5'-GUANYLIC ACID

Investigational

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 Search

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

Molecular Formula	C10H14N5O8P
Molecular Weight	363.2206
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
RNA biosynthetic process 6 Target ID: GO:0032774 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10346866 \| https://www.istockphoto.com/ru/%D0%B2%D0%B5%D0%BA%D1%82%D0%BE%D1%80%D0%BD%D0%B0%D1%8F/guanosine-monophosphate-molecule-monomer-in-rna-structural-chemical-formula-and-gm901983670-248832446	Activator 1447

PubMed

Title	Date	PubMed
Nitric oxide as modulator of neuronal function.	2001-05	11250062
Modulation of nitrergic relaxant responses by peptides in the mouse gastric fundus.	2001-04-02	11179775
Natriuretic peptides suppress vascular endothelial cell growth factor signaling to angiogenesis.	2001-04	11250939
Opposing actions of nitric oxide on synaptic inputs of identified interneurones in the central nervous system of the crayfish.	2001-04	11249841
Crystal structure of unligated guanylate kinase from yeast reveals GMP-induced conformational changes.	2001-03-16	11243817
Guanylate cyclase in Dictyostelium discoideum with the topology of mammalian adenylate cyclase.	2001-03-15	11237875
Mechanisms involved in the blunted nitric oxide-cGMP pathway in hypertensive TGR(mREN2)27 rats.	2001-03-09	11245848
NO-independent regulatory site on soluble guanylate cyclase.	2001-03-08	11242081
Neural network partitioning by NO and cGMP.	2001-03-01	11222651
Effects of short- and long-term exposure to c-AMP and c-GMP on the noradrenaline transporter.	2001-03	11249970
Adenovirus-mediated transfer of the atrial natriuretic peptide gene in rat pulmonary vascular smooth muscle cells leads to apoptosis.	2001-03	11241025
Mechanisms that produce nitric oxide-mediated relaxation of cerebral arteries during atherosclerosis.	2001-03	11239199
Differential expression of functional guanylyl cyclases in melanocytes: absence of nitric-oxide-sensitive isoform in metastatic cells.	2001-03	11231315
NO/cGMP signaling modulates regulation of Na+-K+-ATPase activity by angiotensin II in rat proximal tubules.	2001-03	11181409
Phosphodiesterase inhibitor-mediated potentiation of adenovirus delivery to myocardium.	2001-03	11181024
Reciprocal regulation of cGMP-mediated vasorelaxation by soluble and particulate guanylate cyclases.	2001-03	11179059
Direct effects of selective type 5 phosphodiesterase inhibitors alone or with other vasodilators on the erectile response in cats.	2001-03	11176530
Plasma from preeclamptic women stimulates decidual endothelial cell growth and prostacyclin but not nitric oxide production: close correlation of prostacyclin and thromboxane production.	2001-02-27	11223355
Immunohistochemical localization of nitric oxide synthase and soluble guanylyl cyclase in the ventral cochlear nucleus of the rat.	2001-02-26	11169986
G protein-mediated inhibitory effect of a nitric oxide donor on the L-type Ca2+ current in rat ventricular myocytes.	2001-02-15	11179396
Methylene blue reduces lung fluid filtration during the early phase of endotoxemia in awake sheep.	2001-02	11246319
Distribution of genetic variation among chromosomal forms of Anopheles gambiae s.s: introgressive hybridization, adaptive inversions, or recent reproductive isolation?	2001-02	11240631
Oxidative stress and nitric oxide related parameters in type II diabetes mellitus: effects of glycemic control.	2001-02	11239518
[Pharmacological profiles of mycophenolate mofetil (CellCept), a new immunosuppressive agent].	2001-02	11233304
NO Inhibits NaCl absorption by rat thick ascending limb through activation of cGMP-stimulated phosphodiesterase.	2001-02	11230320
Altered myosin light-chain phosphorylation in resting platelets from premenopausal women with diabetes.	2001-02	11229421
Vasoactive mediator release by fetal endothelial cells in intrauterine growth restriction and preeclampsia.	2001-02	11228509
Effects of short chain fatty acids on colonic Na+ absorption and enzyme activity.	2001-02	11223395
Natriuretic peptide receptors in the central vasculature of the toad, Bufo marinus.	2001-02	11223387
Soluble substances released from postischemic reperfused rat hearts reduce calcium transient and contractility by blocking the L-type calcium channel.	2001-02	11216995
Platelet inhibitory effect of nitric oxide in the human coronary circulation: impact of endothelial dysfunction.	2001-02	11216971
Differential expression and synthesis of natriuretic peptides determines natriuretic peptide receptor expression in primary cultures of human proximal tubular cells.	2001-02	11212968
Carbon monoxide is the heme oxygenase product with a pyretic action: evidence for a cGMP signaling pathway.	2001-02	11208574
Effect of E. coli heat-stable enterotoxin on colonic transport in guanylyl cyclase C receptor-deficient mice.	2001-02	11208543
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.	2001-02	11198178
Paracrine neuroprotective effect of nitric oxide in the developing retina.	2001-02	11181842
Mechanisms involved in SNP-induced relaxation and [Ca+]i reduction in piglet pulmonary and systemic arteries.	2001-02	11181438
Pulmonary hypertension alters soluble guanylate cyclase activity and expression in pulmonary arteries isolated from fetal lambs.	2001-02	11180684
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.	2001-02	11175494
An analysis of renal nitric oxide contribution to hyperfiltration in diabetic rats.	2001-02	11174467
Roles for nitric oxide and arachidonic acid in the induction of heterosynaptic cerebellar LTD.	2001-01-22	11201073
Possibility of age regulation of the natriuretic peptide C-receptor in human platelets.	2001-01	11227736
The effects of vasopressin in isolated rat hearts.	2001-01	11211571
Nitric oxide-mediated inhibition of DNA repair potentiates oxidative DNA damage in cholangiocytes.	2001-01	11208728
Normalisation of blood pressure in hypertensive TGR(mREN2)27 rats by amlodipine vs. enalapril: effects on cardiac hypertrophy and signal transduction pathways.	2001-01	11191827
alpha-atrial natriuretic peptide, cyclic guanosine monophosphate, and endothelin in plasma as markers of myocardial depression in human septic shock.	2001-01	11176165
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.	2001-01	11176149
Methylene blue as a successful treatment alternative for pharmacologically induced priapism.	2001-01	11173934
The guanylyl cyclase family at Y2K.	2001	11181955
C-type natriuretic peptide concentrations in the plasma and cerebrospinal fluid of patients with subarachnoid hemorrhage.	2001	11178224

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:12:27 GMT 2025` Edited by `admin` on `Mon Mar 31 21:12:27 GMT 2025`
Record UNII	16597955EP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5'-GUANYLIC ACID

Systematic Name

English

E 626

Preferred 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

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