COENZYME A

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H36N7O16P3S
Molecular Weight	767.534
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@@H](O)C(=O)NCCC(=O)NCCS

InChI

InChIKey=RGJOEKWQDUBAIZ-IBOSZNHHSA-N

InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H36N7O16P3S
Molecular Weight	767.534
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://web.archive.org/web/20170627111600/http://coenzyme-a.com:80/coenzymea_article.html
Curator's Comment: description was created based on several sources, including: http://orthomolecular.org/library/jom/1997/articles/1997-v12n02-p099.shtml http://www.tandurust.com/health-faq-8/coenzyme-a-supplement-benefits.html http://www.wikidoc.org/index.php/Coenzyme_A

Coenzyme A (CoA) is a ubiquitous essential cofactor that plays a central role in the metabolism of carboxylic acids, including short- and long-chain fatty acids, as well as carbohydrate and protein. In the metabolic pathway of lipid, CoA participates in fatty acid β-oxidation, promoting triglyceride (TG) catabolism. Coenzyme A functions as an acyl group carrier and assists in transferring fatty acids from the cytoplasm to mitochondria. All genomes sequenced to date encode enzymes that use coenzyme A as a substrate, and around 4% of cellular enzymes use it (or a thioester, such as acetyl-CoA) as a substrate. Coenzyme A is the most active metabolic enzyme in the human body. It is used as a supplement for the hypothetical treatment of acne.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
acyl-CoA synthetase short-chain family member 1 1 Target ID: 84532.0 Gene Symbol: ACSS1 Sources: http://www.ncbi.nlm.nih.gov/pubmed/15316652	Substrate 661
acyl-CoA synthetase short-chain family member 2 1 Target ID: 55902.0 Gene Symbol: ACSS2 Sources: http://www.ncbi.nlm.nih.gov/pubmed/15316652	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Mixed hyperlipidemia 2 Sources: http://www.ncbi.nlm.nih.gov/pubmed/26350816	Primary	Phase III 665	Unknown Approved Use Unknown
Insomnia 111 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=73bddc28-c175-4510-acdb-f1fbf401b708	Palliative	Approved 8583	PERFECT SLEEP Approved Use GRAS. For temporary reduction of the symptoms of insomnia
Premature aging 1 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=39e191b6-4ece-4c85-bc5d-5ae746e9dd30	Preventing	Approved 8583	ANTI AGING AND WRINKLES FOR WOMEN Approved Use GRAS. Used as a natural aid for premature aging

PubMed

Title	Date	PubMed
Crystallographic and kinetic studies of human mitochondrial acetoacetyl-CoA thiolase: the importance of potassium and chloride ions for its structure and function.	2007-04-10	17371050
The identification of a succinyl-CoA thioesterase suggests a novel pathway for succinate production in peroxisomes.	2005-11-18	16141203
Discovery and directed evolution of a glyphosate tolerance gene.	2004-05-21	15155947
A novel Arabidopsis acetyltransferase interacts with the geminivirus movement protein NSP.	2003-07	12837950
ERG10 from Saccharomyces cerevisiae encodes acetoacetyl-CoA thiolase.	1994-12-16	7989303
2-Aminobenzoyl-CoA monooxygenase/reductase, a novel type of flavoenzyme. Identification of the reaction products.	1990-07-31	2384085
Microbial metabolism of short-chain unsaturated hydrocarbons.	1989-09	2698229
The structure of coenzyme A.	1955	14376210
Studies concerning the structure of coenzyme A.	1953-03	13052630

Patents

Sample Use Guides

In Vivo Use Guide

400 mg per day

Route of Administration: Oral

In Vitro Use Guide

Plasmodium lophurae maintained extracellularly in a dilute duck erythrocyte extract requires an external source of coenzyme A (40 ug/ml).

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:58:27 GMT 2025` Edited by `admin` on `Mon Mar 31 17:58:27 GMT 2025`
Record UNII	SAA04E81UX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

COENZYME A

Official Name

English

ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE) 3'-(DIHYDROGEN PHOSPHATE) P'-((R)-3-HYDROXY-4-((3-((2-MERCAPTOETHYL)AMINO)-3-OXOPROPYL)AMINO)-2,2-DIMETHYL-4-OXOBUTYL) ESTER

Preferred Name

English

COENZYME A [MI]

Common Name

English

COENZYME A [MART.]

Common Name

English

ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), 3'-(DIHYDROGEN PHOSPHATE), P'-(3-HYDROXY-4-((3-((2-MERCAPTOETHYL)AMINO)-3-OXOPROPYL)AMINO)-2,2-DIMETHYL-4-OXOBUTYL) ESTER, (R)-

Common Name

English

COA

Common Name

English

Coenzyme a [WHO-DD]

Common Name

English

ALUZIME

Common Name

English

COA-SH

Common Name

English

COENZYME A [HPUS]

Common Name

English

Code System Code Type Description

CAS

85-61-0