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Details

Stereochemistry ACHIRAL
Molecular Formula C12H19N4O7P2S
Molecular Weight 425.314
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of COCARBOXYLASE

SMILES

CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC2=CN=C(C)N=C2N

InChI

InChIKey=AYEKOFBPNLCAJY-UHFFFAOYSA-O
InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1

HIDE SMILES / InChI
Cocarboxylase is the coenzyme form of Vitamin B1 present in many animal tissues. Thiamine pyrophosphate (cocarboxylase) is the active form of thiamine, and it serves as a cofactor for several enzymes involved primarily in carbohydrate catabolism. Pancreatic cells obtain thiamin from their surroundings and enzymatically convert it into thiamin pyrophosphate (TPP) in the cytoplasm; TPP is then taken up by mitochondria via a specific carrier the mitochondrial TPP transporter (MTPPT; product of the SLC25A19 gene).

Originator

Curator's Comment: K. Lohmann and Ph. Schuster isolated in 1937 the coenzyme of the carboxylase from yeast in the form of the aneurin-pyrophosphoric acid-ester-chloride. The term cocarboxylase defines the inner salt of the aneurin-pyrophosphoric acid ester.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Branched-chain α-ketoacid dehydrogenase complex
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Cernevit

Approved Use

This formulation is indicated as a daily multivitamin maintenance dosage for adults and children aged 11 years and above receiving parenteral nutrition. It is also indicated in other situations where administration by the intravenous route is required. Such situations include surgery, extensive burns, fractures and other trauma, severe infectious diseases, and comatose states, which may provoke a “stress” situation with profound alterations in the body’s metabolic demands and consequent tissue depletion of nutrients. The physician should not await the development of clinical signs of vitamin deficiency before initiating vitamin therapy. This product (administered in intravenous fluids under proper dilution) contributes intake of these necessary vitamins, except Vitamin K, toward maintaining the body’s normal resistance and repair processes. Patients with multiple vitamin deficiencies or with markedly increased requirements may be given multiples of the daily dosage for two or more days as indicated by the clinical status.

Launch Date

9.2335682E11
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Thiamin diphosphate in biological chemistry: exploitation of diverse thiamin diphosphate-dependent enzymes for asymmetric chemoenzymatic synthesis.
2009 Jun
Thiamine and magnesium deficiencies: keys to disease.
2015 Feb
Chronic alcohol exposure affects pancreatic acinar mitochondrial thiamin pyrophosphate uptake: studies with mouse 266-6 cell line and primary cells.
2015 Nov 1
Ion pair liquid chromatography method for the determination of thiamine (vitamin B1) homeostasis.
2016 Jan
Thiamine Metabolites and Dementia?
2016 Jan
Patents

Sample Use Guides

In Vivo Use Guide
After no added thiamine, the diet was then supplemented with 50. 100 and 150 mg of thiamine-HCL respectively for each of three succeeding weeks.
Route of Administration: Oral
Mitochondria were isolated from normal lymphoblasts and were incubated for 15 minutes with various concentrations of radioactive ThDP (Cocarboxylase), ranging from 50 to 200 ug.
Name Type Language
COCARBOXYLASE
INN   MART.   WHO-DD  
INN  
Official Name English
COCARBOXYLASE [MART.]
Common Name English
COENZYMATE
Brand Name English
THIAZOLIUM, 3-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-4-METHYL-5-(4,6,6-TRIHYDROXY-4,6-DIOXIDO-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)-
Systematic Name English
cocarboxylase [INN]
Common Name English
PYROPHOSPHORIC ESTER OF THIAMINE
Common Name English
THIAMINE PYROPHOSPHATE
Common Name English
Cocarboxylase [WHO-DD]
Common Name English
THIAMINE DIPHOSPHATE
INCI  
Official Name English
THIAZOLIUM, 3-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-4-METHYL-5-(4,6,6-TRIHYDROXY-4,6-DIOXIDO-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)-, INNER SALT
Systematic Name English
Classification Tree Code System Code
LOINC 74444-1
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
DSLD 445 (Number of products:3)
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
NCI_THESAURUS C45812
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
LOINC 3000-7
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
FDA ORPHAN DRUG 342311
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
Code System Code Type Description
EVMPD
SUB06789MIG
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CHEBI
18290
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
EPA CompTox
DTXSID2048404
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
FDA UNII
Q57971654Y
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
NCI_THESAURUS
C81632
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
DRUG BANK
DB01987
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CAS
136-08-3
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CHEBI
58937
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CHEBI
9532
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
RXCUI
10459
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY RxNorm
MESH
D013835
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CAS
136-09-4
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
ALTERNATIVE
CHEBI
45931
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
WIKIPEDIA
THIAMINE PYROPHOSPHATE
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
DAILYMED
Q57971654Y
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
CAS
12318-71-7
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
SUPERSEDED
SMS_ID
100000085060
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
INN
1358
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY
PUBCHEM
1132
Created by admin on Fri Dec 15 15:08:54 UTC 2023 , Edited by admin on Fri Dec 15 15:08:54 UTC 2023
PRIMARY