P. aeruginosa Metabolome Database: tetrahydropteroyl tri-L-glutamate (PAMDB110249)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB110249

Identification

Name:

tetrahydropteroyl tri-L-glutamate

Description:

Tetracarboxylate anion of tetrahydropteroyltri-L-glutamic acid; major species at pH 7.3.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

H₄PteGlu₃

Chemical Formula:

C₂₉H₃₃N₉O₁₂

Average Molecular Weight:

699.63

Monoisotopic Molecular Weight:

703.2561676997

InChI Key:

RXWVHRYZTWZATH-XSLAGTTESA-J

InChI:

InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)/p-4/t15-,16-,17-,18-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid

Traditional IUPAC Name:

(2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid

SMILES:

C([CH]2(NC1(C(NC(=NC=1NC2)N)=O)))NC3(=CC=C(C(NC(C(=O)[O-])CCC(NC(C(=O)[O-])CCC(NC(C(=O)[O-])CCC([O-])=O)=O)=O)=O)C=C3)

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as tetrahydrofolic acids and derivatives. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit (or a derivative thereof) .

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Organoheterocyclic compounds

Sub Class

Pteridines and derivatives

Direct Parent

Tetrahydrofolic acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydropteroyltri-L-glutamate (CHEBI:17420 )

Physical Properties

State:

Solid

Charge:

-4

Melting point:

Not Available

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	0.36 mg/mL	ALOGPS
logP	-1.6	ALOGPS
logP	-6.1	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	3.58	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	340.07 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	177.56 m³·mol^-1	ChemAxon
Polarizability	69.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

seleno-L-homocysteine + N5-methyl--tetrahydropteroyl tri-L-glutamate + Hydrogen ion → seleno-L-methionine + tetrahydropteroyl tri-L-glutamate

Pathways:

L-methionine biosynthesis IIIHSERMETANA-PWY
superpathway of L-lysine, L-threonine and L-methionine biosynthesis IP4-PWY
methionine and S-adenosylmethionine synthesisPWY-802
L-methionine biosynthesis IHOMOSER-METSYN-PWY
S-adenosyl-L-methionine cycle IPWY-6151
S-adenosyl-L-methionine cycle IIPWY-5041

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053i-0430109000-eac2681831f71dca6e8b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0950105000-4fcd371853d69be99f61	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0930101000-93bebce6dc25dfe950c3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0kal-0000009200-1222553f516303fcc67b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01po-0110119000-86fae98cd0220bb8d84f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-054p-6941212000-00e3dffa2369077ff1f0	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
ChEBI	58140
ChemSpider	17625690
HMDB	HMDB12290
KEGG	C04144
PubChem	49791999

tetrahydropteroyl tri-L-glutamate (PAMDB110249)

Structure for tetrahydropteroyl tri-L-glutamate (PAMDB110249)