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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
Molecular Formula C22H42N4O8S2
Molecular Weight 554.721
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

CNS Active
3913
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

Daiichi Fine Chemical
1
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

2000
171
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8429
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
Natural therapies for ocular disorders, part two: cataracts and glaucoma.
2001 Apr
Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine.
2001 Mar
Hypolipidemic effect of pantothenic acid derivatives in mice with hypothalamic obesity induced by aurothioglucose.
2001 Oct
Hepatothermic therapy of obesity: rationale and an inventory of resources.
2001 Sep
Cysteamine-related agents could be potential antidepressants through increasing central BDNF levels.
2006
An Arabidopsis mutant impaired in coenzyme A biosynthesis is sugar dependent for seedling establishment.
2006 Mar
Dietary and nutraceutical options for managing the hypertriglyceridemic patient.
2006 Spring
Combined pantethine and probucol therapy for Japanese patients with non-alcoholic steatohepatitis.
2007 Oct
Plasma intact fibroblast growth factor 23 levels in women with anorexia nervosa.
2008 Apr 16
Topical apolipoprotein A-1 may have a beneficial effect on the corneal epithelium in a mouse model of dry eye: a pilot study.
2008 Sep
Current medical aspects of pantethine.
2009 Jul 30
Effects of olopatadine hydrochloride, a histamine h(1) receptor antagonist, on histamine-induced skin responses.
2010
Enhancement of L-3-hydroxybutyryl-CoA dehydrogenase activity and circulating ketone body levels by pantethine. Relevance to dopaminergic injury.
2010 Apr 23
Cysteamine, the natural metabolite of pantetheinase, shows specific activity against Plasmodium.
2010 Aug
Pharmaceutical interventions facilitate premedication and prevent opioid-induced constipation and emesis in cancer patients.
2010 Dec
Elevated cell-specific microparticles are a biological marker for cerebral dysfunctions in human severe malaria.
2010 Oct 14
Pantethine. Monograph.
2010 Sep
Patents

Patents

JP2000191524A
1
JP2002241281A
3
JP2009173604A
1
JP5328166B2
1
JPS05835118A
1
JPS54160315A
1
JPS545913A
1
JPS55102566A
2
JPS55335A
1
JPS56110669A
1
JPS56133257A
1
JPS585186A
1
JPS62281852A
1

Sample Use Guides

In Vivo Use Guide
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:39 UTC 2023
Edited
by admin
on Fri Dec 15 15:22:39 UTC 2023
Record UNII
7K81IL792L
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
WHO-ATC A11HA32
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
DSLD 313 (Number of products:16)
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C87342
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
CAS
16816-67-4
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL2104786
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
CONCEPT Dietary Supplement
RXCUI
32863
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY RxNorm
MESH
C005425
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PRIMARY
FDA UNII
7K81IL792L
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
PUBCHEM
452306
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
DAILYMED
7K81IL792L
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
ECHA (EC/EINECS)
240-842-8
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
EVMPD
SUB14755MIG
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
NSC
759269
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
DRUG CENTRAL
3417
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
SMS_ID
100000079719
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID9046815
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
CHEBI
31959
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
MERCK INDEX
m8385
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB11190
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
WIKIPEDIA
PANTETHINE
Created by admin on Fri Dec 15 15:22:39 UTC 2023 , Edited by admin on Fri Dec 15 15:22:39 UTC 2023
PRIMARY
Related Record Type Details
Structure of PANTETHINE
ACTIVE MOIETY
NIH
NCATS
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DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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