Human Metabolome Database Version 3.5

Showing metabocard for Pentaporphyrin I (HMDB00839)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:25 -0700
HMDB ID HMDB00839
Secondary Accession Numbers None
Metabolite Identification
Common Name Pentaporphyrin I
Description Pentaporphyrin I is a porphyrin intermediate detected in liver, kidney and erythrocytes (PubMed ID 8803328 ).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (+)-isoboldine
  2. 2,10-Dimethoxy-6a-aporphine-1,9-diol
  3. 2,10-Dimethoxy-6alpha-Aporphine-1,9-diol
  4. 21H,23H-Porphin
  5. 21H,23H-Porphine
  6. D-Isoboldine
  7. delta-Isoboldine
  8. Isoboldine
  9. Porphine
  10. Prolmon (TN)
  11. Protoporphyrin disodium (jan)
Chemical Formula C20H14N4
Average Molecular Weight 310.352
Monoisotopic Molecular Weight 310.121846468
IUPAC Name 21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene
Traditional IUPAC Name 21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene
CAS Registry Number 3019-51-0
SMILES N1C2=CC=C1\C=C1\C=CC(\C=C3\C=CC(\C=C4/N\C(\C=C4)=C/2)=N3)=N1
InChI Identifier InChI=1S/C20H14N4/c1-2-14-10-16-5-6-18(23-16)12-20-8-7-19(24-20)11-17-4-3-15(22-17)9-13(1)21-14/h1-12,21-22H/b13-9-,14-10-,15-9-,16-10-,17-11-,18-12-,19-11-,20-12-
InChI Key JZRYQZJSTWVBBD-CEVVSZFKSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Tetrapyrroles and Derivatives
Sub Class Porphyrins
Other Descriptors
  • Organic Compounds
Substituents
  • Pyrrole
Direct Parent Porphyrins
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Membrane (predicted from logP)
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 0.043 g/L ALOGPS
LogP 3.02 ALOGPS
LogP 4.63 ChemAxon
LogS -3.85 ALOGPS
pKa (strongest acidic) 14.81 ChemAxon
pKa (strongest basic) 5.13 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 57.36 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 92.46 ChemAxon
Polarizability 34.75 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 FDB002225
KNApSAcK ID C00001869 Link_out
Chemspider ID 60231 Link_out
KEGG Compound ID C09541 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Porphine Link_out
NuGOwiki Link HMDB00839 Link_out
Metagene Link HMDB00839 Link_out
METLIN ID 5802 Link_out
PubChem Compound Not Available
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Kametani, Tetsuji; Sugahara, Tokuji; Yagi, Haruhiko; Fukumoto, Keiichiro. Synthesis of heterocyclic compounds. CCCXIV. Biogenetic type syntheses of aporphine alkaloids, isoboldine and glaucine. Tetrahedron (1969), 25(17), 3667-73.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Apostoli P, Sarnico M, Bavazzano P, Bartoli D: Arsenic and porphyrins. Am J Ind Med. 2002 Sep;42(3):180-7. Pubmed: 12210687 Link_out
  2. Ausio X, Grimalt JO, Ozalla D, Herrero C: On-line LC-MS analysis of urinary porphyrins. Anal Chem. 2000 Oct 15;72(20):4874-7. Pubmed: 11055702 Link_out