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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H42N4O8S2
Molecular Weight 554.721
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PANTETHINE

SMILES

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

InChI

InChIKey=DJWYOLJPSHDSAL-ROUUACIJSA-N
InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34)/t17-,18-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created using several sources including: http://www.prnewswire.com/news-releases/leading-cardiologist-joins-ontario-research-firm-to-conduct-new-clinical-trial-on-the-effect-of-pantethine-on-cholesterol-levels-65147412.html; http://www.nutraingredients-usa.com/Community-Insights/Pantesin-R-pantethine-Comprehensively-aiding-cardiovascular-health-for-40-years; http://kyowa-usa.com/branded-ingredients/pantesin-pantethine; https://www.ncbi.nlm.nih.gov/pubmed/21925346

Pantethine, dimeric form of pantothenic acid, is a biologically active form of the B5 vitamin and an intermediate in the production of Coenzyme A. It is available as a dietary supplement, and is used support the healthy blood-cholesterol profile. Pantethine has shown an ability to favorably impact a variety of risk factors in people with hypercholesterolemia, arteriosclerosis and diabetes. It is thought that pantethine, in conjunction with the intermediary cysteamine, inhibits acetyl-coenzyme (CoA) carboxylase and 3-hydroxy-3-methyl-glutaryl-CoA (HMG-CoA) reductase, thereby affecting TG synthesis and lipoprotein metabolism. Pantethine increases CoA levels within the cells, which favorably modifies lipoprotein metabolism. The full mechanism of action of pantethine in lowering cholesterol levels is not fully understood. Since homocysteine is believed to contribute to the onset and progression of atherosclerosis and is involved in the biosynthesis of CoA, it is possible that pantethine impacts homocysteine.

CNS Activity

Curator's Comment: Pantethine attenuates the levels of somatostatin and prolactin in the cerebral cortex and hypothalamus through the accumulation of CysA within cells throughout the body.

Originator

Curator's Comment: Daiichi is a world's leading supplier of pantothenic acid (vitamin B5) and its derivatives, including pantethine, marketed under the brand name Pantesin(R). Sold in Japan for more than 35 years, Pantesin has been available as a dietary supplement in the United States since 1992.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Pantesin® Pantethine

Approved Use

Use as a food supplement and nutrition to support health serum lipid levels for healthy cardiovascular health
PubMed

PubMed

TitleDatePubMed
Can drugs or micronutrients prevent cataract?
2001
Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine.
2001 Mar
Effects of olopatadine hydrochloride, a histamine h(1) receptor antagonist, on histamine-induced skin responses.
2010
Pantethine. Monograph.
2010 Sep
Patents

Sample Use Guides

As a dietary supplement , take 1 tablet (247 mg pantethine) with food daily, or as directed by a healthcare professional.
Route of Administration: Oral
In Vitro Use Guide
The ability of pantetheine/pantethine to modulate the activity of HMG-CoA reductase was determined in vitro with rat liver microsomes. The decay of the activity was obtained with pantethine in the 10(-5)-10(-4) M range, whereas stimulation by pantetheine occurred at 10(-3)-10(-2) M, as previously reported for GSSG and GSH, respectively. Inhibition of HMG-CoA by pantethine in isolated liver cells was also investigated by measuring the enzyme activity in microsomes isolated from hepatocytes incubated without or with 1 mM pantethine.
Name Type Language
PANTETHINE
INCI   MART.   MI   WHO-DD  
INCI  
Official Name English
BUTANAMIDE, N,N'-(DITHIOBIS(2,1-ETHANEDIYLIMINO(3-OXO-3,1-PROPANEDIYL)))BIS(2,4-DIHYDROXY-3,3-DIMETHYL-, (2R,2'R)-
Systematic Name English
BIS(N-PANTOTHENYLAMIDOETHYL) DISULFIDE
Common Name English
NSC-759269
Code English
PANTETHINE [JAN]
Common Name English
Pantethine [WHO-DD]
Common Name English
D-BIS(N-PANTOTHENYL-2-AMINOETHYL)-DISULFIDE
Common Name English
PANTETHINE [MI]
Common Name English
D-PANTETHINE
Common Name English
D-BIS(N-PANTOTHENYL-2-AMINOETHYL)-DISULPHIDE
Common Name English
PANTETHINE [MART.]
Common Name English
PANTETHINE [INCI]
Common Name English
Classification Tree Code System Code
WHO-VATC QA11HA32
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
WHO-ATC A11HA32
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
DSLD 313 (Number of products:16)
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C87342
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY
CAS
16816-67-4
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PRIMARY
ChEMBL
CHEMBL2104786
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PRIMARY
NCI_THESAURUS
C1505
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CONCEPT Dietary Supplement
RXCUI
32863
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PRIMARY RxNorm
MESH
C005425
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PRIMARY
FDA UNII
7K81IL792L
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PRIMARY
PUBCHEM
452306
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PRIMARY
DAILYMED
7K81IL792L
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY
ECHA (EC/EINECS)
240-842-8
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
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EVMPD
SUB14755MIG
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
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NSC
759269
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PRIMARY
DRUG CENTRAL
3417
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PRIMARY
SMS_ID
100000079719
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EPA CompTox
DTXSID9046815
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
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CHEBI
31959
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY
MERCK INDEX
m8385
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB11190
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY
WIKIPEDIA
PANTETHINE
Created by admin on Fri Dec 15 15:22:39 GMT 2023 , Edited by admin on Fri Dec 15 15:22:39 GMT 2023
PRIMARY