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Showing metabocard for Pseudouroporphyrin (HMDB00815)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:23 -0700
HMDB ID HMDB00815
Secondary Accession Numbers None
Metabolite Identification
Common Name Pseudouroporphyrin
Description Porphyrins excreted in various types of porphyria (PubMed ID 5917679 ). Intermediate of haem biosynthesis (PubMed ID 1216185).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 21H,23H-Porphine-2,3,7,8,12,13,17-heptacarboxylate
  2. 21H,23H-Porphine-2,3,7,8,12,13,17-heptacarboxylic acid
  3. 3,8,13-Tris(carboxymethyl)-17-methyl-2,7,12,18-Porphinetetrapropionate
  4. 3,8,13-Tris(carboxymethyl)-17-methyl-2,7,12,18-Porphinetetrapropionic acid
  5. Heptacarboxylic porphyrin: 3,8,13-tris(carboxymethyl)-17-methyl-21H,23H-Porphine-2,7,12,18-tetrapropanoate
  6. Heptacarboxylic porphyrin: 3,8,13-tris(carboxymethyl)-17-methyl-21H,23H-Porphine-2,7,12,18-tetrapropanoic acid
  7. Phyriaporphyrin
Chemical Formula C39H38N4O14
Average Molecular Weight 786.7374
Monoisotopic Molecular Weight 786.238451944
IUPAC Name 3-[9,15,19-tris(2-carboxyethyl)-5,10,20-tris(carboxymethyl)-14-methyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid
Traditional IUPAC Name 3-[9,15,19-tris(2-carboxyethyl)-5,10,20-tris(carboxymethyl)-14-methyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid
CAS Registry Number 25744-38-1
SMILES CC1=C2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(CC(O)=O)=C5CCC(O)=O)C(CC(O)=O)=C4CCC(O)=O)C(CC(O)=O)=C3CCC(O)=O)=C1CCC(O)=O
InChI Identifier InChI=1S/C39H38N4O14/c1-17-18(2-6-33(44)45)26-14-27-20(4-8-35(48)49)23(11-38(54)55)31(42-27)16-29-21(5-9-36(50)51)24(12-39(56)57)32(43-29)15-28-19(3-7-34(46)47)22(10-37(52)53)30(41-28)13-25(17)40-26/h13-16,40,43H,2-12H2,1H3,(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)/b25-13-,26-14-,27-14-,28-15-,29-16-,30-13-,31-16-,32-15-
InChI Key QNZLBNVYKHQNCQ-PKXAPQLQSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Tetrapyrroles and Derivatives
Sub Class Porphyrins
Other Descriptors
  • Organic Compounds
Substituents
  • Carboxylic Acid
  • Pyrrole
Direct Parent Porphyrins
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.033 g/L ALOGPS
LogP 1.13 ALOGPS
LogP 2.91 ChemAxon
LogS -4.38 ALOGPS
pKa (strongest acidic) 3.2 ChemAxon
pKa (strongest basic) 5.13 ChemAxon
Hydrogen Acceptor Count 16 ChemAxon
Hydrogen Donor Count 9 ChemAxon
Polar Surface Area 318.46 A2 ChemAxon
Rotatable Bond Count 18 ChemAxon
Refractivity 195.06 ChemAxon
Polarizability 82.59 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -7 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022262
KNApSAcK ID Not Available
Chemspider ID 17216012 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB00815 Link_out
Metagene Link HMDB00815 Link_out
METLIN ID 5779 Link_out
PubChem Compound Not Available
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference del C. Batlle, Alcira M.; Grinstein, Moises. Porphyrin biosynthesis. I. Erythrocyte preparations. Biochimica et Biophysica Acta, General Subjects (1964), 82(1), 1-12.
Material Safety Data Sheet (MSDS) Not Available
General References Not Available