Human Metabolome Database Version 3.5

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Showing metabocard for Pentacarboxyl porphyrinogen III (HMDB01957)

Blood
Urine

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

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

Pentacarboxylporphyrinogen III
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

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

External Links

DrugBank 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

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

NuGOwiki Link

Metagene Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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