U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H14N5O8P
Molecular Weight 363.2206
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5'-GUANYLIC ACID

SMILES

NC1=NC2=C(N=CN2[C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C(=O)N1

InChI

InChIKey=RQFCJASXJCIDSX-UUOKFMHZSA-N
InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
The guanylyl cyclase family at Y2K.
2001
C-type natriuretic peptide concentrations in the plasma and cerebrospinal fluid of patients with subarachnoid hemorrhage.
2001
Natriuretic peptides suppress vascular endothelial cell growth factor signaling to angiogenesis.
2001 Apr
Opposing actions of nitric oxide on synaptic inputs of identified interneurones in the central nervous system of the crayfish.
2001 Apr
Modulation of nitrergic relaxant responses by peptides in the mouse gastric fundus.
2001 Apr 2
Methylene blue reduces lung fluid filtration during the early phase of endotoxemia in awake sheep.
2001 Feb
Distribution of genetic variation among chromosomal forms of Anopheles gambiae s.s: introgressive hybridization, adaptive inversions, or recent reproductive isolation?
2001 Feb
Oxidative stress and nitric oxide related parameters in type II diabetes mellitus: effects of glycemic control.
2001 Feb
[Pharmacological profiles of mycophenolate mofetil (CellCept), a new immunosuppressive agent].
2001 Feb
NO Inhibits NaCl absorption by rat thick ascending limb through activation of cGMP-stimulated phosphodiesterase.
2001 Feb
Altered myosin light-chain phosphorylation in resting platelets from premenopausal women with diabetes.
2001 Feb
Vasoactive mediator release by fetal endothelial cells in intrauterine growth restriction and preeclampsia.
2001 Feb
Effects of short chain fatty acids on colonic Na+ absorption and enzyme activity.
2001 Feb
Natriuretic peptide receptors in the central vasculature of the toad, Bufo marinus.
2001 Feb
Soluble substances released from postischemic reperfused rat hearts reduce calcium transient and contractility by blocking the L-type calcium channel.
2001 Feb
Platelet inhibitory effect of nitric oxide in the human coronary circulation: impact of endothelial dysfunction.
2001 Feb
Differential expression and synthesis of natriuretic peptides determines natriuretic peptide receptor expression in primary cultures of human proximal tubular cells.
2001 Feb
Carbon monoxide is the heme oxygenase product with a pyretic action: evidence for a cGMP signaling pathway.
2001 Feb
Effect of E. coli heat-stable enterotoxin on colonic transport in guanylyl cyclase C receptor-deficient mice.
2001 Feb
Utilization of brewer's yeast cells for the production of food-grade yeast extract. Part 1: Effects of different enzymatic treatments on solid and protein recovery and flavor characteristics.
2001 Feb
Paracrine neuroprotective effect of nitric oxide in the developing retina.
2001 Feb
Mechanisms involved in SNP-induced relaxation and [Ca+]i reduction in piglet pulmonary and systemic arteries.
2001 Feb
Pulmonary hypertension alters soluble guanylate cyclase activity and expression in pulmonary arteries isolated from fetal lambs.
2001 Feb
Use of nucleotides in weanling rats with diarrhea induced by a lactose overload: effect on the evolution of diarrhea and weight and on the histopathology of intestine, liver and spleen.
2001 Feb
An analysis of renal nitric oxide contribution to hyperfiltration in diabetic rats.
2001 Feb
G protein-mediated inhibitory effect of a nitric oxide donor on the L-type Ca2+ current in rat ventricular myocytes.
2001 Feb 15
Immunohistochemical localization of nitric oxide synthase and soluble guanylyl cyclase in the ventral cochlear nucleus of the rat.
2001 Feb 26
Possibility of age regulation of the natriuretic peptide C-receptor in human platelets.
2001 Jan
The effects of vasopressin in isolated rat hearts.
2001 Jan
Nitric oxide-mediated inhibition of DNA repair potentiates oxidative DNA damage in cholangiocytes.
2001 Jan
Normalisation of blood pressure in hypertensive TGR(mREN2)27 rats by amlodipine vs. enalapril: effects on cardiac hypertrophy and signal transduction pathways.
2001 Jan
alpha-atrial natriuretic peptide, cyclic guanosine monophosphate, and endothelin in plasma as markers of myocardial depression in human septic shock.
2001 Jan
Biosynthesis of constitutive nitric oxide synthase-derived nitric oxide attenuates coronary vasoconstriction and myocardial depression in a model of septic heart failure induced by Staphylococcus aureus alpha-toxin.
2001 Jan
Methylene blue as a successful treatment alternative for pharmacologically induced priapism.
2001 Jan
Roles for nitric oxide and arachidonic acid in the induction of heterosynaptic cerebellar LTD.
2001 Jan 22
Plasma from preeclamptic women stimulates decidual endothelial cell growth and prostacyclin but not nitric oxide production: close correlation of prostacyclin and thromboxane production.
2001 Jan-Feb
Effects of short- and long-term exposure to c-AMP and c-GMP on the noradrenaline transporter.
2001 Mar
Adenovirus-mediated transfer of the atrial natriuretic peptide gene in rat pulmonary vascular smooth muscle cells leads to apoptosis.
2001 Mar
Mechanisms that produce nitric oxide-mediated relaxation of cerebral arteries during atherosclerosis.
2001 Mar
Differential expression of functional guanylyl cyclases in melanocytes: absence of nitric-oxide-sensitive isoform in metastatic cells.
2001 Mar
NO/cGMP signaling modulates regulation of Na+-K+-ATPase activity by angiotensin II in rat proximal tubules.
2001 Mar
Phosphodiesterase inhibitor-mediated potentiation of adenovirus delivery to myocardium.
2001 Mar
Reciprocal regulation of cGMP-mediated vasorelaxation by soluble and particulate guanylate cyclases.
2001 Mar
Direct effects of selective type 5 phosphodiesterase inhibitors alone or with other vasodilators on the erectile response in cats.
2001 Mar
Neural network partitioning by NO and cGMP.
2001 Mar 1
Guanylate cyclase in Dictyostelium discoideum with the topology of mammalian adenylate cyclase.
2001 Mar 15
Crystal structure of unligated guanylate kinase from yeast reveals GMP-induced conformational changes.
2001 Mar 16
NO-independent regulatory site on soluble guanylate cyclase.
2001 Mar 8
Mechanisms involved in the blunted nitric oxide-cGMP pathway in hypertensive TGR(mREN2)27 rats.
2001 Mar 9
Nitric oxide as modulator of neuronal function.
2001 May
Patents
Name Type Language
5'-GUANYLIC ACID
MI  
Systematic Name English
GUANOSINE 5'-(DIHYDROGEN PHOSPHATE)
Systematic Name English
GMP
Common Name English
GUANOSINE 5'-PHOSPHATE
Systematic Name English
INS NO.626
Code English
5'-GUANYLIC ACID [MI]
Common Name English
GUANOSINE 5'-MONOPHOSPHORIC ACID
Common Name English
GUANOSINE MONOPHOSPHATE
Systematic Name English
5'-GMP
Common Name English
E 626
Code English
GUANYLIC ACID
Common Name English
INS-626
Code English
GUANOSINE 5'-PHOSPHORIC ACID
Common Name English
GUANIDINE MONOPHOSPHATE
Systematic Name English
GUANOSINE 5'-MONOPHOSPHATE
Systematic Name English
E-626
Code English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-626
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
JECFA EVALUATION INS-626
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
Code System Code Type Description
CAS
85-32-5
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-598-8
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
DRUG BANK
DB01972
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
CHEBI
58115
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
WIKIPEDIA
Guanosine monophosphate
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
MERCK INDEX
m5875
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY Merck Index
PUBCHEM
135398631
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
FDA UNII
16597955EP
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
EVMPD
SUB14039MIG
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
SMS_ID
100000077899
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
CHEBI
17345
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID9044295
Created by admin on Sat Dec 16 02:17:27 GMT 2023 , Edited by admin on Sat Dec 16 02:17:27 GMT 2023
PRIMARY