PANTOTHENIC ACID

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 Search

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

Description
Sources: http://umm.edu/health/medical/altmed/supplement/vitamin-b5-pantothenic-acid | http://www.altmedrev.com/publications/16/3/263.pdf

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Pantothenate kinase 2, mitochondrial 4 Target ID: Q9BZ23\|\|\|Q8TCR5 Gene ID: 80025.0 Gene Symbol: PANK2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/26549575	Substrate 661
Pantothenate kinase 1 4 Target ID: Q8TE04 Gene ID: 53354.0 Gene Symbol: PANK1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/26549575	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Pernicious anemia 8 Sources: https://www.sdrugs.com/?c=drug&s=vitaped	Primary	Approved 8429	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
Acne 98 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24831048	Palliative	Not Provided 504	Unknown Approved Use Unknown
Systemic lupus erythematosus 16 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15142649	Palliative	Not Provided 504	Unknown Approved Use Unknown
Osteoarthrosis 6 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4927866	Palliative	Not Provided 504	Unknown Approved Use Unknown
Rheumatoid arthritis 316 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13104837	Palliative	Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Evaluation of vitamin B6 and calcium pantothenate effectiveness on hair growth from clinical and trichographic aspects for treatment of diffuse alopecia in women].	2001	11344694
Life-threatening eosinophilic pleuropericardial effusion related to vitamins B5 and H.	2001 Apr	11302404
Phosphopantothenoylcysteine synthetase from Escherichia coli. Identification and characterization of the last unidentified coenzyme A biosynthetic enzyme in bacteria.	2001 Apr 27	11278255
Proliferation of peripheral blood mononuclear cells causes increased expression of the sodium-dependent multivitamin transporter gene and increased uptake of pantothenic acidopen star.	2001 Aug	11834205
CJ-15,801, a novel antibiotic from a fungus, Seimatosporium sp.	2001 Dec	11858661
Significance of pantothenate for glucose fermentation by Oenococcus oeni and for suppression of the erythritol and acetate production.	2001 Jan	11271417
Effect of urea and pantothenol on the permeation of progesterone through excised rat skin from polymer matrix systems.	2001 Jan	11247536
Vitamin requirements of the cultured flesh fly cells, Sarcophaga peregrina (Diptera, Sarcophagidae).	2001 Jan-Feb	11276063
Mechanistic studies on phosphopantothenoylcysteine decarboxylase.	2001 Jul 4	11427085
Pantothenic acid protects jurkat cells against ultraviolet light-induced apoptosis.	2001 Jun 1	11368928
Arabidopsis thaliana flavoprotein AtHAL3a catalyzes the decarboxylation of 4'-Phosphopantothenoylcysteine to 4'-phosphopantetheine, a key step in coenzyme A biosynthesis.	2001 Jun 1	11279129
[Other drugs administered with TPN solution].	2001 May	11439537
[Micronutrient (vitamins and minerals) supplementation for the elderly, suggested by a special committee nominated by Ministry of Health].	2001 Nov	11759383
Hypolipidemic effect of pantothenic acid derivatives in mice with hypothalamic obesity induced by aurothioglucose.	2001 Oct	11817109
In vitro regeneration of Hypericum patulum Thunb.--a medicinal plant.	2001 Sep	11831384
Carbon flux analysis in a pantothenate overproducing Corynebacterium glutamicum strain.	2002	12241042
Topical use of dexpanthenol in skin disorders.	2002	12113650
Newly established regulation in Japan: foods with health claims.	2002	12074195
Preparation of pure and intact Plasmodium falciparum plasma membrane vesicles and partial characterisation of the plasma membrane ATPase.	2002 Apr 26	12057016
Effect of thiamine hydrochloride, pyridoxine hydrochloride and calcium-d-pantothenate on the patulin content of apple juice concentrate.	2002 Aug	12224421
Colorimetric and fluorimetric methods for determination of panthenol in cosmetic and pharmaceutical formulation.	2002 Feb 1	11814714
Streptomycin revisited: molecular action in the microbial cell.	2002 Jan	11863397
Collagenase treatment of sore nipples.	2002 Jan	11818100
Topical corticosteroid therapy for acute radiation dermatitis: a prospective, randomized, double-blind study.	2002 Jun	12072066
Enhancement of muscular performance by a coformulation of propionyl-L-carnitine, coenzyme Q10, nicotinamide, riboflavin and pantothenic acid in the rat.	2002 Jun 1	12044598
Complete reconstitution of the human coenzyme A biosynthetic pathway via comparative genomics.	2002 Jun 14	11923312
Topical estrogens combined with argon plasma coagulation in the management of epistaxis in hereditary hemorrhagic telangiectasia.	2002 Mar	11913682
Characterization of the 5' regulatory region of the human sodium-dependent multivitamin transporter, hSMVT.	2002 Mar 19	11955628
[Closure of the wound defect by transferred flap of skin].	2002 Nov-Dec	12549276
Intravenous nutrient therapy: the "Myers' cocktail".	2002 Oct	12410623
[Effect of pantogam on visual function and hemodynamic of eyes in patients with primary open-angle glaucoma].	2002 Sep-Oct	12532734
[Clinical evaluation of provitamin B5 drops and gel for postoperative treatment of corneal and conjuctival injuries].	2003	14552179
Fermentative activity and production of volatile compounds by Saccharomyces grown in synthetic grape juice media deficient in assimilable nitrogen and/or pantothenic acid.	2003	12588542
Determination of water-soluble vitamins in soft drinks and vitamin supplements using capillary electrophoresis.	2003 Aug	13678262
Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites.	2003 Aug	12906829
The optimization of HPLC-UV conditions for use with FTIR detection in the analysis of B vitamins.	2003 Feb	12639258
[Ogilvie's syndrome: a rare cause of the acute abdomen].	2003 Feb	12592600
Specialization of function among aldehyde dehydrogenases: the ALD2 and ALD3 genes are required for beta-alanine biosynthesis in Saccharomyces cerevisiae.	2003 Jan	12586697
Malnutrition in institutionalized seniors: the iatrogenic component.	2003 Jan	12534851
Competitive and interactions affecting a fermentative spirochete in anaerobic chemostats.	2003 Jul	14582492
[The protective effect of dexpanthenol in nasal sprays. First results of cytotoxic and ciliary-toxic studies in vitro].	2003 Mar	12673516
Transport of biotin in human keratinocytes.	2003 Mar	12603856
Pharmacotherapy for dyslipidaemia--current therapies and future agents.	2003 Nov	14596646
Metabolic network analysis during fed-batch cultivation of Corynebacterium glutamicum for pantothenic acid production: first quantitative data and analysis of by-product formation.	2003 Sep 4	12948644
Determination of vitamin B5 in a range of fortified food products by reversed-phase liquid chromatography-mass spectrometry with electrospray ionisation.	2004 Apr 2	15065769
Fluorimetric determination of pantothenic acid in foods by liquid chromatography with post-column derivatization.	2004 Apr 30	15117078
Clear hydro-gel, compared to ointment, provides improved eye comfort after brief surgery.	2004 Feb	14766687
Prevention of tungiasis using a biological repellent: a small case series.	2004 Jan	15000736
Organisation of the pantothenate (vitamin B5) biosynthesis pathway in higher plants.	2004 Jan	14675432
Coenzyme A biosynthesis: reconstruction of the pathway in archaea and an evolutionary scenario based on comparative genomics.	2004 Jul	15014152

Patents

Sample Use Guides

In Vivo Use Guide

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 `Fri Dec 15 14:59:26 GMT 2023` Edited by `admin` on `Fri Dec 15 14:59:26 GMT 2023`
Record UNII	19F5HK2737
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PANTOTHENIC ACID

Official Name

English

CHICK ANTIDERMATITIS FACTOR

Common Name

English

VITAMIN B-5

Common Name

English

PANTOTHENIC ACID (D)

Common Name

English

PANTOTHENIC ACID [INCI]

Common Name

English

VITAMIN B5

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