2.0
2012-10-10 12:13:04 -0600
2015-06-03 17:25:45 -0600
ECMDB23026
M2MDB003416
2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine
2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is an intermediate in purine metabolism. The enzyme phosphoribosylformylglycinamidine synthase [EC:6.3.5.3] catalyzes the production of this metabolite from N2-formyl-N1-(5-phospho-D-ribosyl)glycinamide.
(2R,3S,4R)-5-(Z)-(1-amino-2-formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphate
(2R,3S,4R)-5-(Z)-(1-amino-2-Formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphoric acid
1-(5'-Phosphoribosyl)-N-formylglycinamidine
1-deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphate)
1-Deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphoric acid)
2-(formamido)-N(1)-(5'-phosphoribosyl)acetamidine
2-(Formamido)-N1-(5'-phosphoribosyl)acetamidine
2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine
5'-phosphoribosyl-<i>N</i>-formyl glycineamidine
5'-Phosphoribosyl-n-formyl glycineamidine
5'-Phosphoribosyl-N-formylglycinamidine
5'-Phosphoribosylformylglycinamidine
FGAM
N-(2-Formamidoethanimidoyl)-5-O-phosphono-D-ribofuranosylamine
N-[2-(formamido)ethanimidoyl]-5-O-phosphono-D-ribofuranosylamine
[(2R,3S,4R,5R)-5-[(1-amino-2-formamido-Ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonate
[(2R,3S,4R,5R)-5-[(1-amino-2-formamido-ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid
C8H16N3O8P
313.2017
313.067501015
{[(2R,3S,4R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid
FGAM
6157-85-3
O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O
InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1
PMCOGCVKOAOZQM-ZRTZXPPTSA-N
Solid
Cytoplasm
logp
-2.58
logs
-1.56
solubility
8.65e+00 g/l
logp
-4.1
pka_strongest_acidic
1.23
pka_strongest_basic
7.38
iupac
{[(2R,3S,4R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid
average_mass
313.2017
mono_mass
313.067501015
smiles
O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O
formula
C8H16N3O8P
inchi
InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1
inchikey
PMCOGCVKOAOZQM-ZRTZXPPTSA-N
polar_surface_area
181.43
refractivity
72.72
polarizability
26.41
rotatable_bond_count
6
acceptor_count
9
donor_count
7
physiological_charge
-1
formal_charge
0
Specdb::CMs
3411
Specdb::NmrOneD
315741
Specdb::NmrOneD
315742
Specdb::NmrOneD
315743
Specdb::NmrOneD
315744
Specdb::NmrOneD
315745
Specdb::NmrOneD
315746
Specdb::NmrOneD
315747
Specdb::NmrOneD
315748
Specdb::NmrOneD
315749
Specdb::NmrOneD
315750
Specdb::NmrOneD
315751
Specdb::NmrOneD
315752
Specdb::NmrOneD
315753
Specdb::NmrOneD
315754
Specdb::NmrOneD
315755
Specdb::NmrOneD
315756
Specdb::NmrOneD
315757
Specdb::NmrOneD
315758
Specdb::NmrOneD
315759
Specdb::NmrOneD
315760
Specdb::MsMs
29309
Specdb::MsMs
29310
Specdb::MsMs
29311
Specdb::MsMs
35867
Specdb::MsMs
35868
Specdb::MsMs
35869
HMDB06211
22833657
C04640
18413
5-PHOSPHORIBOSYL-N-FORMYLGLYCINEAMIDINE
FDB023837
Phosphoribosylformylglycinamidine cyclo-ligase
P08178
PUR5_ECOLI
purM
http://ecmdb.ca/proteins/P08178.xml
Phosphoribosylformylglycinamidine synthase
P15254
PUR4_ECOLI
purL
http://ecmdb.ca/proteins/P15254.xml
Adenosine triphosphate + 5'-phosphoribosyl-N-formylglycinamide + L-Glutamine + Water > ADP + Inorganic phosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine + L-Glutamate
Adenosine triphosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine > ADP + Inorganic phosphate + 5-Aminoimidazole ribonucleotide