ChemFOnt: Showing chemical card for 5-Formiminotetrahydrofolic acid (CFc000001179)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:45 UTC

Chemfont ID

CFc000001179

Molecule Identification

Common Name

5-Formiminotetrahydrofolic acid

Definition

5-Formiminotetrahydrofolic acid is a substrate for Formimidoyltransferase-cyclodeaminase.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Formimidoyltetrahydrofolate	Kegg
5-Formimidoyltetrahydrofolic acid	Generator
5-Formiminotetrahydrofolate	Generator

Chemical Formula

C₂₀H₂₄N₈O₆

Average Molecular Weight

472.4546

Monoisotopic Molecular Weight

472.18188054

IUPAC Name

2-[(4-{[(2-amino-5-carboximidoyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

Traditional Name

2-[(4-{[(2-amino-5-carboximidoyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

CAS Registry Number

2311-81-1

SMILES

NC1=NC2=C(N(C=N)C(CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)CN2)C(=O)N1

InChI Identifier

InChI=1S/C20H24N8O6/c21-9-28-12(8-24-16-15(28)18(32)27-20(22)26-16)7-23-11-3-1-10(2-4-11)17(31)25-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,21,23H,5-8H2,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32)

InChI Key

YCWUVLPMLLBDCU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids

Alternative Parents

Substituents

Tetrahydrofolic acid
Glutamic acid or derivatives
Hippuric acid or derivatives
Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Aminobenzamide
Aminobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Phenylalkylamine
Aniline or substituted anilines
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Carboxamide group
Amino acid or derivatives
Amino acid
Secondary carboxylic acid amide
Azacycle
Formamidine
Amidine
Carboxylic acid amidine
Carboxylic acid
Carboxylic acid derivative
Secondary amine
Amine
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Imine
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0001534)

Source

Endogenous

Endogenous (HMDB: HMDB0001534)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Folate Malabsorption, Hereditary (HMDB: HMDB0001534)
Histidinemia (PathBank: SMP0120493)
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) (PathBank: SMP0120522)
Folate Malabsorption, Hereditary (PathBank: SMP0120656)

Drug action pathway

Methotrexate Action Pathway (HMDB: HMDB0001534)
Methotrexate Action Pathway (PathBank: SMP0000432)

Metabolic pathway

Folate Metabolism (PathBank: SMP0000801)
Histidine Metabolism (PathBank: SMP0063632)
Folate Metabolism (HMDB: HMDB0001534)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-3.8	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	6.04	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	222.33 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	139.53 m³·mol⁻¹	ChemAxon
Polarizability	47.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon