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Chemistry

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Also known as: 312-84-5, (r)-2-amino-3-hydroxypropanoic acid, (r)-serine, Serine d-form, (2r)-2-amino-3-hydroxypropanoic acid, Serine, d-

Molecular Formula

C₃H₇NO₃

Molecular Weight

105.09 g/mol

InChI Key

MTCFGRXMJLQNBG-UWTATZPHSA-N

FDA UNII

1K77H2Z9B1

D-Serine is a non-essential amino acid and dextro isomer of serine with antipsychotic activity. D-serine is a selective full agonist at the glycine site of N-methyl-D-aspartate (NMDA)-type glutamate receptor. Hypofunction of NMDA type of neurotransmission is believed to play a major role in pathophysiology of schizophrenia, therefore, administration of D-serine and subsequent activation of NMDA receptors may alleviate psychotic tendencies.

1 2D Structure

D-Serine API

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-amino-3-hydroxypropanoic acid

2.1.2 InChI

InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1

2.1.3 InChI Key

MTCFGRXMJLQNBG-UWTATZPHSA-N

2.1.4 Canonical SMILES

C(C(C(=O)O)N)O

2.1.5 Isomeric SMILES

C([C@H](C(=O)O)N)O

2.2 Other Identifiers

2.2.1 UNII

1K77H2Z9B1

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 312-84-5

2. (r)-2-amino-3-hydroxypropanoic Acid

3. (r)-serine

4. Serine D-form

5. (2r)-2-amino-3-hydroxypropanoic Acid

6. Serine, D-

7. H-d-ser-oh

8. D-serin

9. D-ser

10. (2r)-2-amino-3-hydroxy-propanoic Acid

11. Chembl285123

12. Chebi:16523

13. 1k77h2z9b1

14. Dsn

15. Ncgc00094363-03

16. Mfcd00004269

17. D-(+)-serine

18. D-2-amino-3-hydroxypropionic Acid

19. (2r)-2-amino-3-hydroxypropanoate

20. Einecs 206-229-4

21. Nsc 77689

22. C3h7no3

23. Nsc77689

24. Unii-1k77h2z9b1

25. Ai3-18476

26. Nsc-77689

27. Serine D-

28. [3h]-d-serine

29. (2r)-serine

30. (r)-2-amino-3-hydroxypropionic Acid

31. 1pb8

32. (d)-serine

33. Biomol-nt_000197

34. Dsstox_cid_21021

35. Dsstox_rid_79611

36. Dsstox_gsid_41021

37. Lopac0_001088

38. Schembl43094

39. Serine D-form [mi]

40. Bpbio1_001226

41. Gtpl4171

42. Dtxsid9041021

43. Bdbm23167

44. D-serine, >=98% (tlc)

45. (r)-2-amino-3-hydroxypropanoate

46. Hms3263i18

47. Zinc895342

48. Act00037

49. Cs-d1751

50. Tox21_111269

51. Tox21_501088

52. S6224

53. Akos006239590

54. Akos015854121

55. (r)-2-amino-3-hydroxy-propionic Acid

56. Ccg-205165

57. Db03929

58. Lp01088

59. R(-)-2-amino-3-hydroxypropionic Acid

60. Sdccgsbi-0051058.p002

61. Ncgc00094363-01

62. Ncgc00094363-02

63. Ncgc00094363-04

64. Ncgc00094363-05

65. Ncgc00094363-06

66. Ncgc00094363-07

67. Ncgc00094363-10

68. Ncgc00261773-01

69. Ac-24073

70. As-11730

71. Cas-312-84-5

72. D-serine, Vetec(tm) Reagent Grade, 99%

73. Db-029708

74. Hy-100808

75. Am20090441

76. Eu-0101088

77. S0033

78. 12s845

79. A20674

80. C00740

81. S 4250

82. S-2590

83. D-serine / (r)-2-amino-3-hydroxypropanoic Acid

84. Q27077119

85. Z1272739871

86. Dd977692-169b-4266-88c3-e07f0b21a5bf

87. 13095-79-9

88. D-(+)-serine;d-serine;d-2-amino-3-hydroxypropionic Acid; (r)-2-amino-3-hydroxypropionic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₃H₇NO₃
Molecular Weight	105.09 g/mol
XLogP3	-3.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	105.042593085 g/mol
Monoisotopic Mass	105.042593085 g/mol
Topological Polar Surface Area	83.6 Å²
Heavy Atom Count	7
Formal Charge	0
Complexity	72.6
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1