SODIUM 1-GLYCEROPHOSPHATE

First marketed in 1921

Details

Stereochemistry	RACEMIC
Molecular Formula	C3H7O6P.2Na
Molecular Weight	216.0374
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[Na+].OCC(O)COP([O-])([O-])=O

InChI

InChIKey=GEKBIENFFVFKRG-UHFFFAOYSA-L

InChI=1S/C3H9O6P.2Na/c4-1-3(5)2-9-10(6,7)8;;/h3-5H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C3H7O6P
Molecular Weight	170.0578
Charge	-2
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.drugfuture.com/chemdata/Glycerophosphoric-Acid.html
Curator's Comment: description was created based on several sources, including: DOI: 10.1042/bj0280143 DOI: 10.1042/bj0280152 http://www.wikidoc.org/index.php/Glycerol_3-phosphate

Synthetic glycerophosphates have been known for many years and have been prepared in several ways. The acid may exist in two isomeric forms, alpha and beta. The L-a-acid is the naturally occurring form; the b-acid, present in hydrolyzates of lecithins from natural sources, arises from migration of the phosphoryl group from the a-carbon atom. Dehydrogenation of L-glycerol 3-phosphate produces Dihydroxyacetone phosphate and is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
glycerol-3-phosphate dehydrogenase 1 4 Target ID: 2819.0 Gene Symbol: GPD1 Sources: http://www.genome.jp/dbget-bin/www_bget?enzyme+1.1.1.8 \| https://www.ncbi.nlm.nih.gov/pubmed/490056	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Essential fatty acid deficiency or negative nitrogen balance 4 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2016/200656s001lbl.pdf	Preventing		Approved 8429	KABIVEN Approved Use It is indicated as a source of calories, protein, electrolytes and essential fatty acids for adult patients requiring parenteral nutrition when oral or enteral nutrition is not possible, insufficient, or contraindicated. Launch Date 1.4088384E12

PubMed

Title	Date	PubMed
alpha-Glycerophosphoric acid and brain metabolism.	1936 Jan	16745990
[Pharmacology of glycerophosphoric acid. II. Differences in the biological action of the alpha and beta isomers in combination with thiamine or cocarboxylase].	1955 Dec 1	13314697
[IN VITRO EFFECT OF ALPHA GLYCEROPHOSPHATE ON RELEASE OF NON-ESTERIFIED FATTY ACIDS FROM ADIPOSE TISSUE].	1965 Jun	14347297

Patents

Sample Use Guides

In Vivo Use Guide

19 to 38 mL/kg/day. The maximum infusion rate is 2.6 mL/kg/hour. Recommended infusion period is 12 to 24 hours.

Route of Administration: Intravenous

In Vitro Use Guide

Maximal ATP production in the presence of Ca2+ (200 nM) is obtained at 10 mM L-glycerol 3-phosphate in intact mitochondria from pancreatic B-cells.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:07:06 UTC 2023` Edited by `admin` on `Fri Dec 15 15:07:06 UTC 2023`
Record UNII	G43E72677U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SODIUM 1-GLYCEROPHOSPHATE

Common Name

English

SODIUM RAC-1-GLYCEROPHOSPHATE

Common Name

English

1,2,3-PROPANETRIOL, 1-(DIHYDROGEN PHOSPHATE), SODIUM SALT (1:2)

Common Name

English

DISODIUM DL-.ALPHA.-GLYCERIN PHOSPHATE

Common Name

English

DISODIUM DL-.ALPHA.-GLYCEROPHOSPHATE

Common Name

English

1,2,3-PROPANETRIOL, 1-(DIHYDROGEN PHOSPHATE), DISODIUM SALT

Common Name

English

DISODIUM 2,3-DIHYDROXYPROPYL PHOSPHATE

Systematic Name

English

RAC-GLYCERO-1-PHOSPHATE, SODIUM SALT

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C802