Glycerophosphoinositol choline | CAS#425642-32-6 | salt of choline and glycerophosphoinositol

MedKoo Cat#: 596841 | Name: Glycerophosphoinositol choline

Description:

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

Glycerophosphoinositol choline is the salt of choline and glycerophosphoinositol. It is a cosmetic ingredient for skin protecting.

Chemical Structure

Glycerophosphoinositol choline

CAS#425642-32-6 (choline)

Theoretical Analysis

MedKoo Cat#: 596841

Name: Glycerophosphoinositol choline

CAS#: 425642-32-6 (choline)

Chemical Formula: C14H32NO12P

Exact Mass: 437.1662

Molecular Weight: 437.37

Elemental Analysis: C, 38.45; H, 7.37; N, 3.20; O, 43.90; P, 7.08

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.

Bulk Inquiry

Related CAS #

425642-32-6 (choline) 129830-95-1 (free) 425642-29-1 (potassium) 425642-30-4 (sodium)

Synonym

Glycerophosphoinositol choline; Plain; GPI choline;

IUPAC/Chemical Name

2-hydroxy-N,N,N-trimethylethan-1-aminium (R)-2,3-dihydroxypropyl ((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl) phosphate

InChi Key

PTZZCYHESHNXFL-RCEFGWESSA-M

InChi Code

InChI=1S/C9H19O11P.C5H14NO/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16;1-6(2,3)4-5-7/h3-16H,1-2H2,(H,17,18);7H,4-5H2,1-3H3/q;+1/p-1/t3-,4-,5-,6+,7-,8-,9-;/m1./s1

SMILES Code

C[N+](C)(CCO)C.OC[C@H](COP([O-])(O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O)=O)O

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 437.37 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.

