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
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
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 |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/?term=24600231Curator'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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=24600231
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26118251
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2366494 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21925346 |
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Target ID: CHEMBL3247 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21925346 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Pantesin® Pantethine Approved UseUse as a food supplement and nutrition to support health serum lipid levels for healthy cardiovascular health |
PubMed
Title | Date | PubMed |
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Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine. | 2001 Mar |
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Cysteamine-related agents could be potential antidepressants through increasing central BDNF levels. | 2006 |
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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 |
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Current medical aspects of pantethine. | 2009 Jul 30 |
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Effects of olopatadine hydrochloride, a histamine h(1) receptor antagonist, on histamine-induced skin responses. | 2010 |
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Enhancement of L-3-hydroxybutyryl-CoA dehydrogenase activity and circulating ketone body levels by pantethine. Relevance to dopaminergic injury. | 2010 Apr 23 |
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Cysteamine, the natural metabolite of pantetheinase, shows specific activity against Plasmodium. | 2010 Aug |
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Pharmaceutical interventions facilitate premedication and prevent opioid-induced constipation and emesis in cancer patients. | 2010 Dec |
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Pantethine. Monograph. | 2010 Sep |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3196742
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
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Record UNII |
7K81IL792L
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Record Status |
Validated (UNII)
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313 (Number of products:16)
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C87342
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16816-67-4
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CHEMBL2104786
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C1505
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CONCEPT | Dietary Supplement | ||
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32863
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C005425
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7K81IL792L
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7K81IL792L
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240-842-8
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SUB14755MIG
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759269
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3417
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DTXSID9046815
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31959
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m8385
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DB11190
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PANTETHINE
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Related Record | Type | Details | ||
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ACTIVE MOIETY |