Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:48:29 UTC |
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Updated at | 2022-12-13 23:36:25 UTC |
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CannabisDB ID | CDB004900 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Spermine |
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Description | Spermine, also known as gerontine or musculamine, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. Spermine is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Spermine is a very strong basic compound (based on its pKa). Spermine exists in all living species, ranging from bacteria to humans. 5'-methylthioadenosine and spermine can be biosynthesized from S-adenosylmethioninamine and spermidine through the action of the enzyme spermine synthase. In humans, spermine is involved in spermidine and spermine biosynthesis. Outside of the human body, Spermine is found, on average, in the highest concentration within a few different foods, such as milk (cow), oats, and white wines and in a lower concentration in red wines. Spermine has also been detected, but not quantified in, several different foods, such as annual wild rices, fruits, breadfruits, saffrons, and kelps. This could make spermine a potential biomarker for the consumption of these foods. Spermine is a potentially toxic compound. Spermine is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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4,9-Diaza-1,12-dodecanediamine | ChEBI | 4,9-Diazadodecane-1,12-diamine | ChEBI | N,N'-bis(3-aminopropyl)-1,4-butanediamine | ChEBI | 1,5,10,14-Tetraazatetradecane | HMDB | 4,9-Diazadodecamethylenediamine | HMDB | Diaminopropyl-tetramethylenediamine | HMDB | Diaminopropyltetramethylenediamine | HMDB | Gerontine | HMDB | Musculamine | HMDB | N,N'-bis(3-aminopropyl)-1,4-tetramethylenediamine | HMDB | N,N'-bis(3-aminopropyl)butane-1,4-diamine | HMDB | N1,N4-Bis(3-aminopropyl)-1,4-butanediamine | HMDB | Neuridine | HMDB | Spermin | HMDB | Spermine dihydrate | HMDB | Spermine puriss | HMDB | SPM | HMDB |
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Chemical Formula | C10H26N4 |
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Average Molecular Weight | 202.34 |
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Monoisotopic Molecular Weight | 202.2157 |
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IUPAC Name | (3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine |
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Traditional Name | spermine |
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CAS Registry Number | 71-44-3 |
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SMILES | NCCCNCCCCNCCCN |
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InChI Identifier | InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2 |
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InChI Key | PFNFFQXMRSDOHW-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Amines |
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Direct Parent | Dialkylamines |
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Alternative Parents | |
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Substituents | - Secondary aliphatic amine
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Primary aliphatic amine
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Biological role: Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 29 °C | Not Available | Boiling Point | 150.1 °C | Wikipedia | Water Solubility | Not Available | Not Available | logP | 0.0 | Wikipedia |
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Predicted Properties | [] |
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Spectra |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-053u-9100000000-5a106273203d28e4a701 | 2014-09-20 | View Spectrum | GC-MS | Spermine, x TMS, GC-MS Spectrum | splash10-014u-1900000000-e9620319823eaecceccc | Spectrum | GC-MS | Spermine, x TMS, GC-MS Spectrum | splash10-00s6-3900000000-d7da5cd1c0be289412ee | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00r6-1900000000-861e0541e2eb67219b93 | Spectrum | GC-MS | Spermine, 5 TMS, GC-MS Spectrum | splash10-00di-7900000000-9706a16d903df3f9e094 | Spectrum | GC-MS | Spermine, 5 TMS, GC-MS Spectrum | splash10-00di-5900000000-eb1574dc4aea2972932b | Spectrum | GC-MS | Spermine, 5 TMS, GC-MS Spectrum | splash10-00ei-8900000000-710d44c573ed398f7db9 | Spectrum | GC-MS | Spermine, 5 TMS, GC-MS Spectrum | splash10-00s6-3900000000-cb82c1371fa767015cff | Spectrum | GC-MS | Spermine, 6 TMS, GC-MS Spectrum | splash10-00rf-1900000000-ca3a2df44acb740134cd | Spectrum | GC-MS | Spermine, 6 TMS, GC-MS Spectrum | splash10-00y0-1900000000-7ba8e67861945901b381 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-014u-1900000000-e9620319823eaecceccc | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00s6-3900000000-d7da5cd1c0be289412ee | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00r6-1900000000-861e0541e2eb67219b93 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00di-7900000000-9706a16d903df3f9e094 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00di-5900000000-eb1574dc4aea2972932b | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00ei-8900000000-710d44c573ed398f7db9 