Record Information
Version1.0
Creation date2010-04-08 22:09:59 UTC
Update date2025-11-18 23:33:46 UTC
Primary IDFDB012098
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSolanidine
DescriptionAlkaloid 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.
CAS Number80-78-4
Structure
Thumb
Synonyms
SynonymSource
(3b)-Solanid-5-en-3-olGenerator
(3beta)-solanid-5-en-3-olbiospider
(3β)-solanid-5-en-3-olGenerator
22R,25S-Solanidaninebiospider
22R,25S-Solanidinebiospider
3-β-Solanid-5-en-3-olbiospider
3-b-Solanid-5-en-3-ol(9cl)biospider
3-beta-Solanid-5-en-3-olbiospider
3-beta-Solanid-5-en-3-ol(9cl)biospider
Solanid-5-en-3-beta-olbiospider
Solanid-5-en-3-olbiospider
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.-olHMDB
Solanid-5-en-3β-olbiospider
Solanid-5-en-3b-olbiospider
Solanid-5-en-3b-ol, 9CIdb_source
solanid-5-en-3beta-olbiospider
Solanid-5-en-3beta-ol (8CI)biospider
Solanid-5-en-3beta-ol(8CI)biospider
Solanid-5-en-3β-olGenerator
Solanidinbiospider
Solanidine Tdb_source
Solatubinbiospider
Solatubinedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.0004 g/LALOGPS
logP4.93ALOGPS
logP4.88ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.2ChemAxon
pKa (Strongest Basic)12.47ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity120.86 m³·mol⁻¹ChemAxon
Polarizability50.45 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC27H43NO
IUPAC name10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-ol
InChI IdentifierInChI=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
InChI KeyJVKYZPBMZPJNAJ-UHFFFAOYSA-N
Isomeric SMILESCC1C2CCC(C)CN2C2CC3C4CC=C5CC(O)CCC5(C)C4CCC3(C)C12
Average Molecular Weight397.6364
Monoisotopic Molecular Weight397.334465003
Classification
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroidal alkaloids
Direct ParentSolanidines and derivatives
Alternative Parents
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
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Foods

Fruits and vegetables:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 81.55%; H 10.90%; N 3.52%; O 4.02%DFC
Melting PointMp 219°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP5.372
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -27 (CHCl3) (Py)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSSolanidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00lr-0119000000-523b9177e41ae9d47bddSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001j-0009000000-5b0fb24be88683d068b52016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-0139000000-911def26f967b66af0fa2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0wti-1159000000-e91adb85d8cc7c4803c12016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-b7424d5bd5a12fdf98d92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-68f4c5d2355e9a863c722016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003u-5009000000-1267a2feb79a6babccfd2016-08-03View Spectrum
NMRNot Available
ChemSpider ID59150
ChEMBL IDCHEMBL1980466
KEGG Compound IDC06543
Pubchem Compound ID65727
Pubchem Substance IDNot Available
ChEBI ID28374
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03236
CRC / DFC (Dictionary of Food Compounds) IDHDD62-A:HDD62-A
EAFUS IDNot Available
Dr. Duke IDSOLANIDINE-T|SOLANIDINE|SOLANINE
BIGG IDNot Available
KNApSAcK IDC00002261
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDSolanidine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Analgesic35480 An agent that relieves pain by reducing or blocking pain signals in the brain, commonly used to manage acute or chronic pain, inflammation, and fever, with therapeutic applications in surgery, injury, and disease treatment.DUKE
Anti-asthmatic49167 An agent that relieves bronchospasm and inflammation, commonly used to manage asthma symptoms, chronic obstructive pulmonary disease (COPD), and other respiratory disorders, improving lung function and overall respiratory health.DUKE
Anti-bronchitic52217 An agent that relieves bronchial congestion and inflammation, commonly used in managing respiratory disorders such as bronchitis, asthma, and chronic obstructive pulmonary disease (COPD), to reduce coughing, wheezing, and shortness of breath.DUKE
Anti cholinesterase37733 An agent that inhibits acetylcholinesterase, increasing acetylcholine levels, and enhancing cholinergic transmission. Therapeutically, it's used to treat myasthenia gravis, glaucoma, and Alzheimer's disease, improving muscle strength, reducing eye pressure, and enhancing cognitive function.DUKE
Anti epileptic52217 An agent that reduces seizure frequency and severity, commonly used in managing epilepsy, seizure disorders, and neuropathic pain. It stabilizes neuronal membranes, modulates neurotransmitter release, and inhibits abnormal electrical activity in the brain, providing therapeutic relief from convulsions and seizures.DUKE
