File:Pantothenic_acid_skeletal_formula.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ179894· pop 63· linked from 716 articles

pantothenic acid

Also known as pantothenate, vitamin B5, (+)-Pantothenic acid, D-pantothenic acid, N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alanine, D-Pantothenate, D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-beta-alanine

chemical compound

OverviewAI-generated

Pantothenic acid is a chemical compound with the formula C₉H₁₇NO₅. Its IUPAC name is 3-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]propanoic acid. The substance has a mass of 218.10339619191 and a weight of 219.23. It features a melting point of 183.83 and a boiling point of 551.5.

The molecule contains four hydrogen bond donors and five hydrogen bond acceptors. Its topological polar surface area is 107, and its xlogp value is -1.1. The canonical SMILES representation is CC(C)(CO)C(C(=O)NCCC(=O)O)O, while the isomeric SMILES is CC(C)(CO)[C@@H](O)C(=O)NCCC([O-])=O. The compound carries a charge of 0.

In scientific literature, pantothenic acid is the subject of 4146 PubMed entries. It is also referenced by 716 other encyclopedia articles.

Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula: C9H17NO5
Molecular weight: 219.23 g/mol
IUPAC name: 3-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]propanoic acid
SMILES: CC(C)(CO)C(C(=O)NCCC(=O)O)O
InChIKey: GHOKWGTUZJEAQD-UHFFFAOYSA-N
XLogP: -1.1
Polar surface area: 107 Å²
H-bond donors: 4
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

4,146 papers

[Pantothenic acid].ReviewNihon rinsho. Japanese journal of clinical medicine · 1999Shimizu S
[Pantothenic acid].ReviewNihon rinsho. Japanese journal of clinical medicine · 2004Yasuda K, Hiraoka M
Pantothenic acid. Monograph.Alternative medicine review : a journal of clinical therapeutic · 2011Kelly GS
PANTOTHENIC acid.Nutrition reviews · 1955DOI: 10.1111/j.1753-4887.1955.tb03467.x
Bioavailability of pantothenic acid.ReviewEuropean journal of clinical nutrition · 1997van den Berg H
[Pantothenic acid].ReviewNihon rinsho. Japanese journal of clinical medicine · 1995Yasuda K
PANTOTHENIC acid.British medical journal · 1952
Vitamin B6 and pantothenic acid.ReviewProgress in food & nutrition science · 1975Coursin DB

via PubMed

Wikidata facts

Subclass of: carboxylic acid
Mass: 218.10339619191

Show 9 more facts

chemical formula: C₉H₁₇NO₅
canonical SMILES: CC(C)(CO)C(C(=O)NCCC(=O)O)O
found in taxon: Hedgehog-shaped lip Bulbophyllum
subject has role: primary metabolite
boiling point: 551.5
melting point: 183.83
different from: pantethine
Commons category: Pantothenic acid
isomeric SMILES: CC(C)(CO)[C@@H](O)C(=O)NCCC([O-])=O

Sources (8)

via Wikidata · CC0

~15 min read

Encyclopedic overview

Pantothenic acid (vitamin B5) is a B vitamin and an essential nutrient. All animals need pantothenic acid in order to synthesize coenzyme A (CoA), which is essential for cellular energy production and for the synthesis and degradation of proteins, carbohydrates, and fats.

Pantothenic acid is the combination of pantoic acid and β-alanine. Its name comes from the Greek πάντοθεν pantothen, meaning "from everywhere", because pantothenic acid, at least in small amounts, is in almost all foods. Deficiency of pantothenic acid is very rare in humans. In dietary supplements and animal feed, the form commonly used is calcium pantothenate, because chemically it is more stable, and hence makes for longer product shelf-life, than sodium pantothenate and free pantothenic acid.

Excerpted from Wikipedia’s “pantothenic acid” article, available under the CC BY-SA 4.0 licence.