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Chemistry

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Also known as: 2-aminoacetic acid, 56-40-6, Aminoacetic acid, Glycocoll, Aminoethanoic acid, Glycolixir
Molecular Formula
C2H5NO2
Molecular Weight
75.07  g/mol
InChI Key
DHMQDGOQFOQNFH-UHFFFAOYSA-N
FDA UNII
TE7660XO1C

Glycine
A non-essential amino acid. It is found primarily in gelatin and silk fibroin and used therapeutically as a nutrient. It is also a fast inhibitory neurotransmitter.
1 2D Structure

Glycine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-aminoacetic acid
2.1.2 InChI
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
2.1.3 InChI Key
DHMQDGOQFOQNFH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(C(=O)O)N
2.2 Other Identifiers
2.2.1 UNII
TE7660XO1C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acid, Aminoacetic

2. Aminoacetic Acid

3. Calcium Salt Glycine

4. Cobalt Salt Glycine

5. Copper Salt Glycine

6. Glycine Carbonate (1:1), Monosodium Salt

7. Glycine Carbonate (2:1), Monolithium Salt

8. Glycine Carbonate (2:1), Monopotassium Salt

9. Glycine Carbonate (2:1), Monosodium Salt

10. Glycine Hydrochloride

11. Glycine Hydrochloride (2:1)

12. Glycine Phosphate

13. Glycine Phosphate (1:1)

14. Glycine Sulfate (3:1)

15. Glycine, Calcium Salt

16. Glycine, Calcium Salt (2:1)

17. Glycine, Cobalt Salt

18. Glycine, Copper Salt

19. Glycine, Monoammonium Salt

20. Glycine, Monopotassium Salt

21. Glycine, Monosodium Salt

22. Glycine, Sodium Hydrogen Carbonate

23. Hydrochloride, Glycine

24. Monoammonium Salt Glycine

25. Monopotassium Salt Glycine

26. Monosodium Salt Glycine

27. Phosphate, Glycine

28. Salt Glycine, Monoammonium

29. Salt Glycine, Monopotassium

30. Salt Glycine, Monosodium

2.3.2 Depositor-Supplied Synonyms

1. 2-aminoacetic Acid

2. 56-40-6

3. Aminoacetic Acid

4. Glycocoll

5. Aminoethanoic Acid

6. Glycolixir

7. H-gly-oh

8. Glycosthene

9. Padil

10. Aciport

11. Glicoamin

12. Hampshire Glycine

13. L-glycine

14. Amitone

15. Leimzucker

16. Acetic Acid, Amino-

17. Aminoazijnzuur

18. Glycine, Non-medical

19. Sucre De Gelatine

20. Gyn-hydralin

21. Gly (iupac Abbrev)

22. Corilin

23. Glycine [inn]

24. Glycinum [inn-latin]

25. Glicina [inn-spanish]

26. Fema No. 3287

27. Glyzin

28. Gly

29. Acide Aminoacetique [inn-french]

30. Acido Aminoacetico [inn-spanish]

31. Acidum Aminoaceticum [inn-latin]

32. Ccris 5915

33. Hsdb 495

34. Ai3-04085

35. Amino-acetic Acid

36. Mfcd00008131

37. Nsc 25936

38. [14c]glycine

39. 25718-94-9

40. Nsc-25936

41. Chembl773

42. Glycine Iron Sulphate (1:1)

43. Te7660xo1c

44. Chebi:15428

45. Aminoacetate

46. Nsc25936

47. Athenon

48. Glycine-13c

49. Polyglycine

50. Ncgc00024503-01

51. Glicina

52. Dsstox_cid_667

53. Glycine, Free Base

54. Acido Aminoacetico

55. Acide Aminoacetique

56. Dsstox_rid_75720

57. Dsstox_gsid_20667

58. Acidum Aminoaceticum

59. Glykokoll

60. Aminoessigsaeure

61. Hgly

62. Cas-56-40-6

63. Glycine, Labeled With Carbon-14

64. Glycine [usp:inn]

65. Glycine 1.5% In Plastic Container

66. Einecs 200-272-2

67. H2n-ch2-cooh

68. Aminoacetic Acid 1.5% In Plastic Container

69. Unii-te7660xo1c

70. Aminoethanoate

71. 18875-39-3

72. Amino-acetate

73. 2-aminoacetate

74. Glycine;

75. Glycine Usp

76. Glycine Technical

77. [3h]glycine

78. Glycine Usp Grade

79. H-gly

80. L-gly

81. Gly-co

82. Gly-oh

83. L-glycine,(s)

84. [14c]-glycine

85. Corilin (salt/mix)

86. Glycine 1 M Solution

87. Tocris-0219

88. Glycine (h-gly-oh)

89. Glycine [vandf]

90. Nh2ch2cooh

91. Glycine [fhfi]

92. Glycine [hsdb]

93. Glycine [inci]

94. Glycine, >=99%

95. Glycine [fcc]

96. Glycine [jan]

97. Glycine [ii]

98. Glycine [mi]

99. Glycine [mart.]

100. Glycine (jp17/usp)

101. Glycine, 99%, Fcc

102. Glycine [usp-rs]

103. Glycine [who-dd]

104. Biomol-nt_000195

105. Bmse000089

106. Bmse000977

107. Wln: Z1vq

108. Ec 200-272-2

109. Gly-253

110. Glycine [green Book]

111. Gtpl727

112. Ab-131/40217813

113. Glycine [orange Book]

114. Glycine, Electrophoresis Grade

115. Glycine [ep Monograph]

116. Bpbio1_001222

117. Gtpl4084

118. Gtpl4635

119. Glycine [usp Monograph]

120. Dtxsid9020667

121. Bdbm18133

122. Buffer Concentrate, Ph 11.01

123. Azd4282

124. Glycine, >=99.0% (nt)

125. Glycine, 98.5-101.5%

126. Pharmakon1600-01300021

127. Glycine 1000 Microg/ml In Water

128. 2-aminoacetic Acid;aminoacetic Acid

129. Bcp25965

130. Cs-b1641

131. Hy-y0966

132. Zinc4658552

133. Glycine, Acs Reagent, >=98.5%

134. Tox21_113575

135. Glycine, 99%, Natural, Fcc, Fg

136. Nsc760120

137. S4821

138. Stl194276

139. Glycine, Purum, >=98.5% (nt)

140. Glycine, Tested According To Ph.eur.

141. Akos000119626

142. Glycine, For Electrophoresis, >=99%

143. Tox21_113575_1

144. Am81781

145. Ccg-266010

146. Db00145

147. Nsc-760120

148. Glycine, Bioultra, >=99.0% (nt)

149. Glycine, Bioxtra, >=99% (titration)

150. Serine Impurity B [ep Impurity]

151. Glycine, Saj Special Grade, >=99.0%

152. Ncgc00024503-02

153. Ncgc00024503-03

154. Bp-31024

155. Glycine, Vetec(tm) Reagent Grade, 98%

156. Glycine, 0.2m Buffer Solution, Ph 2.5

157. Glycine, 0.2m Buffer Solution, Ph 3.0

158. Glycine, 0.2m Buffer Solution, Ph 3.5

159. Db-029870

160. Ft-0600491

161. Ft-0669038

162. G0099

163. G0317

164. Glycine, Reagentplus(r), >=99% (hplc)

165. A20662

166. C00037

167. D00011

168. D70890

169. M03001

170. L001246

171. Q620730

172. Sr-01000597729

173. Glycine, Certified Reference Material, Tracecert(r)

174. Q-201300

175. Sr-01000597729-1

176. Q27115084

177. B72ba06c-60e9-4a83-a24a-a2d7f465bb65

178. F2191-0197

179. Glycine, European Pharmacopoeia (ep) Reference Standard

180. Z955123660

181. Glycine, Bioultra, For Molecular Biology, >=99.0% (nt)

182. Glycine, United States Pharmacopeia (usp) Reference Standard

183. Benzene, Diethenyl-, Polymer With 2-methyl-1,3-butadiene, Hydrogenated

184. Glycine, Pharmaceutical Secondary Standard; Certified Reference Material

185. Glycine, Analytical Standard, For Nitrogen Determination According To Kjeldahl Method

186. Tris-tricine Buffer; Tris-glycine Buffer;tris Glycine Buffer Concentrate;h-gly-oh

187. Glycine, From Non-animal Source, Meets Ep, Jp, Usp Testing Specifications, Suitable For Cell Culture, >=98.5%

188. Glycine, Meets Analytical Specification Of Ph. Eur., Bp, Usp, 99-101% (based On Anhydrous Substance)

189. Glycine, Pharmagrade, Ajinomoto, Ep, Jp, Usp, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production, Suitable For Cell Culture

190. Glycine, Puriss. P.a., Reag. Ph. Eur., Buffer Substance, 99.7-101% (calc. To The Dried Substance)

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 75.07 g/mol
Molecular Formula C2H5NO2
XLogP3-3.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass75.032028402 g/mol
Monoisotopic Mass75.032028402 g/mol
Topological Polar Surface Area63.3 Ų
Heavy Atom Count5
Formal Charge0
Complexity42.9
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

AMINOACETIC ACID HAS BEEN OCCASIONALLY USED IN THERAPY OF MYASTHENIA GRAVIS BUT MOST INVESTIGATORS DOUBT THAT THE CMPD HAS ANY VALUE IN THIS DISORDER. ... /IT/ IS ALSO USED IN...ANTACID PREPN, SOMETIMES AS A COMPLEX SALT. HOWEVER.../IT HAS/ LIMITED BUFFERING CAPACITY...

