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Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:09:25 UTC
HMDB IDHMDB00839
Secondary Accession NumbersNone
Metabolite Identification
Common NamePentaporphyrin I
DescriptionPentaporphyrin I is a porphyrin intermediate detected in liver, kidney and erythrocytes (PubMed ID 8803328 ).
Structure
Thumb
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 FormulaC20H14N4
Average Molecular Weight310.352
Monoisotopic Molecular Weight310.121846468
IUPAC Name21,22,23,24-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 Name21,22,23,24-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 Number3019-51-0
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 KeyJZRYQZJSTWVBBD-CEVVSZFKSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Heteropolycyclic Compounds
ClassTetrapyrroles and Derivatives
Sub ClassPorphyrins
Other Descriptors
  • Organic Compounds
Substituents
  • Pyrrole
Direct ParentPorphyrins
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility0.043 g/LALOGPS
logP3.02ALOGPS
logP4.63ChemAxon
logS-3.9ALOGPS
pKa (strongest acidic)14.81ChemAxon
pKa (strongest basic)5.13ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count2ChemAxon
polar surface area57.36ChemAxon
rotatable bond count0ChemAxon
refractivity92.46ChemAxon
polarizability34.75ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB002225
KNApSAcK IDC00001869
Chemspider ID60231
KEGG Compound IDC09541
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPorphine
NuGOwiki LinkHMDB00839
Metagene LinkHMDB00839
METLIN ID5802
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceKametani, 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
  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