ChemFOnt: Showing chemical card for Hexaglutamyl folate (THF) (CFc000040665)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:16 UTC

Chemfont ID

CFc000040665

Molecule Identification

Common Name

Hexaglutamyl folate (THF)

Definition

This compound belongs to the family of Pteroic Acids and Derivatives. These are compounds that are composed of a pterin with a 4-aminobenzoic acid (or derviative) at the 6 position on the pteridine ring.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hexaglutamyl folic acid (THF)	Generator

Chemical Formula

C₄₄H₅₄N₁₂O₂₁

Average Molecular Weight

1086.9674

Monoisotopic Molecular Weight

1086.35264685

IUPAC Name

(2R,7R,11R)-2,11-diamino-6-[(4R)-4-amino-4-carboxybutanoyl]-7-{N-[(4R)-4-amino-4-carboxybutanoyl]-1-(4-{[(4-hydroxy-2-imino-1,2-dihydropteridin-6-yl)methyl]amino}phenyl)formamido}-7-({[(4R)-4-amino-4-carboxybutanoyl]oxy}carbonyl)-6-(carboxymethyl)-5,8-dioxododecanedioic acid

Traditional Name

(2R,7R,11R)-2,11-diamino-6-[(4R)-4-amino-4-carboxybutanoyl]-7-{N-[(4R)-4-amino-4-carboxybutanoyl]-1-(4-{[(4-hydroxy-2-imino-1H-pteridin-6-yl)methyl]amino}phenyl)formamido}-7-({[(4R)-4-amino-4-carboxybutanoyl]oxy}carbonyl)-6-(carboxymethyl)-5,8-dioxododecanedioic acid

CAS Registry Number

Not Available

SMILES

N[C@H](CCC(=O)OC(=O)[C@](N(C(=O)CC[C@@H](N)C(O)=O)C(=O)C1=CC=C(NCC2=NC3=C(NC(=N)N=C3O)N=C2)C=C1)(C(=O)CC[C@@H](N)C(O)=O)C(CC(O)=O)(C(=O)CC[C@@H](N)C(O)=O)C(=O)CC[C@@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C44H54N12O21/c45-21(36(66)67)5-10-26(57)43(15-30(61)62,27(58)11-6-22(46)37(68)69)44(28(59)12-7-23(47)38(70)71,41(76)77-31(63)14-9-25(49)40(74)75)56(29(60)13-8-24(48)39(72)73)35(65)18-1-3-19(4-2-18)51-16-20-17-52-33-32(53-20)34(64)55-42(50)54-33/h1-4,17,21-25,51H,5-16,45-49H2,(H,61,62)(H,66,67)(H,68,69)(H,70,71)(H,72,73)(H,74,75)(H3,50,52,54,55,64)/t21-,22-,23-,24-,25-,44-/m1/s1

InChI Key

FWAQAOUHULVCBP-ZUFQSMHDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very-long-chain 3-oxoacyl coas. These are organic compounds containing a coenzyme A derivative, which is 3-oxo acylated long aliphatic chain of 22 carbon atoms or more.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Very-long-chain 3-oxoacyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
1,3-dicarbonyl compound
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Thiocarboxylic acid ester
Secondary alcohol
Carbothioic s-ester
Amino acid or derivatives
Ketone
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Thiocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Primary amine
Organic nitrogen compound
Alcohol
Amine
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0060217)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-6.3	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.39	ChemAxon
pKa (Strongest Basic)	8.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	31	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	592.14 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	263.41 m³·mol⁻¹	ChemAxon
Polarizability	102.83 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

External Links

HMDB ID

HMDB0060217

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769891

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Hexaglutamyl folate (THF) (CFc000040665)

MOL for CFc000040665 (Hexaglutamyl folate (THF))

3D MOL for CFc000040665 (Hexaglutamyl folate (THF))

3D SDF for CFc000040665 (Hexaglutamyl folate (THF))

3D-SDF for CFc000040665 (Hexaglutamyl folate (THF))

PDB for CFc000040665 (Hexaglutamyl folate (THF))

3D PDB for CFc000040665 (Hexaglutamyl folate (THF))

SMILES for CFc000040665 (Hexaglutamyl folate (THF))

INCHI for CFc000040665 (Hexaglutamyl folate (THF))

Structure for CFc000040665 (Hexaglutamyl folate (THF))

3D Structure for CFc000040665 (Hexaglutamyl folate (THF))