MedKoo Cat#: 125476 | Name: Phosphopantothenic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phosphopantothenic acid is an amidoalkyl phosphate that is the 4-phosphate derivative of (R)-pantothenic acid.

Chemical Structure

Phosphopantothenic acid
Phosphopantothenic acid
CAS#5875-50-3

Theoretical Analysis

MedKoo Cat#: 125476

Name: Phosphopantothenic acid

CAS#: 5875-50-3

Chemical Formula: C9H18NO8P

Exact Mass: 299.0800

Molecular Weight: 299.22

Elemental Analysis: C, 36.13; H, 6.06; N, 4.68; O, 42.78; P, 10.35

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Phosphopantothenic acid; D-4'-phosphopantothenate; 5875-50-3; 4'-Phosphopantothenic acid; (R)-4'-phosphopantothenate
IUPAC/Chemical Name
(R)-3-(2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanamido)propanoic acid
InChi Key
XHFVGHPGDLDEQO-ZETCQYMHSA-N
InChi Code
InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)/t7-/m0/s1
SMILES Code
CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 299.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Auciello G, Di Marco A, Gonzalez Paz O, Malancona S, Harper S, Beconi M, Rossetti I, Ciammaichella A, Fezzardi P, Vecchi A, Bracacel E, Cicero D, Monteagudo E, Elbaum D. Cyclic Phosphopantothenic Acid Prodrugs for Treatment of Pantothenate Kinase-Associated Neurodegeneration. J Med Chem. 2020 Dec 24;63(24):15785-15801. doi: 10.1021/acs.jmedchem.0c01531. Epub 2020 Dec 15. PMID: 33320012. 2: Germinario RJ, Waller JR. Phosphopantothenic acid--the major product of pantothenic acid accumulation and a significant growth stimulatn in Lactobacillus plantarum. Can J Microbiol. 1976 Mar;22(3):347-53. doi: 10.1139/m76-053. PMID: 1252995. 3: Slyshenkov VS, Rakowska M, Moiseenok AG, Wojtczak L. Pantothenic acid and its derivatives protect Ehrlich ascites tumor cells against lipid peroxidation. Free Radic Biol Med. 1995 Dec;19(6):767-72. doi: 10.1016/0891-5849(95)00084-b. Erratum in: Free Radic Biol Med 1996;20(3):493. PMID: 8582649. 4: Elbaum D, Beconi MG, Monteagudo E, Di Marco A, Quinton MS, Lyons KA, Vaino A, Harper S. Fosmetpantotenate (RE-024), a phosphopantothenate replacement therapy for pantothenate kinase-associated neurodegeneration: Mechanism of action and efficacy in nonclinical models. PLoS One. 2018 Mar 9;13(3):e0192028. doi: 10.1371/journal.pone.0192028. PMID: 29522513; PMCID: PMC5844530. 5: Li Z, Chen G, Wang P, Sun M, Zhao J, Li A, Sun Q. Alterations of the Oral Microbiota Profiles in Chinese Patient With Oral Cancer. Front Cell Infect Microbiol. 2021 Dec 9;11:780067. doi: 10.3389/fcimb.2021.780067. PMID: 34956932; PMCID: PMC8696029. 6: Gupta A, Vijayan V, Pant P, Kaur P, Singh TP, Sharma P, Sharma S. Structure prediction and discovery of inhibitors against phosphopantothenoyl cysteine synthetase of Acinetobacter baumannii. J Biomol Struct Dyn. 2022;40(21):11405-11417. doi: 10.1080/07391102.2021.1958699. Epub 2021 Aug 4. PMID: 34348086. 7: Gilhuus-Moe CC, Kristensen T, Bredesen JE, Zimmer T, Laland SG. The presence and possible role of phosphopantothenic acid in gramicidin S synthetase. FEBS Lett. 1970 Apr 16;7(3):287-290. doi: 10.1016/0014-5793(70)80183-1. PMID: 11947494.