Coproporphyrinogen I
Formed by Uroporphyrinogen decarboxylase from Uroporphyrinogen I by decarboxylation of 4 acetates.
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB02158 (Coproporphyrinogen I)
C36H44N4O8
660.7566
660.315914404
3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid
coproporphyrinogen I
31110-56-2
CC1=C2CC3=C(CCC(O)=O)C(C)=C(CC4=C(CCC(O)=O)C(C)=C(CC5=C(CCC(O)=O)C(C)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3
InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)
WIUGGJKHYQIGNH-UHFFFAOYSA-N
This compound belongs to the class of chemical entities known as porphyrins. These are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.
Chemical entities
Organic compounds
Organoheterocyclic compounds
Tetrapyrroles and derivatives
Porphyrins
Aromatic heteropolycyclic compounds
Detected and Quantified
Not Available
Solid
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-01ox-0000029000-7cfed66d72503c62d69fView in MoNA
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-07c7-0000098000-c52b6ccc51ad35ceecd9View in MoNA
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0a4i-0102190000-338272475aad39d99e29View in MoNA
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0a4i-0000009000-68fb68abaac4161fb473View in MoNA
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0a4i-1000029000-03bf0dcb10bc9f0283a9View in MoNA
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-0a4l-9000043000-4a0f162250fd839a83b3View in MoNA
Porphyria
- Gorchein A, Guo R, Lim CK, Raimundo A, Plilon HW, Bellingham AJ: Porphyrins in urine, plasma, erythrocytes, bile and faeces in a case of congenital erythropoietic porphyria (Gunthers disease) treated with blood transfusion and iron chelation: lack of benefit from oral charcoal. Biomed Chromatogr. 1998 Nov-Dec;12(6):350-6. [PubMed:9861496 ]
None
Not Available
Not Available
Not Available
Not Available
FDB022874
Not Available
389645
C05768
COPROPORPHYRINOGEN_I
Not Available
Coproporphyrinogen I
HMDB02158
HMDB02158
6516
440776
1CP
28607
- Ding Y, Lin B, Huie CW: Binding studies of porphyrins to human serum albumin using affinity capillary electrophoresis. Electrophoresis. 2001 Jul;22(11):2210-6. [PubMed:11504054 ]
- Gorchein A, Guo R, Lim CK, Raimundo A, Pullon HW, Bellingham AJ: Porphyrins in urine, plasma, erythrocytes, bile and faeces in a case of congenital erythropoietic porphyria (Gunthers disease) treated with blood transfusion and iron chelation: lack of benefit from oral charcoal. Biomed Chromatogr. 1998 Nov-Dec;12(6):350-6. [PubMed:9861496 ]
- Beukeveld GJ, In t Veld G, Havinga R, Groen AK, Wolthers BG, Kuipers F: Relationship between biliary lipid and protoporphyrin secretion; potential role of mdr2 P-glycoprotein in hepatobiliary organic anion transport. J Hepatol. 1996 Mar;24(3):343-52. [PubMed:8778203 ]
- Pinelli A, Mussini C, Bertolini B, Buratti M, Trivulzio S: Increased excretion of urine coproporphyrins during daunorubicin administration in patients affected by acute myelogenous leukemia. Pharmacol Res. 2003 Nov;48(5):515-8. [PubMed:12967599 ]
- Sakai T, Niinuma Y, Yanagihara S, Ushio K: Liquid-chromatographic separation and determination of coproporphyrins I and III in urine. Clin Chem. 1983 Feb;29(2):350-3. [PubMed:6821943 ]
- Cornford P: Transformation of porphobilinogen into porphyrins by preparations from human erythrocytes. Biochem J. 1964 Apr;91(1):64-73. [PubMed:5833390 ]
- Pannier E, Viot G, Aubry MC, Grange G, Tantau J, Fallet-Bianco C, Muller F, Cabrol D: Congenital erythropoietic porphyria (Gunthers disease): two cases with very early prenatal manifestation and cystic hygroma. Prenat Diagn. 2003 Jan;23(1):25-30. [PubMed:12533808 ]
- Melnikova YaI, Kravchuk ZI, Preygerzon VA, Martsev SP: Functional activation of antibodies on modification with Pd(II) coproporphyrin I N-Hydroxysuccinimide ester. Biochemistry (Mosc). 1997 Aug;62(8):924-7. [PubMed:9360305 ]
Enzymes
- General function:
- Involved in uroporphyrinogen decarboxylase activity
- Specific function:
- Catalyzes the decarboxylation of four acetate groups of uroporphyrinogen-III to yield coproporphyrinogen-III.
- Gene Name:
- UROD
- Uniprot ID:
- P06132
- Molecular weight:
- 40786.58