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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: 153-94-6, H-d-trp-oh, D(+)-tryptophan, (r)-tryptophan, D-tryptophane, (+)-tryptophan

Molecular Formula

C₁₁H₁₂N₂O₂

Molecular Weight

204.22 g/mol

InChI Key

QIVBCDIJIAJPQS-SECBINFHSA-N

FDA UNII

7NS97N9H1G

Tryptophan is one of the 20 standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG. The D-stereoisomer is occasionally found in naturally produced peptides (for example, the marine venom peptide contryphan). The distinguishing structural characteristic of tryptophan is that it contains an indole functional group. It is an essential amino acid as defined by its growth effects on rats.

1 2D Structure

D-Tryptophan API

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

2.1.2 InChI

InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1

2.1.3 InChI Key

QIVBCDIJIAJPQS-SECBINFHSA-N

2.1.4 Canonical SMILES

C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N

2.1.5 Isomeric SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@H](C(=O)O)N

2.2 Other Identifiers

2.2.1 UNII

7NS97N9H1G

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 153-94-6

2. H-d-trp-oh

3. D(+)-tryptophan

4. (r)-tryptophan

5. D-tryptophane

6. (+)-tryptophan

7. (2r)-2-amino-3-(1h-indol-3-yl)propanoic Acid

8. D-trytophane

9. Tryptophan, D-

10. H-d-typ-oh

11. D-trp

12. (r)-2-amino-3-(3-indolyl)propionic Acid

13. 7ns97n9h1g

14. Chembl292303

15. Dtr

16. Chebi:16296

17. (r)-(+)-2-amino-3-(3-indolyl)propionic Acid

18. D-tryptophan-d5

19. Nsc-97942

20. D-trp-oh

21. Ncgc00093372-02

22. D-(+)-tryptophan

23. Mfcd00005647

24. Dsstox_cid_26989

25. Dsstox_rid_82038

26. Dsstox_gsid_46989

27. Cas-153-94-6

28. 1202359-57-6

29. (r)-(+)-tryptophan

30. Einecs 205-819-9

31. Nsc 97942

32. (2r)-2-amino-3-(1h-indol-3-yl)propanoate

33. Unii-7ns97n9h1g

34. Delta-trytophane

35. D-trypophan

36. Delta-tryptophane

37. Dtrp

38. Hdtrpoh

39. H-delta-trp-oh

40. D-alpha-amino-3-indolepropionic Acid

41. Delta-(+)-tryptophan

42. Schembl92677

43. Mls000069477

44. Gtpl5798

45. Dtxsid0046989

46. Zinc83317

47. Act04815

48. Bcp16808

49. Nsc97942

50. Tox21_111205

51. Tox21_301300

52. 2-amino-3-indol-3-ylpropanoic Acid

53. Bdbm50043799

54. S6253

55. Akos001426593

56. Akos015924228

57. D-tryptophan, >=98.0% (hplc)

58. Tox21_111205_1

59. Ccg-231118

60. Cs-w013195

61. Db03225

62. Hy-w012479

63. Delta-alpha-amino-3-indolepropionic Acid

64. Ncgc00093372-03

65. Ncgc00094437-05

66. Ncgc00257553-01

67. Ac-24064

68. Cs-11234

69. Smr000059103

70. Am20050158

71. T0539

72. 53t946

73. C00525

74. T-8300

75. (r)-2-amino-3-(1h-indol-3-yl)propanoic Acid

76. D-tryptophan-2',4',5',6',7'-d5 (indole-d5)

77. J-300262

78. Q-101644

79. Q27077125

80. Q27115085

81. Afa369f6-7a19-42e1-b9e9-0156a2bce50b

82. Z256709618

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₂N₂O₂
Molecular Weight	204.22 g/mol
XLogP3	-1.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	204.089877630 g/mol
Monoisotopic Mass	204.089877630 g/mol
Topological Polar Surface Area	79.1 Å²
Heavy Atom Count	15
Formal Charge	0
Complexity	245
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