GMP (BioCAD00000011798)
blood saliva bladder epidermis heart intestine neuron platelet smooth muscle
Metabolite Card
Formula: C10H14N5O8P (363.058)
SMILES: NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1
Synonyms [en]
GMP; guanosine monophosphate; guanylic acid; Guanosine 5'-phosphate; guanosine-5'-monophosphate; Guanosine 5'-monophosphate
Last reviewed on 2024-06-28.
Cite this Page
GMP. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000011798). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid (conjugate base guanylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleoside monophosphate. Guanosine monophosphate is commercially produced by microbial fermentation. Guanosine monophosphate, also known as guanylic acid or 5'-GMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature. Guanosine monophosphate exists in all living species, ranging from bacteria to humans. Within humans, guanosine monophosphate participates in a number of enzymatic reactions. In particular, guanosine triphosphate and guanosine monophosphate can be biosynthesized from diguanosine tetraphosphate through its interaction with the enzyme bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]. In addition, guanosine monophosphate can be biosynthesized from guanosine diphosphate; which is mediated by the enzyme ectonucleoside triphosphate diphosphohydrolase 5. In humans, guanosine monophosphate is involved in the metabolic disorder called the lesch-nyhan syndrome (lns) pathway. Outside of the human body, guanosine monophosphate has been detected, but not quantified in several different foods, such as common cabbages, tea, winter squash, spearmints, and sugar apples.
DBLinks
- CAS Registry Number: 85-32-5
- PubChem CID: 6804
- ChEBI: 17345
- HMDB: HMDB0001397
- LipidMaps:
- KEGG: C00144
- BioCyc: GMP
- NCBI MeSH: Guanosine Monophosphate
- Wikipedia: Guanosine_monophosphate
Other DBLinks
- CAS Registry Number: 128952-18-1
- CAS Registry Number: 1333479
- CAS Registry Number: 29593-02-0
- CAS Registry Number: 5550-12-9
- CAS Registry Number: 85-32-5
- PubChem: 135398631
- PubChem: 6804
- ChEBI: ChEBI:17345
- HMDB: HMDB0001397
- KEGG: C00144
- BioCyc: GMP
- NCBI MeSH: Guanosine Monophosphate
- Wikipedia: Guanosine_monophosphate
- DrugBank: DB01972
- RefMet: RM0033601
- MoNA: BAF_UVA_POS000908
- MoNA: BAF_UVA_POS000909
- MoNA: BAF_UVA_POS000910
- MoNA: BML81325
- MoNA: BML81326
- MoNA: CCMSLIB00000578007
- MoNA: CCMSLIB00000578252
- MoNA: CCMSLIB00005464489
- MoNA: CCMSLIB00005464596
- MoNA: CCMSLIB00005720448
- MoNA: EMBL_MCF_2_0_HRMS_Library000030
- MoNA: EMBL_MCF_2_0_HRMS_Library000260
- MoNA: FiehnHILIC001240
- MoNA: FiehnLib000652
- MoNA: HMDB0001397_c_ms_2237
- MoNA: HMDB0001397_ms_ms_1553
- MoNA: HMDB0001397_ms_ms_1554
- MoNA: HMDB0001397_ms_ms_1555
- MoNA: MoNA024043
- MoNA: MoNA034153
- MoNA: MoNA034154
- MoNA: MoNA034159
- MoNA: MoNA036112
- MoNA: MoNA036116
- MoNA: MoNA036117
- MoNA: MoNA037911
- MoNA: MoNA038585
- MoNA: PR100144
- MoNA: PR100145
- MoNA: PR100319
- MoNA: PR100567
- MoNA: PR100754
- MoNA: PS024601
- MoNA: PS024602
- MoNA: PS024603
- MoNA: PS024604
- MoNA: PS024605
- MoNA: PS024606
- MoNA: PS024607
- MoNA: PS024608
- MoNA: PS024610
- MoNA: PS024611
- MoNA: PS024612
- MoNA: PS071401
- MoNA: PS071402
- MoNA: PS071403
- MoNA: PS071404
- MoNA: PS071405
- MoNA: PS071406
- MoNA: PS071407
- MoNA: PS071408
- MoNA: PS071409
- MoNA: PS071410
- MoNA: PS071411
- MoNA: PS071412
- MoNA: PT107140
- MoNA: PT207140
- Metlin: METLIN_98
- Coconut NaturalProduct: CNP0107450.1
- Coconut NaturalProduct: CNP0483992.1
- Coconut NaturalProduct: CNP0554285.1
- Coconut NaturalProduct: CNP0554285.7
Class / Ontology
- WishartLab ClassyFire: [Purine ribonucleotides] Purine ribonucleotides
- RefMet: [Purine rNMP] Purine rNMP
- ChEBI: [CHEBI:17345] guanosine 5'-monophosphate
- Coconut NaturalProduct: [Purine nucleos(t)ides] Purine nucleos(t)ides
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00328 | 3.6.1.5 | GDP phosphohydrolase |
| KEGG:R00332 | 2.7.4.8 | ATP:GMP phosphotransferase |
| KEGG:R00426 | 3.6.1.9 | GTP diphosphohydrolase (diphosphate-forming); |
| KEGG:R00881 | 3.6.1.21 | GDP-mannose mannophosphohydrolase |
| KEGG:R01134 | 1.7.1.7 | inosine-5'-phosphate:NADP+ oxidoreductase (aminating); |
| KEGG:R01227 | 3.1.3.5 | guanosine 5'-monophosphate phosphohydrolase |
| KEGG:R01228 | 2.7.1.73 | ATP:guanosine 5'-phosphotransferase |
| KEGG:R01229 | 2.4.2.8 | GMP:diphosphate 5-phospho-alpha-D-ribosyltransferase |
| KEGG:R01230 | 6.3.5.2 | xanthosine-5'-phosphate:ammonia ligase (AMP-forming) |
| KEGG:R01231 | 6.3.5.2 | xanthosine-5'-phosphate:L-glutamine amido-ligase (AMP-forming) |
| KEGG:R01232 | 3.6.1.17 | P1,P4-bis(5'-guanosyl)-tetraphosphate guanylylhydrolase |
| KEGG:R01233 | 3.6.1.- | GDPglucose sugarphosphohydrolase |
| KEGG:R01234 | 3.1.4.17 | guanosine 3',5'-cyclic phosphate 5'-nucleotidohydrolase |
| KEGG:R03924 | 2.7.8.9 | GDPmannose:phosphomannan mannosephosphotransferase |
| KEGG:R05223 | 2.7.8.26 | C00194 + C00144<=>C06510 + C05775 |
| KEGG:R09398 | 2.7.8.28 | (2S)-lactyl-2-diphospho-5'-guanosine:7,8-didemethyl-8-hydroxy-5-deazariboflavin 2-phospho-L-lactate transferase |
| KEGG:R10537 | 6.5.1.5 | RNA-3'-phosphate:RNA ligase (cyclizing, GMP-forming) |
| KEGG:R10823 | 6.5.1.7 | (deoxyribonucleotide)n:5'-phospho-(deoxyribonucleotide)m ligase (GTP) |
| KEGG:R11174 | 2.7.8.26 | adenosylcobinamide-GDP:alpha-ribazole adenosylcobinamide-phosphotransferase |
| KEGG:R12648 | 2.7.8.28 | enolpyruvoyl-2-diphospho-5'-guanosine:7,8-didemethyl-8-hydroxy-5-deazariboflavin 2-phosphoenolpyruvate transferase |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0000927 | Purine Nucleotides De Novo Biosynthesis |
| PathBank:SMP0002047 | Purine Nucleotides De Novo Biosynthesis 2 |
| PathBank:SMP0002086 | Guanine and Guanosine Salvage |
| PathBank:SMP0120666 | 4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency |
| PathBank:SMP0120670 | Adenylosuccinate Lyase Deficiency |
| PathBank:SMP0120714 | Homocarnosinosis |
| PathBank:SMP0120850 | Succinic Semialdehyde Dehydrogenase Deficiency |
| PathBank:SMP0120448 | Adenosine Deaminase Deficiency |
| PathBank:SMP0120452 | AICA-Ribosiduria |
| PathBank:SMP0120496 | Hyperinsulinism-Hyperammonemia Syndrome |
| PathBank:SMP0120508 | Lesch-Nyhan Syndrome (LNS) |
| PathBank:SMP0120532 | Molybdenum Cofactor Deficiency |
| PathBank:SMP0120536 | Purine Nucleoside Phosphorylase Deficiency |
| PathBank:SMP0120577 | Xanthinuria Type I |
| PathBank:SMP0120601 | Mitochondrial DNA Depletion Syndrome |
| PathBank:SMP0000339 | Hyperinsulinism-Hyperammonemia Syndrome |
| PathBank:SMP0000167 | Adenylosuccinate Lyase Deficiency |
| PathBank:SMP0000220 | Xanthine Dehydrogenase Deficiency (Xanthinuria) |
| PathBank:SMP0000512 | Xanthinuria Type I |
| PathBank:SMP0000536 | Mitochondrial DNA Depletion Syndrome-3 |