| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:29:25 UTC |
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| Update date | 2017-01-19 02:36:17 UTC |
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| FoodComEx ID | PC000243 |
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| FoodDB Record | FDB022487 |
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| Chemical Information |
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| Name | Guanosine diphosphate |
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| Description | Guanosine diphosphate, also known as 5'-GDP or 5'-diphosphate, guanosine, belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Guanosine diphosphate is a moderately basic compound (based on its pKa). Guanosine diphosphate exists in all living species, ranging from bacteria to humans. In humans, guanosine diphosphate is involved in intracellular signalling through adenosine receptor A2B and adenosine. Outside of the human body, Guanosine diphosphate has been detected, but not quantified in, several different foods, such as devilfish, java plums, green beans, almonds, and orange mints. This could make guanosine diphosphate a potential biomarker for the consumption of these foods. A purine ribonucleoside 5'-diphosphate resulting from the formal condensation of the hydroxy group at the 5' position of guanosine with pyrophosphoric acid. |
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| CAS Number | 146-91-8 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 5'-GDP | hmdb | | GDP | hmdb | | Guanosine 5'-(trihydrogen pyroate) | HMDB | | Guanosine 5'-(trihydrogen pyrophosphate) | hmdb | | Guanosine 5'-diate | ChEBI | | Guanosine 5'-diic acid | Generator | | Guanosine 5'-diphosphate | hmdb | | Guanosine 5'-pyroate | HMDB | | Guanosine 5'-pyrophosphate | hmdb | | Guanosine diate | ChEBI | | Guanosine diic acid | Generator | | Guanosine mono(trihydrogen diate) | HMDB | | Guanosine mono(trihydrogen diphosphate) | hmdb | | Guanosine pyroate | HMDB | | Guanosine pyrophosphate | hmdb | | Guanosine-5'-diate | HMDB | | guanosine-5'-diphosphate | hmdb | | Guanosine-diate | HMDB | | guanosine-diphosphate | hmdb | | ppG | hmdb |
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| Chemical Formula | C10H15N5O11P2 |
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| IUPAC name | [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid |
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| InChI Identifier | InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 |
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| InChI Key | QGWNDRXFNXRZMB-UUOKFMHZSA-N |
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| Isomeric SMILES | NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 |
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| Average Molecular Weight | 443.2005 |
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| Monoisotopic Molecular Weight | 443.024329371 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Purine nucleotides |
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| Sub Class | Purine ribonucleotides |
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| Direct Parent | Purine ribonucleoside diphosphates |
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| Alternative Parents | |
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| Substituents | - Purine ribonucleoside diphosphate
- Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Organic pyrophosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Monoalkyl phosphate
- Pyrimidone
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Alkyl phosphate
- Phosphoric acid ester
- Pyrimidine
- Vinylogous amide
- Tetrahydrofuran
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Organooxygen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Alcohol
- Amine
- Organic oxygen compound
- Primary amine
- Organonitrogen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 500 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | 9715AJ |
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