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: Burch TC, Isaac G, Booher CL, Rhim JS, Rainville P, Langridge J, Baker A, Nyalwidhe JO. Comparative Metabolomic and Lipidomic Analysis of Phenotype Stratified Prostate Cells. PLoS One. 2015 Aug 5;10(8):e0134206. doi: 10.1371/journal.pone.0134206. eCollection 2015. PubMed PMID: 26244785; PubMed Central PMCID: PMC4526693. 2: Ohshima N, Kudo T, Yamashita Y, Mariggiò S, Araki M, Honda A, Nagano T, Isaji C, Kato N, Corda D, Izumi T, Yanaka N. New members of the mammalian glycerophosphodiester phosphodiesterase family: GDE4 and GDE7 produce lysophosphatidic acid by lysophospholipase D activity. J Biol Chem. 2015 Feb 13;290(7):4260-71. doi: 10.1074/jbc.M114.614537. Epub 2014 Dec 20. PubMed PMID: 25528375; PubMed Central PMCID: PMC4326834. 3: Sun T, Wetzel SJ, Johnson ME, Surlow BA, Patton-Vogt J. Development and validation of a hydrophilic interaction liquid chromatography-tandem mass spectrometry method for the quantification of lipid-related extracellular metabolites in Saccharomyces cerevisiae. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 May 15;897:1-9. doi: 10.1016/j.jchromb.2012.03.034. Epub 2012 Apr 1. PubMed PMID: 22541168. 4: Balgoma D, Montero O, Balboa MA, Balsinde J. Calcium-independent phospholipase A2-mediated formation of 1,2-diarachidonoyl-glycerophosphoinositol in monocytes. FEBS J. 2008 Dec;275(24):6180-91. doi: 10.1111/j.1742-4658.2008.06742.x. Epub 2008 Nov 5. PubMed PMID: 19016853. 5: Teichert F, Verschoyle RD, Greaves P, Edwards RE, Teahan O, Jones DJ, Wilson ID, Farmer PB, Steward WP, Gant TW, Gescher AJ, Keun HC. Metabolic profiling of transgenic adenocarcinoma of mouse prostate (TRAMP) tissue by 1H-NMR analysis: evidence for unusual phospholipid metabolism. Prostate. 2008 Jul 1;68(10):1035-47. doi: 10.1002/pros.20761. PubMed PMID: 18459103. 6: Patton-Vogt J. Transport and metabolism of glycerophosphodiesters produced through phospholipid deacylation. Biochim Biophys Acta. 2007 Mar;1771(3):337-42. Epub 2006 May 6. Review. PubMed PMID: 16781190. 7: Fernández-Murray JP, McMaster CR. Glycerophosphocholine catabolism as a new route for choline formation for phosphatidylcholine synthesis by the Kennedy pathway. J Biol Chem. 2005 Nov 18;280(46):38290-6. Epub 2005 Sep 19. PubMed PMID: 16172116. 8: Fisher E, Almaguer C, Holic R, Griac P, Patton-Vogt J. Glycerophosphocholine-dependent growth requires Gde1p (YPL110c) and Git1p in Saccharomyces cerevisiae. J Biol Chem. 2005 Oct 28;280(43):36110-7. Epub 2005 Sep 1. PubMed PMID: 16141200. 9: Kurvinen JP, Kuksis A, Sinclair AJ, Abedin L, Kallio H. The effect of low alpha-linolenic acid diet on glycerophospholipid molecular species in guinea pig brain. Lipids. 2000 Sep;35(9):1001-9. PubMed PMID: 11026621. 10: Burford NT, Nahorski SR. Muscarinic m1 receptor-stimulated adenylate cyclase activity in Chinese hamster ovary cells is mediated by Gs alpha and is not a consequence of phosphoinositidase C activation. Biochem J. 1996 May 1;315 ( Pt 3):883-8. PubMed PMID: 8645172; PubMed Central PMCID: PMC1217289. 11: Bas N, Garcia A. Effect of deoxycholate on guanine-nucleotide-dependent carbachol stimulation of phosphoinositidase C in mouse brain cortical membranes. Biochem J. 1995 Dec 1;312 ( Pt 2):445-9. PubMed PMID: 8526854; PubMed Central PMCID: PMC1136282. 12: Willars GB, Nahorski SR. Heterologous desensitization of both phosphoinositide and Ca2+ signaling in SH-SY5Y neuroblastoma cells: a role for intracellular Ca2+ store depletion? Mol Pharmacol. 1995 Mar;47(3):509-16. PubMed PMID: 7700249. 13: Chilvers ER, Lynch BJ, Offer GJ, Challiss RA. Effects of membrane depolarization and changes in intra- and extracellular calcium concentration on phosphoinositide hydrolysis in bovine tracheal smooth muscle. Biochem Pharmacol. 1994 Jun 15;47(12):2171-9. PubMed PMID: 8031310. 14: Fonlupt P, Croset M, Lagarde M. Incorporation of arachidonic and docosahexaenoic acids into phospholipids of rat brain membranes. Neurosci Lett. 1994 Apr 25;171(1-2):137-41. PubMed PMID: 8084475. 15: Mathew J, Eichberg J. Guanosine-5'-(3-O-thio)triphosphate-mediated stimulation of phosphoinositidase C in solubilized rat peripheral nerve myelin and its alteration in streptozotocin-induced diabetes. J Neurosci Res. 1994 Jan;37(1):83-91. PubMed PMID: 8145305. 16: Pearce B, Murphy S. Protein kinase C down-regulation in astrocytes: differential effects on agonist-stimulated inositol phosphate accumulation. Neurochem Int. 1993 Nov;23(5):407-12. PubMed PMID: 7902747. 17: Mitchell FM, Buckley NJ, Milligan G. Enhanced degradation of the phosphoinositidase C-linked guanine-nucleotide-binding protein Gq alpha/G11 alpha following activation of the human M1 muscarinic acetylcholine receptor expressed in CHO cells. Biochem J. 1993 Jul 15;293 ( Pt 2):495-9. PubMed PMID: 8393663; PubMed Central PMCID: PMC1134388. 18: Bayon Y, Croset M, Chirouze V, Tayot JL, Lagarde M. Phospholipid molecular species from human placenta lipids. Lipids. 1993 Jul;28(7):631-6. PubMed PMID: 8355592. 19: Battye KM, O'Neill C, Evans G. Evidence that platelet-activating factor suppresses uterine oxytocin-induced 13,14-dihydro-15-keto-prostaglandin F2 alpha release and phosphatidylinositol hydrolysis in the ewe. Biol Reprod. 1992 Aug;47(2):213-9. PubMed PMID: 1391326. 20: Sillence DJ, Downes CP. Lithium treatment of affective disorders: effects of lithium on the inositol phospholipid and cyclic AMP signalling pathways. Biochim Biophys Acta. 1992 Jan 16;1138(1):46-52. PubMed PMID: 1310626.