U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H17NO5
Molecular Weight 219.235
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PANTOTHENIC ACID

SMILES

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

InChI

InChIKey=GHOKWGTUZJEAQD-ZETCQYMHSA-N
InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H17NO5
Molecular Weight 219.235
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Pantothenic acid (known as Vitamin B5) is a water-soluble member of the B-vitamin family that is converted into 4’-phosphopantetheine, which is then converted to co-enzyme A (CoA) via adenosine triphosphate. Pantothenic acid regulates epidermal barrier function and keratinocytes differentiation via CoA metabolism. Pantothenic acid is incorporated into co-enzyme A and protects cells against peroxidative damage by increasing the level of glutathione. A recent feasibility study has also shown that daily oral supplementation of a nutritional agent containing pantothenic acid for 8 weeks was feasible and safe. It was discovered the different pharmacological implementation of pantothenic acid, such as treatment of acne, obesity. Existed some reports, mentioned efficacy using pantothenic acid in systemic lupus erythematosus. Significant reduction in morning stiffness, degree of disability, and severity of pain was reported for persons taking pantothenic acid in case of osteoarthritis and rheumatoid arthritis. Vitamin B5 may increase the effects of a group of drugs called cholinesterase inhibitors, which are used to treat Alzheimer's disease. That might lead to severe side effects.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rat. Human data not available

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9BZ23|||Q8TCR5
Gene ID: 80025.0
Gene Symbol: PANK2
Target Organism: Homo sapiens (Human)
Target ID: Q8TE04
Gene ID: 53354.0
Gene Symbol: PANK1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VITAPED

Approved Use

For treatment of pernicious anemia (due to lack of or inhibition of intrinsic factor) and for prevention and treatment of vitamin B 12 deficiency.

Launch Date

1993
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
672 ng/mL
500 mg 1 times / day steady-state, oral
dose: 500 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1749 ng/mL
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
5087 ng/mL
2000 mg 1 times / day steady-state, oral
dose: 2000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3556 ng/mL
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
4464 ng/mL
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
38820 ng × h/mL
500 mg 1 times / day steady-state, oral
dose: 500 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
24860 ng × h/mL
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
52460 ng × h/mL
2000 mg 1 times / day steady-state, oral
dose: 2000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
49460 ng × h/mL
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
64180 ng × h/mL
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
362.061 h
500 mg 1 times / day steady-state, oral
dose: 500 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
125.057 h
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
230.11 h
2000 mg 1 times / day steady-state, oral
dose: 2000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
240.503 h
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
205.799 h
5000 mg 1 times / day steady-state, oral
dose: 5000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CALCIUM PANTOTHENATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
PubMed

PubMed

TitleDatePubMed
The structure of the pantothenate kinase.ADP.pantothenate ternary complex reveals the relationship between the binding sites for substrate, allosteric regulator, and antimetabolites.
2004-08-20
Coenzyme A biosynthesis: reconstruction of the pathway in archaea and an evolutionary scenario based on comparative genomics.
2004-07
Fluorimetric determination of pantothenic acid in foods by liquid chromatography with post-column derivatization.
2004-04-30
Determination of vitamin B5 in a range of fortified food products by reversed-phase liquid chromatography-mass spectrometry with electrospray ionisation.
2004-04-02
Cofactor engineering of intracellular CoA/acetyl-CoA and its effect on metabolic flux redistribution in Escherichia coli.
2004-04
Mitochondrial decay, a major cause of aging, can be delayed.
2004-04
Cell division defects of Schizosaccharomyces pombe liz1- mutants are caused by defects in pantothenate uptake.
2004-04
Chemo- and regioselective peptide cyclization triggered by the N-terminal fatty acid chain length: the recombinant cyclase of the calcium-dependent antibiotic from Streptomyces coelicolor.
2004-03-16
Are WHO/UNAIDS/UNICEF-recommended replacement milks for infants of HIV-infected mothers appropriate in the South African context?
2004-03
[Riboflavin-radical formation by mechanochemical solid-state reaction using stainless steel vessel].
2004-03
Vanin-1(-/-) mice show decreased NSAID- and Schistosoma-induced intestinal inflammation associated with higher glutathione stores.
2004-02
Clear hydro-gel, compared to ointment, provides improved eye comfort after brief surgery.
2004-02
Copper-mediated synthesis of N-acyl vinylogous carbamic acids and derivatives: synthesis of the antibiotic CJ-15,801.
2004-01-08
One-pot chemoenzymatic preparation of coenzyme A analogues.
2004-01-01
Prevention of tungiasis using a biological repellent: a small case series.
2004-01
Organisation of the pantothenate (vitamin B5) biosynthesis pathway in higher plants.
2004-01
Long-term treatment of Barth syndrome with pantothenic acid: a retrospective study.
2003-12
Pharmacotherapy for dyslipidaemia--current therapies and future agents.
2003-11
Environmental, life-style, and physical precursors of clinical Parkinson's disease: recent findings from the Honolulu-Asia Aging Study.
2003-10
Substrate specificity and kinetic isotope effect analysis of the Eschericia coli ketopantoate reductase.
2003-09-30
Metabolic network analysis during fed-batch cultivation of Corynebacterium glutamicum for pantothenic acid production: first quantitative data and analysis of by-product formation.
2003-09-04
[Development of nutrient medium for the cultivation of Lactobacillus plantarum 8R-A3 ].
2003-08-30
Efficacy of dexpanthenol in skin protection against irritation: a double-blind, placebo-controlled study.
2003-08
Determination of water-soluble vitamins in soft drinks and vitamin supplements using capillary electrophoresis.
2003-08
Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites.
2003-08
An evaluation of protein assays for quantitative determination of drugs.
2003-07-31
Competitive and interactions affecting a fermentative spirochete in anaerobic chemostats.
2003-07
Pantothenic acid quantification by a stable isotope dilution assay based on liquid chromatography-tandem mass spectrometry.
2003-07
The crystal structure of the first enzyme in the pantothenate biosynthetic pathway, ketopantoate hydroxymethyltransferase, from M tuberculosis.
2003-07
Biotin uptake by human intestinal and liver epithelial cells: role of the SMVT system.
2003-07
Vitamin intake in Japanese women college students.
2003-06
Magnetic resonance imaging and Hallervorden-Spatz syndrome.
2003-06
Lactation performance by dairy cows fed supplemental biotin and a B-vitamin blend.
2003-06
Structural insights into the evolution of the pantothenate-biosynthesis pathway.
2003-06
[Regulation of acetate metabolism in a strain of Acinetobacter sp., growing on ethanol].
2003-05-02
Risk analysis applied to food fortification.
2003-05
[Advance in therapy of acute rhinitis--comparison of efficacy and safety of xylometazoline in combination xylometazoline-dexpanthenol in patients with acute rhinitis].
2003-04
Use of the mannitol pathway in fructose fermentation of Oenococcus oeni due to limiting redox regeneration capacity of the ethanol pathway.
2003-04
[The protective effect of dexpanthenol in nasal sprays. First results of cytotoxic and ciliary-toxic studies in vitro].
2003-03
Transport of biotin in human keratinocytes.
2003-03
Committee on food nutrition. Water-soluble vitamins.
2003-02-28
The optimization of HPLC-UV conditions for use with FTIR detection in the analysis of B vitamins.
2003-02
[Ogilvie's syndrome: a rare cause of the acute abdomen].
2003-02
Specialization of function among aldehyde dehydrogenases: the ALD2 and ALD3 genes are required for beta-alanine biosynthesis in Saccharomyces cerevisiae.
2003-01
[Gel with provitamin B5 applied during tests with the Goldmann triple-mirror].
2003
[Clinical evaluation of provitamin B5 drops and gel for postoperative treatment of corneal and conjuctival injuries].
2003
Protection by pantothenic acid against apoptosis and cell damage by oxygen free radicals--the role of glutathione.
2003
Fermentative activity and production of volatile compounds by Saccharomyces grown in synthetic grape juice media deficient in assimilable nitrogen and/or pantothenic acid.
2003
Pantothenic acid: an organ-specific pro-oxidant vitamin. Brain and liver neuroprostane levels in rats fed a pantothenic acid-deficient diet.
2002
[Studies on calluses induced from various explants of Cistanche deserticola].
2001-04
Patents

