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Technical details about Protoporphyrin Ix, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Protoporphyrin, 553-12-8, Ooporphyrin, Protoporpyrin ix, Porphyrinogen ix, Protoporphyrin ix disodium
Molecular Formula
C34H34N4O4
Molecular Weight
562.7  g/mol
InChI Key
ZCFFYALKHPIRKJ-UHFFFAOYSA-N
FDA UNII
C2K325S808

Protoporphyrin IX is a metabolite found in or produced by Saccharomyces cerevisiae.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
2.1.2 InChI
InChI=1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35-36H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)
2.1.3 InChI Key
ZCFFYALKHPIRKJ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C=C)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C=C
2.2 Other Identifiers
2.2.1 UNII
C2K325S808
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ppix

2. Protoporphyrin

3. Protoporphyrin Ix Dihydride

4. Protoporphyrin Ix, Disodium Salt

2.3.2 Depositor-Supplied Synonyms

1. Protoporphyrin

2. 553-12-8

3. Ooporphyrin

4. Protoporpyrin Ix

5. Porphyrinogen Ix

6. Protoporphyrin Ix Disodium

7. Kammerer's Prophyrin

8. Ppix

9. H2ppix

10. Kammerer's Porphyrin

11. Mls001074731

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

13. Chebi:15430

14. Nsc2632

15. Nsc-2632

16. 3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphinedipropionic Acid

17. Smr000127405

18. 21h,23h-porphine-2,18-dipropanoic Acid, 7,12-diethenyl-3,8,13,17-tetramethyl-

19. Chembl267548

20. 3,3'-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)di(propionic Acid)

21. Protoporphyrin Ix Containing Fe

22. C2k325s808

23. 2,18-porphinedipropionic Acid, 3,8,13,17-tetramethyl-7,12-divinyl-

24. 21h,23h-porphine-2,18-dipropanoic Acid,7,12-diethenyl-3,8,13,17-tetramethyl-

25. 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21h,23h-porphine-2,18-diyl)-bis-propionic Acid

26. Protoporphyrinix

27. 3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic Acid

28. 7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic Acid

29. 3,3'-(3,8,13,17-tetramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic Acid

30. Sr-01000076084

31. Nsc 2632

32. Einecs 209-033-7

33. Protoporphyrin-9

34. Unii-c2k325s808

35. Heme-b

36. Protoporphyrin-"ix"

37. Spectrum_001300

38. Hem

39. Spectrum2_001016

40. Spectrum3_001440

41. Spectrum4_000419

42. Spectrum5_001303

43. Cid_4971

44. Lopac0_000973

45. Schembl25719

46. Bspbio_003180

47. Kbiogr_000718

48. Kbioss_001780

49. Protoporphyrin Ix, >=95%

50. Divk1c_000074

51. Schembl805850

52. Spectrum1501111

53. Spbio_001171

54. Protoporphyrin Ix [mi]

55. Schembl3287054

56. Protoporphyrin [who-dd]

57. Chembl1325592

58. Chembl1618319

59. Chembl1907972

60. Chembl1907974

61. Chembl4463327

62. Dtxsid4048353

63. Schembl14552654

64. Bdbm51757

65. Hms500d16

66. Kbio1_000074

67. Kbio2_001780

68. Kbio2_004348

69. Kbio2_006916

70. Kbio3_002400

71. Ninds_000074

72. Hms1921f05

73. Hms2271b12

74. Hms3263c07

75. Pharmakon1600-01501111

76. Hy-b1247

77. Tox21_500973

78. Bdbm50523755

79. Ccg-39673

80. Mfcd00151109

81. Nsc757839

82. Cs-4849

83. Db02285

84. Lp00973

85. Nsc-757839

86. Sdccgmls-0066712.p001

87. Sdccgsbi-0050946.p004

88. Idi1_000074

89. Ncgc00015844-01

90. Ncgc00015844-02

91. Ncgc00015844-03

92. Ncgc00015844-04

93. Ncgc00015844-05

94. Ncgc00015844-07

95. Ncgc00015844-08

96. Ncgc00015844-12

97. Ncgc00094273-01

98. Ncgc00094273-02

99. Ncgc00094273-03

100. Ncgc00162303-01

101. Ncgc00185010-01

102. Ncgc00261658-01

103. As-17461

104. Sbi-0050946.p003

105. Eu-0100973

106. Ft-0696783

107. Protoporphyrin Ix [mesh: Protoporphyrin Ix]

108. J1.756.122g

109. 2, 3,8,13,17-tetramethyl-7,12-divinyl-

110. C02191

111. C75594

112. P 8293

113. Ab00052204_02

114. 553p128

115. A870226

116. Q619815

117. Sr-01000763747

118. Sr-01000076084-1

119. Sr-01000076084-4

120. Sr-01000076084-5

121. Sr-01000763747-3

122. Brd-k26813314-001-04-4

123. 1,3,5,8-tetramethyl-2,4-divinylporphine-6,7-dipropionate

124. 21h,18-dipropanoic Acid, 7,12-diethenyl-3,8,13,17-tetramethyl-

125. 3,3'-(3,7,12,17-tetramethyl-8,13-divinylporphine-2,18-diyl)di

126. 2,18-porphinedipropionic Acid, 3,8,13,17-tetramethyl-7,12-divinyl- (8ci)

127. 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21h,23h-porphine-2,18-diyl)-bis-propionate

128. 3,3'-(7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropanoic Acid

129. 8,13-divinyl-3,7,12,17-tetramethyl-21h,23h-porphyrin-2,18-bispropanoic Acid

130. 3-[(1z,4z,9z,15z)-18-(2-carboxy-ethyl)-3,7,12,17-tetramethyl-8,13-divinyl-porphyrin-2-yl]-propionic Acid

131. 3-[(1z,4z,9z,15z)-18-(2-carboxyethyl)-3,7,12,17-tetramethyl-8,13-divinyl-21,23-dihydroporphyrin-2-yl]propanoic Acid

132. 3-[18-(2-carboxyethyl)-3,7,12,17-tetramethyl-8,13-divinyl-22,23-dihydroporphin-2-yl]propionic Acid

133. 3-[8,13-bis(ethenyl)-18-(3-hydroxy-3-oxopropyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic Acid

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 562.7 g/mol
Molecular Formula C34H34N4O4
XLogP34.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass562.25800558 g/mol
Monoisotopic Mass562.25800558 g/mol
Topological Polar Surface Area132 Ų
Heavy Atom Count42
Formal Charge0
Complexity1010
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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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