ACID

Common Name

English

ACONITIC ACID, TRANS-

Common Name

English

NSC-43980

Code

English

(E)-1-PROPENE-1,2,3-TRICARBOXYLIC ACID

Systematic Name

English

1-PROPENE-1,2,3-TRICARBOXYLIC ACID, (1E)-

Common Name

English

Code System Code Type Description

CAS

4023-65-8