Sample Use Guides

The Dietary Reference Intake (DRI) established by the Institute of Medicine for pantothenic acid is as follows: 1–3 years old: 2 mg/d; 4–8 years old: 3 mg/d; 9–13 years old: 4 mg/d; 14 years old and over: 5 mg/d; Pregnancy: 6 mg/d; Lactation: 7 mg/d
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:34:15 GMT 2025
Edited
by admin
on Mon Mar 31 17:34:15 GMT 2025
Record UNII
19F5HK2737
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VITAMIN B5
GREEN BOOK   VANDF  
Preferred Name English
PANTOTHENIC ACID
HSDB   INCI   MART.   MI   ORANGE BOOK   VANDF   WHO-DD  
INCI  
Official Name English
CHICK ANTIDERMATITIS FACTOR
Common Name English
VITAMIN B-5
Common Name English
PANTOTHENIC ACID (D)
Common Name English
PANTOTHENIC ACID [MI]
Common Name English
PANTOTHENIC ACID [ORANGE BOOK]
Common Name English
.BETA.-ALANINE, N-(2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-, (R)-
Common Name English
VITAMIN B5 [GREEN BOOK]
Common Name English
Pantothenic acid [WHO-DD]
Common Name English
D-PANTOTHENIC ACID
Systematic Name English
PANTOTHENATE
Systematic Name English
VITAMIN B5 [VANDF]
Common Name English
PANTOTHENIC ACID [MART.]
Common Name English
N-((2R)-2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-.BETA.-ALANINE
Systematic Name English
PANTOTHENIC ACID [HSDB]
Common Name English
PANTOTHENIC ACID [VANDF]
Common Name English
Classification Tree Code System Code
LOINC 27351-6
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
LIVERTOX NBK548710
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
LOINC 75066-1
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
DSLD 1791 (Number of products:46)
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
NCI_THESAURUS C45812
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
LOINC 2722-7
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
DSLD 2547 (Number of products:2298)
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
LOINC 75060-4
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
Code System Code Type Description
CHEBI
16454
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
EVMPD
SUB14758MIG
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
DAILYMED
19F5HK2737
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
ChEMBL
CHEMBL1594
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
MERCK INDEX
m8388
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
PANTOTHENIC ACID
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
CHEBI
29032
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
SMS_ID
100000091279
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
PUBCHEM
6613
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-229-0
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
DRUG BANK
DB01783
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
CAS
79-83-4
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
RXCUI
62400
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
ALTERNATIVE
CHEBI
46905
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
HSDB
1020
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
RXCUI
7891
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
MESH
D010205
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
NCI_THESAURUS
C47783
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
FDA UNII
19F5HK2737
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
CHEBI
176840
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID9023417
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
EVMPD
SUB127094
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
CHEBI
7916
Created by admin on Mon Mar 31 17:34:15 GMT 2025 , Edited by admin on Mon Mar 31 17:34:15 GMT 2025
PRIMARY
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