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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H22N2O4S
Molecular Weight 278.368
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PANTETHEINE

SMILES

CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)NCCS

InChI

InChIKey=ZNXZGRMVNNHPCA-VIFPVBQESA-N
InChI=1S/C11H22N2O4S/c1-11(2,7-14)9(16)10(17)13-4-3-8(15)12-5-6-18/h9,14,16,18H,3-7H2,1-2H3,(H,12,15)(H,13,17)/t9-/m0/s1

HIDE SMILES / InChI

Molecular Formula C11H22N2O4S
Molecular Weight 278.368
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://goo.gl/fGS8b3 | http://ecmdb.ca/compounds/M2MDB000501 | https://www.ncbi.nlm.nih.gov/pubmed/20018163 | https://www.ncbi.nlm.nih.gov/pubmed/3734807 | http://www.anaturalhealingcenter.com/documents/Thorne/articles/Pantethine.pdf | https://www.ncbi.nlm.nih.gov/pubmed/28576495

Pantetheine is the mercaptoethyl conjugated amide analog of pantothenic acid (Vitamin B5), an intermediate in the production of coenzyme A by the body. Pantetheine is part of two larger compounds (coenzyme A and acyl-carrier protein) that promote a large number of metabolic reactions essential for the growth and well-being of animals. Pantetheine has been found to ameliorate symptoms in various disease models but specifically in Pantothenate Kinase-Associated Neurodegeneration (PKAN). Pantetheine is usually administered in its disulfide form (i.e. pantethine) since pantethine is commercially available and is reduced to pantetheine in biological systems and pantethine was hydrolyzed to pantetheine and pantothenic acid prior to absorption. The applicability and efficacy of pantethine (therefore also pantetheine) as a clinical therapeutic however is hampered since both forms can be degraded by pantetheine present in the body.

Originator

Sources: Osterreichische Zeitschrift fur Kinderheilkunde und Kinderfursorge (1950), 4, (2), 121-34.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Pantesin® Pantethine

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Current medical aspects of pantethine.
2009 Jul 30
Patents

Patents

Sample Use Guides

600 mg/day was administered for 8 weeks.
Route of Administration: Oral
A549 cells were seeded (2 x 10^5 cells/well) in 24-well plates and cultured with MEM supplemented with 10% FBS at 37 C under 5% CO2. For the pretreatment of the compounds, the confluent monolayers were washed once with FBS-free MEM at 24 h prior to virus inoculation, and incubated in FBS-free MEM supplemented with the pantetheine (0, 0.4 or 2 mM). For virus inoculation, A549 cells are infected with IAV at a multiplicity of infection (MOI) of 0.1 PFU/cell or mock-infected. One hr later, the virus inocula were removed, and infected cells were washed twice and then maintained in FBS-free MEM supplemented with trypsin (1.0 mkg/ml) and the pantetheine (0, 0.4 or 2 mM) at 34 C under 5% CO2. At designated hr post-inoculation (h.p.i.), culture supernatants were harvested for the plaque assay, and A549 cells were directly lysed with lysis buffer for RNA extraction and subjected to the measurement of viral and cellular mRNA. Five hundred mkl of IAV(1 x 10^5 PFU/100 ml) and an equal amount MEM containing 0, 0.4 or 2 mM of test substances (pantetheine, cysteamine, or pantothenic acid) were mixed and incubated for 30 min at 34 C, and then 100 mkl of the mixtures was subjected to the plaque assay.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:04:24 GMT 2023
Edited
by admin
on Sat Dec 16 09:04:24 GMT 2023
Record UNII
VCH6X4IARE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PANTETHEINE
MI  
Systematic Name English
LACTOBACILLUS BULGARICUS FACTOR
Common Name English
D-PANTETHEINE
Common Name English
.ALPHA.,.GAMMA.-DIHYDROXY-.BETA.-DIMETHYLBUTYRYL-.BETA.-ALANYL-.BETA.-AMINOETHANETHIOL
Common Name English
PANTETHEINE [MI]
Common Name English
BUTYRAMIDE, 2,4-DIHYDROXY-N-(2-((2- MERCAPTOETHYL)CARBAMOYL)ETHYL)-3,3-DIMETHYL-
Systematic Name English
(R)-2,4-DIHYDROXY-N-(3-((2-MERCAPTOETHYL)AMINO)-3- OXOPROPYL)-3,3-DIMETHYLBUTYRAMIDE
Systematic Name English
D-(+)-PANTETHEINE
Common Name English
(R)-PANTETHEINE
Systematic Name English
N-(PANTOTHENYL)-.BETA.-AMINOETHANETHIOL
Systematic Name English
BUTANAMIDE, 2,4-DIHYDROXY-N-(3-((2-MERCAPTOETHYL)AMINO)-3-OXOPROPYL)-3,3-DIMETHYL-, (2R)-
Systematic Name English
BUTANAMIDE, 2,4-DIHYDROXY-N-(3-((2-MERCAPTOETHYL)AMINO)-3- OXOPROPYL)-3,3-DIMETHYL-, (R)-
Systematic Name English
Code System Code Type Description
CAS
496-65-1
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-824-1
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID50862039
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
PUBCHEM
439322
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
MERCK INDEX
m8384
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY Merck Index
CHEBI
16753
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
FDA UNII
VCH6X4IARE
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY
WIKIPEDIA
Pantetheine
Created by admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
PRIMARY