Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:09:59 UTC |
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Update date | 2019-11-26 03:06:10 UTC |
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Primary ID | FDB012098 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Solanidine |
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Description | Alkaloid from potato (Solanum tuberosum). Glycosides, (especies Solanines and chaconine) are trace toxic constits. of potato tubers (especies greened tubers), and interbreeding of potatoes with wild strains may increase their concn. or introduce other more toxic, solanidine glycosides
Solanidine is a steroidal alkaloid, and its glycosides have been reported to have caused poisoning in man and animals. Solanidine is present in sera of healthy individuals and in amounts dependent on their dietary potato consumption. (PMID: 4007882). Solanidine is found in many foods, some of which are eggplant, yellow bell pepper, alcoholic beverages, and potato. |
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CAS Number | 80-78-4 |
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Structure | |
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Synonyms | Synonym | Source |
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(3b)-Solanid-5-en-3-ol | Generator | (3beta)-solanid-5-en-3-ol | biospider | (3β)-solanid-5-en-3-ol | Generator | 22R,25S-Solanidanine | biospider | 22R,25S-Solanidine | biospider | 3-β-Solanid-5-en-3-ol | biospider | 3-b-Solanid-5-en-3-ol(9cl) | biospider | 3-beta-Solanid-5-en-3-ol | biospider | 3-beta-Solanid-5-en-3-ol(9cl) | biospider | Solanid-5-en-3-beta-ol | biospider | Solanid-5-en-3-ol | biospider | Solanid-5-en-3-ol (acd/name 4.0) | HMDB | Solanid-5-en-3-ol, (3-beta)- | biospider | Solanid-5-en-3-ol, (3-beta)- (9CI) | biospider | Solanid-5-en-3-ol, (3β)- | biospider | Solanid-5-en-3-ol, (3beta)- | biospider | Solanid-5-en-3-ol, (3beta)- (9CI) | biospider | Solanid-5-en-3.beta.-ol | HMDB | Solanid-5-en-3β-ol | biospider | Solanid-5-en-3b-ol | biospider | Solanid-5-en-3b-ol, 9CI | db_source | solanid-5-en-3beta-ol | biospider | Solanid-5-en-3beta-ol (8CI) | biospider | Solanid-5-en-3beta-ol(8CI) | biospider | Solanid-5-en-3β-ol | Generator | Solanidin | biospider | Solanidine T | db_source | Solatubin | biospider | Solatubine | db_source |
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Predicted Properties | |
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Chemical Formula | C27H43NO |
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IUPAC name | 10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-ol |
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InChI Identifier | InChI=1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3 |
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InChI Key | JVKYZPBMZPJNAJ-UHFFFAOYSA-N |
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Isomeric SMILES | CC1C2CCC(C)CN2C2CC3C4CC=C5CC(O)CCC5(C)C4CCC3(C)C12 |
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Average Molecular Weight | 397.6364 |
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Monoisotopic Molecular Weight | 397.334465003 |
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Classification |
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Description | Belongs to the class of organic compounds known as solanidines and derivatives. These are steroids with a structure based on the solanidane skeleton. Solanidane arises from the conversion of a cholestane side-chain into a bicyclic system. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Steroidal alkaloids |
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Direct Parent | Solanidines and derivatives |
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Alternative Parents | |
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Substituents | - Solanidane skeleton
- 3-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- Hydroxysteroid
- Azasteroid
- Delta-5-steroid
- Alkaloid or derivatives
- Indolizidine
- N-alkylpyrrolidine
- Piperidine
- Cyclic alcohol
- Pyrrolidine
- Tertiary aliphatic amine
- Secondary alcohol
- Tertiary amine
- Organoheterocyclic compound
- Azacycle
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic nitrogen compound
- Organopnictogen compound
- Amine
- Alcohol
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Foods | Fruits and vegetables: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 81.55%; H 10.90%; N 3.52%; O 4.02% | DFC |
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Melting Point | Mp 219° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 5.372 | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | [a]D -27 (CHCl3) (Py) | DFC |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Solanidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00lr-0119000000-523b9177e41ae9d47bdd | Spectrum |
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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 | splash10-001j-0009000000-5b0fb24be88683d068b5 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-001j-0139000000-911def26f967b66af0fa | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0wti-1159000000-e91adb85d8cc7c4803c1 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0009000000-b7424d5bd5a12fdf98d9 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-0009000000-68f4c5d2355e9a863c72 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-003u-5009000000-1267a2feb79a6babccfd | 2016-08-03 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 59150 |
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ChEMBL ID | CHEMBL1980466 |
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KEGG Compound ID | C06543 |
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Pubchem Compound ID | 65727 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 28374 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB03236 |
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CRC / DFC (Dictionary of Food Compounds) ID | HDD62-A:HDD62-A |
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EAFUS ID | Not Available |
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Dr. Duke ID | SOLANIDINE-T|SOLANIDINE|SOLANINE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00002261 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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analgesic | 35480 | An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. | DUKE | anti asthmatic | 49167 | A drug used to treat asthma. | DUKE | anti bronchitic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti cholinesterase | 37733 | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). | DUKE | anti epileptic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti feedant | | | DUKE | anti giardial | | | DUKE | anti neuralgic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti Parkinsonian | 48407 | A drug used in the treatment of Parkinson's disease. | DUKE | anti pruritic | 50177 | A drug used to treat or prevent skin disorders or for the routine care of skin. | DUKE | antitumor | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | DUKE | calcium antagonist | 48706 | Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. | DUKE | cardiodepressant | 38070 | A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. | DUKE | cardiotonic | 38070 | A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. | DUKE | cytotoxic | 52209 | A role played by the molecular entity or part thereof which causes the development of a pathological process. | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | hemolytic | | | DUKE | hemorrhagic | 50248 | Drug that acts on blood and blood-forming organs and those that affect the hemostatic system. | DUKE | memranolytic | | | DUKE | myostimulant | | | DUKE | narcotic | 35482 | A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | DUKE | spasmogenic | | | DUKE | tachycardic | 38070 | A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. | DUKE | teratogenic | 50905 | A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect. | DUKE | toxic | 52209 | A role played by the molecular entity or part thereof which causes the development of a pathological process. | DUKE | vertigenic | | | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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