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 963


AMINOACETIC ACID IS USED IN...1.1% SOLN AS AN IRRIGATING FLUID IN TRANSURETHRAL RESECTION OF THE PROSTATE. ALTHOUGH A 2.1% SOLN...IS ISOTONIC, IT HAS BEEN FOUND THAT A 1.1% SOLN IS NONHEMOLYTIC.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 40:36


USUALLY FROM 10-15 L OF AMINOACETIC ACID SOLN ARE REQUIRED FOR IRRIGATION DURING TRANSURETHRAL RESECTION OF PROSTATE.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 40:36


MEDICATION (VET): IV USE IN DOGS INCREASES THEIR TOLERANCE AGAINST CERTAIN TOXIC PARENTERAL AMINO ACID MIXT.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 244


For more Therapeutic Uses (Complete) data for GLYCINE (8 total), please visit the HSDB record page.


4.2 Drug Indication

Supplemental glycine may have antispastic activity. Very early findings suggest it may also have antipsychotic activity as well as antioxidant and anti-inflammatory activities.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Helps trigger the release of oxygen to the energy requiring cell-making process; Important in the manufacturing of hormones responsible for a strong immune system.


5.2 MeSH Pharmacological Classification

Glycine Agents

Substances used for their pharmacological actions on glycinergic systems. Glycinergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function. (See all compounds classified as Glycine Agents.)


5.3 ATC Code

B - Blood and blood forming organs

B05 - Blood substitutes and perfusion solutions

B05C - Irrigating solutions

B05CX - Other irrigating solutions

B05CX03 - Glycine


5.4 Absorption, Distribution and Excretion

Absorption

Absorbed from the small intestine via an active transport mechanism.


5.5 Metabolism/Metabolites

Hepatic


5.6 Mechanism of Action

In the CNS, there exist strychnine-sensitive glycine binding sites as well as strychnine-insensitive glycine binding sites. The strychnine-insensitive glycine-binding site is located on the NMDA receptor complex. The strychnine-sensitive glycine receptor complex is comprised of a chloride channel and is a member of the ligand-gated ion channel superfamily. The putative antispastic activity of supplemental glycine could be mediated by glycine's binding to strychnine-sensitive binding sites in the spinal cord. This would result in increased chloride conductance and consequent enhancement of inhibitory neurotransmission. The ability of glycine to potentiate NMDA receptor-mediated neurotransmission raised the possibility of its use in the management of neuroleptic-resistant negative symptoms in schizophrenia.
Animal studies indicate that supplemental glycine protects against endotoxin-induced lethality, hypoxia-reperfusion injury after liver transplantation, and D-galactosamine-mediated liver injury. Neutrophils are thought to participate in these pathologic processes via invasion of tissue and releasing such reactive oxygen species as superoxide. In vitro studies have shown that neutrophils contain a glycine-gated chloride channel that can attenuate increases in intracellular calcium and diminsh neutrophil oxidant production. This research is ealy-stage, but suggests that supplementary glycine may turn out to be useful in processes where neutrophil infiltration contributes to toxicity, such as ARDS.


HYPERPOLARIZATION OF MOTONEURONS PRODUCED BY IONTOPHORETIC APPLICATION OF GLYCINE IS RELATIVELY TRANSIENT BUT APPROACHES THE EQUILIBRIUM POTENTIAL FOR THE INDIRECTLY ACTIVATED INHIBITORY POSTSYNAPTIC POTENTIAL...TESTS WITH GABA... INDICATE SIMILAR ELECTROPHYSIOLOGICAL EFFECTS & SIMILAR INCR IN CL- CONDUCTANCE.

Gilman, A. G., L. S. Goodman, and A. Gilman. (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 6th ed. New York: Macmillan Publishing Co., Inc. 1980., p. 247


MAJOR EVIDENCE THAT FAVORS GLYCINE AS MEDIATOR OF INTRASPINAL POSTSYNAPTIC INHIBITION IS THE SELECTIVE ANTAGONISM OF ITS EFFECTS BY STRYCHNINE. ... GLYCINE ALSO APPEARS TO BE MOST LIKELY TRANSMITTER FOR INHIBITORY INTERNEURONS IN RETICULAR FORMATION BUT NOT IN CUNEATE NUCLEUS.

Gilman, A. G., L. S. Goodman, and A. Gilman. (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 6th ed. New York: Macmillan Publishing Co., Inc. 1980., p. 247


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02-Jan-2021
30-Sep-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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