ECMDB: (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate (ECMDB23049) (M2MDB003439)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References XML

Record Information

Version

2.0

Creation Date

2012-10-10 12:14:04 -0600

Update Date

2015-08-05 16:22:03 -0600

Secondary Accession Numbers

ECMDB23049

Identification

Name:

(2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate

Description

Trianion of (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate arising from deprotonation of the three diphosphate OH groups

Structure

MOL SDF PDB SMILES InChI

Synonyms:

(2-amino-4-Hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate trianion
(2-amino-4-Hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate(3-)
(2-amino-4-Hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphoric acid
(2-amino-4-Hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphoric acid trianion
(2-amino-4-Hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphoric acid(3-)

Chemical Formula:

C₇H₈N₅O₈P₂

Weight:

Average: 352.1146
Monoisotopic: 351.984810281

InChI Key:

FCQGJGLSOWZZON-UHFFFAOYSA-K

InChI:

InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)/p-3

CAS number:

Not Available

IUPAC Name:

6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-1,2,7,8-tetrahydropteridin-4-olate

Traditional IUPAC Name:

6-({[hydroxy(phosphonooxy)phosphoryl]oxy}methyl)-2-imino-7,8-dihydro-1H-pteridin-4-olate

SMILES:

OP(=O)(OCC1=NC2=C(NC1)NC(=N)N=C2[O-])OP([O-])([O-])=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pterins and derivatives

Alternative Parents

Substituents

Pterin
Organic pyrophosphate
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Ketimine
Azacycle
Secondary amine
Organic oxygen compound
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Imine
Hydrocarbon derivative
Amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:57602 )
a small molecule (DIHYDROPTERIN-CH2OH-PP )

Physical Properties

State:

Not Available

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	5.96 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.07	ChemAxon
pKa (Strongest Basic)	1.48	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	214.64 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.72 m³·mol⁻¹	ChemAxon
Polarizability	26.84 Å³	ChemAxon
Number of Rings	2	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:

Cytoplasm

Reactions:

2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + p-Aminobenzoic acid + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate <> Pyrophosphate + 7,8-Dihydropteroic acid
Adenosine triphosphate + 6-Hydroxymethyl dihydropterin <> Adenosine monophosphate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate

SMPDB Pathways:

Folate biosynthesis

PW000908

KEGG Pathways:

Folate biosynthesis ec00790
Metabolic pathways eco01100

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0109000000-1f3ef2d80c56c29be322	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f80-1395000000-b45ccdcb2650ad3a87a9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00s9-2902000000-b7225329cfc74c11ce58	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-305d5337ac5a5e4e3363	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-4109000000-40e6973cdf8f0452ce7b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003s-9000000000-4020cd351b1c6a49b0b3	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	57602
HMDB ID	HMDB0304228
Pubchem Compound ID	Not Available
Kegg ID	Not Available
ChemSpider ID	24784870
Wikipedia ID	Not Available
BioCyc ID	Not Available

(2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate (ECMDB23049) (M2MDB003439)

Structure for #<Compound:0xa53f3540>