Pantothenic Acid

Base Information

• Chemical Name: Pantothenic Acid
• CAS No.: 79-83-4
• Deprecated CAS: 3563-85-7
• Molecular Formula: C9H17NO5
• Molecular Weight: 219.238
• European Community (EC) Number: 201-229-0
• UNII: 19F5HK2737
• DSSTox Substance ID: DTXSID9023417
• Nikkaji Number: J4.242K
• Wikipedia: Pantothenic_acid
• Wikidata: Q63390527
• NCI Thesaurus Code: C47783
• RXCUI: 7891
• Metabolomics Workbench ID: 49832
• ChEMBL ID: CHEMBL1594
• Mol file: 79-83-4.mol

Synonyms:B 5, Vitamin;B5, Vitamin;Calcium Pantothenate;Dexol;Pantothenate, Calcium;Pantothenate, Zinc;Pantothenic Acid;Vitamin B 5;Vitamin B5;Zinc Pantothenate

Chemical Property of Pantothenic Acid

Chemical Property:

• Vapor Pressure: 1.84E-14mmHg at 25°C
• Melting Point: 178-179 °C
• Refractive Index: 1.511
• Boiling Point: 551.505 °C at 760 mmHg
• PKA: 4.30±0.10(Predicted)
• Flash Point: 287.34 °C
• PSA: 106.86000
• Density: 1.266 g/cm³
• LogP: -0.65240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 219.11067264
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Pantothenic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Vitamins and Derivatives
• Canonical SMILES: CC(C)(CO)C(C(=O)NCCC(=O)O)O
• Isomeric SMILES: CC(C)(CO)[C@H](C(=O)NCCC(=O)O)O
• Recent ClinicalTrials: Clinical Study of Vitamin B5 in Adjuvant Treatment of IBD
• Physical properties: Pantothenic acid is composed of β-alanine joined to 2,4-dihydroxy-3,3- dimethylbutyric acid via an amide linkage. The molecule has an asymmetric center, and only the R-enantiomer, usually called D-(+)pantothenic acid, is biologically active and occurs naturally. Appearance: pantothenic acid is a yellow, viscous oil. Its calcium and other salts, however, are colorless crystalline substances; calcium pantothenate is the main product of commerce. Solubility: neither form is soluble in organic solvents, but each is soluble in water and ethanol. Stability: aqueous solu tions of pantothenic acid are unstable when heated under acidic or alkaline conditions
• Uses: Pantothenic Acid is a member of the B complex vitamins; essential vitamin for the biosynthesis of coenzyme A in mammalian cells. Occurs ubiquitously in all animal and plant tissue. The richest common source is liver, but jelly of the queen bee contains 6 times as much as liver. Rice bran and molasses are other good sources. Labelled Pantothenic Acid Vitamin B5 is water-soluble. It is required for proper growth and maintenance of the body and is involved in body processes such as energy release from carbohydrates and metabolism of fatty acids. It is relatively stable through storage and is found in liver, eggs, and meat.

Technology Process of Pantothenic Acid

There total 74 articles about Pantothenic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.11%

calcium (R)-pantothenate (137-08-6) → pantothenic acid (79-83-4)

Guidance literature:

With oxalic acid; In water; at 20 ℃; for 2h;

Reference yield: 92.0%

3-[(R)-2-(benzyloxy)-4-hydroxy-3,3-dimethylbutylamino]propanoic acid → pantothenic acid (79-83-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 24h;

DOI:10.1055/s-0031-1290489

Reference yield: 86.0%

(R,E)-benzyl 3-(2,4-dihydroxy-3,3-dimethylbutanamido)acrylate (1265205-80-8) → pantothenic acid (79-83-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 24h; Inert atmosphere;

DOI:10.1021/ol103114w

upstream raw materials:

D-pantoic acid

pantothenol

coenzyme A

(R)-Pantolacton

Downstream raw materials:

D-pantothenic acid-(2-benzylsulfanyl-ethylamide)

(R)-Pantolacton

3-amino propanoic acid

3-{[(4R)-2-(p-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid

Refernces

• 1、 Babcock,Jukes. "". . p. 1628. Retrieved 1940.
• 2、 Ryan et al.. "-". . p. 1857. Retrieved 1945.
• 3、 Wilson et al.. "-". . p. 5177. Retrieved 1954.
• 4、 -. "PANTETHEINE DERIVATIVES AND USES THEREOF". Paragraph 2065. . Retrieved 2020/06/19.
• 5、 Guan, Jinming,Barnard, Leanne,Cresson, Jeanne,Hoegl, Annabelle,Chang, Justin H.,Strauss, Erick,Auclair, Karine. "Probing the ligand preferences of the three types of bacterial pantothenate kinase". supporting information. p. 5896 - 5902. Retrieved 2018/11/23.