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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H36N7O16P3S
Molecular Weight 767.5361
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COENZYME A

SMILES

CC(C)(COP(=O)(O)OP(=O)(O)OC[C@]1([H])[C@]([H])([C@]([H])([C@]([H])(n2cnc3c(N)ncnc32)O1)O)OP(=O)(O)O)[C@]([H])(C(=NCCC(=NCCS)O)O)O

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 767.5361
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Palliative
PERFECT SLEEP

Approved Use

GRAS. For temporary reduction of the symptoms of insomnia
Preventing
ANTI AGING AND WRINKLES FOR WOMEN

Approved Use

GRAS. Used as a natural aid for premature aging
PubMed

PubMed

TitleDatePubMed
Studies concerning the structure of coenzyme A.
1953 Mar
The structure of coenzyme A.
1955
Microbial metabolism of short-chain unsaturated hydrocarbons.
1989 Sep
2-Aminobenzoyl-CoA monooxygenase/reductase, a novel type of flavoenzyme. Identification of the reaction products.
1990 Jul 31
ERG10 from Saccharomyces cerevisiae encodes acetoacetyl-CoA thiolase.
1994 Dec 16
A novel Arabidopsis acetyltransferase interacts with the geminivirus movement protein NSP.
2003 Jul
Discovery and directed evolution of a glyphosate tolerance gene.
2004 May 21
The identification of a succinyl-CoA thioesterase suggests a novel pathway for succinate production in peroxisomes.
2005 Nov 18
Crystallographic and kinetic studies of human mitochondrial acetoacetyl-CoA thiolase: the importance of potassium and chloride ions for its structure and function.
2007 Apr 10
Patents

Sample Use Guides

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 Sat Jun 26 04:14:59 UTC 2021
Edited
by admin
on Sat Jun 26 04:14:59 UTC 2021
Record UNII
SAA04E81UX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COENZYME A
HPUS   INCI   MART.   MI   WHO-DD  
INCI  
Official Name English
COENZYME A [MI]
Common Name English
COENZYME A [MART.]
Common Name English
COENZYME A [WHO-DD]
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
ALUZIME
Common Name English
COA-SH
Common 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
Common Name English
COENZYME A [INCI]
Common Name English
COENZYME A [HPUS]
Common Name English
Code System Code Type Description
CAS
85-61-0
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
WIKIPEDIA
COENZYME A
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
RXCUI
1314344
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
201-619-0
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
PUBCHEM
87642
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
DRUG BANK
DB01992
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
EVMPD
SUB13431MIG
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
EPA CompTox
85-61-0
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
MERCK INDEX
M3720
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY Merck Index
FDA UNII
SAA04E81UX
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
NCI_THESAURUS
C384
Created by admin on Sat Jun 26 04:14:59 UTC 2021 , Edited by admin on Sat Jun 26 04:14:59 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY