| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:26:09 UTC |
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| Updated at | 2020-11-18 16:34:50 UTC |
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| CannabisDB ID | CDB000137 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | D-manno-2-Heptulose |
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| Description | 1,3,4,5,6,7-Hexahydroxyheptan-2-one, D-manno-2-Heptulose or mannoheptulose belongs to the class of organic compounds known as heptoses. Heptoses are monosaccharides with seven carbon atoms in their structure. D-manno-2-heptulose is one of the few naturally occurring heptoses found primarily in alfalfa, avocados, and primrose (PMID: 31293606 ). D-manno-2-heptulose is also found in cannabis plants (PMID: 6991645 ). Though the carbohydrate is thought to be produced during photosynthesis, the precise biological pathway for the synthesis of mannoheptulose is still unknown. Like other sugars, it is transported in the plant through the phloem. Because it inhibits glycolysis in vitro, it has been investigated as a novel nutraceutical for weight management in dogs. However, while it is suggested that mannoheptulose affects the energy balance of adult dogs, research is still inconclusive regarding the significance of the alteration of energy expenditure in dogs (PMID: 26479244 , PMID: 26656105 , PMID: 28444793 ). |
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| Structure | |
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| Synonyms | Not Available |
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| Chemical Formula | C7H14O7 |
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| Average Molecular Weight | 210.18 |
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| Monoisotopic Molecular Weight | 210.074 |
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| IUPAC Name | (3R,4R,5R,6S)-1,3,4,5,6,7-hexahydroxyheptan-2-one |
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| Traditional Name | (3R,4R,5R,6S)-1,3,4,5,6,7-hexahydroxyheptan-2-one |
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| CAS Registry Number | Not Available |
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| SMILES | OC[C@H](O)[C@@H](O)[C@@H](O)[C@@H](O)C(=O)CO |
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| InChI Identifier | InChI=1S/C7H14O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3,5-10,12-14H,1-2H2/t3-,5+,6-,7+/m0/s1 |
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| InChI Key | HSNZZMHEPUFJNZ-HTPUFBNKSA-N |
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| Chemical Taxonomy |
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| Classification | Not classified |
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| Ontology |
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|
Not Available | | Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
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| Predicted Properties | [] |
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| Spectra |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | | Type | Description | Splash Key | View |
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| Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available | 2020-06-30 | View Spectrum |
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| NMR | Not Available |
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| Pathways |
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| Pathways | Not Available |
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| Protein Targets |
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| Enzymes | Not Available |
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| Transporters | Not Available |
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| Metal Bindings | Not Available |
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| Receptors | Not Available |
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| Transcriptional Factors | Not Available |
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| Concentrations Data |
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| Not Available |
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| External Links |
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| HMDB ID | Not Available |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | Not Available |
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| KNApSAcK ID | Not Available |
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| Chemspider ID | Not Available |
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| KEGG Compound ID | Not Available |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | Not Available |
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| METLIN ID | Not Available |
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| PubChem Compound | 25791640 |
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| PDB ID | Not Available |
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| ChEBI ID | Not Available |
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| References |
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| General References | - Pedreschi R, Uarrota V, Fuentealba C, Alvaro JE, Olmedo P, Defilippi BG, Meneses C, Campos-Vargas R: Primary Metabolism in Avocado Fruit. Front Plant Sci. 2019 Jun 26;10:795. doi: 10.3389/fpls.2019.00795. eCollection 2019. [PubMed:31293606 ]
- McKnight LL, Eyre R, Gooding MA, Davenport GM, Shoveller AK: Dietary Mannoheptulose Increases Fasting Serum Glucagon Like Peptide-1 and Post-Prandial Serum Ghrelin Concentrations in Adult Beagle Dogs. Animals (Basel). 2015 Jun 16;5(2):442-54. doi: 10.3390/ani5020365. [PubMed:26479244 ]
- McKnight LL, Root-McCaig J, Wright D, Davenport GM, France J, Shoveller AK: Dietary Mannoheptulose Does Not Significantly Alter Daily Energy Expenditure in Adult Labrador Retrievers. PLoS One. 2015 Dec 11;10(12):e0143324. doi: 10.1371/journal.pone.0143324. eCollection 2015. [PubMed:26656105 ]
- McKnight LL, France J, Wright D, Davenport G, Shoveller AK: Dietary mannoheptulose does not alter glucose or lipid metabolism in adult Labrador Retrievers. J Anim Physiol Anim Nutr (Berl). 2018 Feb;102(1):e122-e131. doi: 10.1111/jpn.12713. Epub 2017 Apr 26. [PubMed:28444793 ]
- Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
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