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Chemistry

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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

Protoporphyrin Ix

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 Formula	C₃₄H₃₄N₄O₄
Molecular Weight	562.7 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	8
Exact Mass	562.25800558 g/mol
Monoisotopic Mass	562.25800558 g/mol
Topological Polar Surface Area	132 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	1010
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
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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