Human Metabolome Database Version 3.5

Showing metabocard for Pentacarboxyl porphyrinogen III (HMDB01957)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:29 -0600
Update Date 2013-02-08 17:11:05 -0700
HMDB ID HMDB01957
Secondary Accession Numbers None
Metabolite Identification
Common Name Pentacarboxyl porphyrinogen III
Description Substrate for erythrocyte uroporphyrinogen decarboxylase in patients with porphyria cutanea tarda (PubNed ID 1610684 ).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Pentacarboxylporphyrinogen III
  2. Pentacarboxyporphyrinogen III
Chemical Formula C37H40N4O10
Average Molecular Weight 700.7343
Monoisotopic Molecular Weight 700.27444352
IUPAC Name 3-[10,15,20-tris(2-carboxyethyl)-19-(carboxymethyl)-5,9,14-trimethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),4,8,10,12,14,16(22),17,19-decaen-4-yl]propanoic acid
Traditional IUPAC Name 3-[10,15,20-tris(2-carboxyethyl)-19-(carboxymethyl)-5,9,14-trimethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),4,8,10,12,14,16(22),17,19-decaen-4-yl]propanoic acid
CAS Registry Number Not Available
SMILES CC1=C(CCC(O)=O)C2=NC1CC1=C(C)C(CCC(O)=O)=C(N1)\C=C1/N=C(/C=C3\N\C(=C/2)C(CCC(O)=O)=C3CC(O)=O)C(CCC(O)=O)=C1C
InChI Identifier InChI=1S/C37H40N4O10/c1-17-20(4-8-33(42)43)28-14-27-19(3)22(6-10-35(46)47)30(40-27)16-32-24(12-37(50)51)23(7-11-36(48)49)31(41-32)15-29-21(5-9-34(44)45)18(2)26(39-29)13-25(17)38-28/h14-16,26,38,41H,4-13H2,1-3H3,(H,42,43)(H,44,45)(H,46,47)(H,48,49)(H,50,51)/b27-14-,31-15-,32-16-
InChI Key QDDLLFZOMVJQEQ-XJTMSCLRSA-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
  • Dipyrrin
  • Enamine
  • Imine
  • Pyrrole
  • Pyrroline
Direct Parent Porphyrins
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
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 0.034 g/L ALOGPS
LogP 1.65 ALOGPS
LogP -2.5 ChemAxon
LogS -4.32 ALOGPS
pKa (strongest acidic) 3.12 ChemAxon
pKa (strongest basic) 8.97 ChemAxon
Hydrogen Acceptor Count 13 ChemAxon
Hydrogen Donor Count 7 ChemAxon
Polar Surface Area 239.04 A2 ChemAxon
Rotatable Bond Count 14 ChemAxon
Refractivity 189.67 ChemAxon
Polarizability 77.36 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -3 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
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
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022764
KNApSAcK ID Not Available
Chemspider ID 13628281 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01957 Link_out
Metagene Link HMDB01957 Link_out
METLIN ID 6401 Link_out
PubChem Compound 21252264 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. de Catabbi SB, de Calmanovici RW, Minutolo C, Aldonatti C, San Martin de Viale LC: Porphyria-induced hepatic porphyrinogen carboxy-lyase inhibitor and its interaction with the active site(s) of the enzyme. Biochem Mol Biol Int. 1999 Jun;47(6):945-56. Pubmed: 10410240 Link_out