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00s6-3900000000-cb82c1371fa767015cff | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00rf-1900000000-ca3a2df44acb740134cd | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00y0-1900000000-7ba8e67861945901b381 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-01bl-1900000000-5a4875c4cf337f0cff9c | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-000i-7900000000-4e66988ec8e890a03e13 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-00rf-2900000000-9d5a63fbbd1662e5dc43 | Spectrum | GC-MS | Spermine, non-derivatized, GC-MS Spectrum | splash10-01w1-4900000000-f7c07f1cee7101fc31d7 | Spectrum | Predicted GC-MS | Spermine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-053r-9300000000-2ce22d19e72f10b80f34 | Spectrum | Predicted GC-MS | Spermine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0w29-2940000000-a8b05c7cfaea58c5d82d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03di-1900000000-75ac3953e5378c465a62 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-001i-9000000000-e3b84db5723912be8a4f | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0udi-0930000000-4bb02118dea11e2101f8 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0006-9000000000-468357ae06dea8985d85 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00b9-6900000000-cf244bbfdbb5b7889d7a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-004i-0900000000-c5af077deeab934c36b7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0udi-0940000000-098121f449eb29dd74be | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0006-9000000000-167ef7503b0827eb212f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-03di-0900000000-feb04e188e675948f795 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-004i-0900000000-93e15f4592fe9bbeb367 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-0udi-0090000000-c22e98adb3dc62b1eb77 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-01t9-0900000000-76aa5e4bf523c2027cba | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-03di-4900000000-b762c20d8a09a78cf931 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-001i-9300000000-0428cb6df2b593ded567 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-001i-9000000000-c319f927047d78e2b69b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-004i-0900000000-b4f106f6fe26766fbf73 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-03di-0900000000-29d4a223bb44ded927b5 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-01q9-9500000000-d1b7e914e9ccee2d0f66 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udr-2970000000-268b93360fb5eaa19e49 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a73-9810000000-ee919f22493191f56708 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9200000000-f7cb18a7a6036554cb6b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0090000000-ea2e2f233958fa61cd8b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-3390000000-0ade7d389047531a84ee | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05fu-9200000000-e760ec8b3259e54992ce | 2015-05-27 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Spermidine and Spermine Biosynthesis | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | |
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Metal Bindings | |
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Receptors | |
Amiloride-sensitive amine oxidase [copper-containing] | ABP1 | 7q36.1 | P19801 | details |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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Alien Dawg | Detected and Quantified | 0.000947 mg/g dry wt | | details | Gabriola | Detected and Quantified | 0.000308 mg/g dry wt | | details | Island Honey | Detected and Quantified | 0.00153 mg/g dry wt | | details | Quadra | Detected and Quantified | 0.000222 mg/g dry wt | | details | Sensi Star | Detected and Quantified | 0.000953 mg/g dry wt | | details | Tangerine Dream | Detected and Quantified | 0.000773 mg/g dry wt | | details |
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External Links |
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HMDB ID | HMDB0001256 |
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DrugBank ID | DB00127 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB003225 |
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KNApSAcK ID | C00001432 |
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Chemspider ID | 1072 |
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KEGG Compound ID | C00750 |
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BioCyc ID | SPERMINE |
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BiGG ID | 35875 |
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Wikipedia Link | Spermine |
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METLIN ID | 255 |
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PubChem Compound | 1103 |
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PDB ID | Not Available |
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ChEBI ID | 15746 |
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References |
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General References | Not Available |
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