P. aeruginosa Metabolome Database: 7-Aminomethyl-7-deazaguanosine (PAMDB003600)

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

PAMDB003600

Identification

Name:

7-Aminomethyl-7-deazaguanosine

Description:

7-Aminomethyl-7-deazaguanosine is an intermediate in tRNA charging and tRNA queosine synthesis. It is a substrate for S-adenosylmethionine:tRNA ribosyltransferase-isomerase which catalyzes the reaction: S-adenosylmethionine + 7-aminomethyl-7-deazaguanosine = methionine + adenine + epoxyqueuosine

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

2-amino-5-(aminomethyl)-7-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-1H-pyrrolo2,3-dpyrimidin-4-one

Chemical Formula:

C₁₂H₁₇N₅O₅

Average Molecular Weight:

311.2939

Monoisotopic Molecular Weight:

311.122968679

InChI Key:

SOEYIPCQNRSIAV-IOSLPCCCSA-N

InChI:

InChI=1S/C12H17N5O5/c13-1-4-2-17(9-6(4)10(21)16-12(14)15-9)11-8(20)7(19)5(3-18)22-11/h2,5,7-8,11,18-20H,1,3,13H2,(H3,14,15,16,21)/t5-,7-,8-,11-/m1/s1

CAS number:

Not Available

IUPAC Name:

(2R,3R,4S,5R)-2-[5-(aminomethyl)-4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Traditional IUPAC Name:

(2R,3R,4S,5R)-2-[5-(aminomethyl)-4-hydroxy-2-imino-1H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol

SMILES:

[H][C@]1(CO)O[C@@]([H])(N2C=C(CN)C3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as pyrrolopyrimidine nucleosides and nucleotides. These are nucleoside derivatives containing a ribose derivative which is n-glycosylated to a pyrrolopyrimidine. Also called deazapurine nucleosides, they are analogs of purine nucleosides with the N atom of the purine being replaced by a C atom at position 7.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrrolopyrimidine nucleosides and nucleotides

Sub Class

Not Available

Direct Parent

Pyrrolopyrimidine nucleosides and nucleotides

Alternative Parents

Substituents

Pyrrolopyrimidine ribonucleoside
N-glycosyl compound
Glycosyl compound
Pyrrolopyrimidine
Hydroxypyrimidine
Aralkylamine
Substituted pyrrole
Pyrimidine
Monosaccharide
Saccharide
Heteroaromatic compound
Pyrrole
Oxolane
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	8.19 mg/mL	ALOGPS
logP	-1.8	ALOGPS
logP	-3.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	7.42	ChemAxon
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	169.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.85 m³·mol^-1	ChemAxon
Polarizability	30.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0953000000-af197944438988b92a89	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-0910000000-2c0ac164bb86fde3fe94	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01q9-1900000000-5f5b3d2e599e1280a8cd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0869000000-26d28ba08bd5d9e4712d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0910000000-de08ec2d63ac2b77f4f0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01sa-0900000000-e8ee218d0e15e35858bc	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	Not Available
Pubchem Compound ID	191792
Kegg ID	Not Available
ChemSpider ID	166520
Wikipedia ID	Not Available
BioCyc ID	Not Available

7-Aminomethyl-7-deazaguanosine (PAMDB003600)

Structure for 7-Aminomethyl-7-deazaguanosine (PAMDB003600)