You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-10-23 18:25:10 UTC
HMDB IDHMDB0000839
Secondary Accession Numbers
  • HMDB00839
Metabolite Identification
Common NamePentaporphyrin I
DescriptionPentaporphyrin I is a porphyrin intermediate detected in liver, kidney and erythrocytes (PubMed ID 8803328 ).
Structure
Thumb
Synonyms
ValueSource
(+)-IsoboldineHMDB
2,10-Dimethoxy-6a-aporphine-1,9-diolHMDB
2,10-Dimethoxy-6alpha-aporphine-1,9-diolHMDB
21H,23H-PorphinHMDB
21H,23H-PorphineHMDB
D-IsoboldineHMDB
delta-IsoboldineHMDB
IsoboldineHMDB
PorphineHMDB
ProlmonHMDB
Protoporphyrin disodiumHMDB
Chemical FormulaC20H14N4
Average Molecular Weight310.352
Monoisotopic Molecular Weight310.121846468
IUPAC Name21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene
Traditional Nameporphin
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
DescriptionThis compound belongs to the class of organic compounds 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassPorphyrins
Direct ParentPorphyrins
Alternative Parents
Substituents
  • Porphyrin
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological Location:

  Subcellular:

Source:

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 Area57.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity92.46 m³·mol⁻¹ChemAxon
Polarizability34.75 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0009000000-c840e918f6f52a098350View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-436e5c763ea018a16e83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0009000000-436e5c763ea018a16e83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0009000000-58421ad29bd1fc585e5fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-b28534cedcf9900d8448View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-b28534cedcf9900d8448View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0029000000-f7a2f934fb7fca84713aView in MoNA
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
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
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 ]