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Hematoporphyrins

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Haematoporphyrin, 14459-29-1, Hematoporphyrin ix, Photodyn, Hematoporphyrin i, Hemoporfin

Molecular Formula

C₃₄H₃₈N₄O₆

Molecular Weight

598.7 g/mol

InChI Key

KFKRXESVMDBTNQ-UHFFFAOYSA-N

FDA UNII

HBT6M5H379

Iron-free derivatives of heme with 4 methyl groups, 2 hydroxyethyl groups and 2 propionic acid groups attached to the pyrrole rings. Some of these PHOTOSENSITIZING AGENTS are used in the PHOTOTHERAPY of malignant NEOPLASMS.

1 2D Structure

Hematoporphyrins

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid

2.1.2 InChI

InChI=1S/C34H38N4O6/c1-15-21(7-9-31(41)42)27-14-28-22(8-10-32(43)44)16(2)24(36-28)12-29-34(20(6)40)18(4)26(38-29)13-30-33(19(5)39)17(3)25(37-30)11-23(15)35-27/h11-14,19-20,37-40H,7-10H2,1-6H3,(H,41,42)(H,43,44)

2.1.3 InChI Key

KFKRXESVMDBTNQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C(C)O)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C(C)O

2.2 Other Identifiers

2.2.1 UNII

HBT6M5H379

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Haematoporphyrin Ix

2. Hematoporphyrins

3. Hemedonin

2.3.2 Depositor-Supplied Synonyms

1. Haematoporphyrin

2. 14459-29-1

3. Hematoporphyrin Ix

4. Photodyn

5. Hematoporphyrin I

6. Hemoporfin

7. Nsc 59265

8. Nsc59265

9. 21h,23h-porphine-2,18-dipropanoic Acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-

10. Nsc-59265

11. 3-[18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic Acid

12. Hp

13. Nsc 267084

14. Nsc-267084

15. 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-21h,23h-porphine-2,18-dipropanoic Acid

16. Hbt6m5h379

17. Chebi:36162

18. Hematoporphyrin_i

19. 2,18-porphinedipropionic Acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-

20. 2,4-bis(1-hydroxyethyl)-1,3,5,8-tetramethyl-5,7-porphindipropionsaeure

21. 1,3,5,8-tetramethyl-2,4-bis(alpha-hydroxyethyl)prophine-6,7-dipropionic Acid

22. 7,12-bis(1-hydroxyethyl)-2,8,13,17-tetramethyl-21h,23h-porphin-2,18-dipropionsaeure

23. Hematoporphyrins

24. 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-2,18-porphinedipropionic Acid

25. 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic Acid

26. Hp (van)

27. 2, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-

28. Hamatoporphyrin

29. Photosan 3

30. 1,5,8-tetramethyl-2,4-bis(.alpha.-hydroxyethyl)prophine-6,7-dipropionic Acid

31. 21h,18-dipropanoic Acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-

32. Wln: T D5 I5 N5-16-5 A D- I- N- Am D-n I-m N-nj Eyq F J K2vq O2vq Tyq U

33. Hpix

34. Einecs 238-450-7

35. Mfcd00005077

36. Haemaporphyrin

37. Brn 0078957

38. Spectrum_001204

39. Spectrum2_000436

40. Spectrum3_001110

41. Spectrum4_001942

42. Spectrum5_000763

43. Hematoporphyrin [mi]

44. Hemoporfin [who-dd]

45. Unii-hbt6m5h379

46. Schembl15669

47. Schembl15670

48. Bspbio_002820

49. Kbiogr_002346

50. Kbioss_001684

51. Spbio_000452

52. Chembl317840

53. Chembl403729

54. Schembl1649168

55. Hematoporphyrin [who-dd]

56. Kbio2_001684

57. Kbio2_004252

58. Kbio2_006820

59. Kbio3_002040

60. Dtxsid00864508

61. Dtxsid901030645

62. Hy-b0754

63. Nsc267084

64. Ccg-214649

65. Sdccgmls-0066934.p001

66. 2,18-porphinedipropionic Acid, 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl- (van)

67. Ncgc00185009-01

68. Ncgc00185009-02

69. As-78345

70. Hematoporphyrin Base Cas 14459-29-1

71. Ft-0626879

72. A808241

73. Sr-05000002762

74. J-007971

75. Sr-05000002762-1

76. 1,3,5,8-tetramethyl-2,4-bis( -hydroxyethyl)porphine-6,7-dipropionate

77. 1,3,5,8-tetramethyl-2,4-bis( -hydroxyethyl)porphine-6,7-dipropionic Acid

78. 1,3,5,8-tetramethyl-2,4-bis(a-hydroxyethyl)porphine-6,7-dipropionate

79. 1,3,5,8-tetramethyl-2,4-bis(a-hydroxyethyl)porphine-6,7-dipropionic Acid

80. 1,3,5,8-tetramethyl-2,4-bis(alpha-hydroxyethyl)prophine-6,7-dipropionate

81. 7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-2,18-porphinedipropionate

82. 1,3,5,8-tetramethyl-2,4-bis(.alpha.-hydroxyethyl)prophine-6,7-dipropionic Acid

83. 3,3'-[7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl]dipropanoic Acid

84. 8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-21h,23h-porphyrin-2,18-dipropionic Acid

85. 136752-88-0

86. 21h,23h-porphine-2,18-dipropanoic Acid, 7(or 12)-(1-hydroxyethyl)-12(or 7)-(1-methoxyethyl)-3,8,13,17-tetramethyl-

87. 3-[(1z,4z,9z,15z)-18-(2-carboxyethyl)-8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-21,23-dihydroporphyrin-2-yl]propanoic Acid

88. Photodyn And 8,13-bis(1-hydroxyethyl)-3,7,12,17-tetramethyl-21h,23h-porphine-2,18-dipropionic Acid

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₃₈N₄O₆
Molecular Weight	598.7 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	8
Exact Mass	598.27913494 g/mol
Monoisotopic Mass	598.27913494 g/mol
Topological Polar Surface Area	172 Å²
Heavy Atom Count	44
Formal Charge	0
Complexity	1020
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Photosensitizing Agents

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)

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