Anti feedantA substance that inhibits normal feeding behavior, found in certain plants, deterring insects and animals from consuming them. Its therapeutic applications include pest control, while key medical uses involve managing insect-borne diseases and reducing crop damage.DUKE
Anti-giardialAn agent that treats intestinal infections caused by Giardia intestinalis, reducing symptoms and eliminating the parasite, commonly used in managing giardiasis.DUKE
Anti neuralgic52217 An agent that relieves nerve pain, reducing inflammation and discomfort. It plays a biological role in blocking pain pathways, and has therapeutic applications in managing conditions like trigeminal neuralgia, shingles, and diabetic neuropathy. Key medical uses include treating severe nerve pain, numbness, and tingling sensations.DUKE
Anti-Parkinsonian48407 An agent that alleviates symptoms of Parkinson's disease, enhancing dopamine levels and improving motor function, commonly used to manage tremors, rigidity, and bradykinesia in neurodegenerative disorders.DUKE
Anti pruritic50177 An agent that relieves itching sensations, reducing scratching and discomfort. It plays a biological role in inhibiting histamine release and nerve signal transmission. Therapeutically, it's used to manage itching associated with allergies, eczema, and skin irritations, providing relief and preventing further skin damage.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
Calcium antagonist48706 A medication that blocks calcium ion entry into cells, reducing muscle contraction and vascular resistance. It treats hypertension, angina, and arrhythmias by dilating blood vessels and decreasing cardiac workload, commonly used in managing cardiovascular diseases.DUKE
Cardiodepressant38070 An agent that slows heart rate and reduces cardiac contractility, used to manage conditions like hypertension, angina, and arrhythmias, reducing the heart's workload and oxygen demand.DUKE
Cardiotonic38070 An agent that strengthens heart muscle contractions, enhancing cardiac output. It plays a biological role in regulating heart function and is therapeutically used to treat heart failure, improving symptoms and exercise tolerance. Key medical uses include managing cardiomyopathy, atrial fibrillation, and congestive heart failure.DUKE
Cytotoxic52209 An agent that kills or damages cells, playing a biological role in immune responses and therapeutic applications in cancer treatment. Key medical uses include chemotherapy, targeting and destroying cancer cells, and treating certain autoimmune diseases by eliminating harmful cells.DUKE
Fungicide24127 An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.DUKE
HemolyticAn agent that ruptures red blood cells, playing a biological role in breaking down outdated or damaged cells. Therapeutically, it is used to treat conditions like malaria and certain blood disorders. Key medical uses include managing paroxysmal nocturnal hemoglobinuria and other hemolytic diseases, often requiring careful administration to avoid adverse effects.DUKE
Hemorrhagic50248 A condition characterized by excessive bleeding, often due to injury or disease. Biologically, it plays a role in wound response and clotting. Therapeutically, hemorrhagic agents are used to induce bleeding for medical procedures. Key medical uses include treating blood clots, stroke, and certain cardiovascular conditions, as well as in surgical procedures to prevent clot formation.DUKE
MemranolyticAn agent that breaks down or disrupts cell membranes, used to lyse cells, particularly in cancer treatment, and as an antimicrobial agent to combat bacterial or fungal infections.DUKE
MyostimulantAn agent that stimulates an increase in the rhythm and amplitude of smooth muscle movement, playing a biological role in enhancing muscle contraction. Therapeutically, it is used to treat gastrointestinal disorders, such as constipation, and other conditions characterized by reduced muscle activity, like urinary retention.DUKE
Narcotic35482 A pain-relieving agent that binds to opioid receptors, reducing pain perception. Therapeutically, narcotics are used to manage moderate to severe pain, cough, and diarrhea. Key medical uses include treating acute and chronic pain, cough suppression, and relieving diarrhea and dyspnea in terminally ill patients.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
Sedative35717 An agent that calms nervous activity, reducing anxiety and inducing relaxation. Its biological role is to slow down brain function, promoting sleep and relieving stress. Therapeutically, sedatives are used to manage insomnia, anxiety disorders, and seizures, as well as to prepare patients for medical procedures.DUKE
SpasmogenicAn agent that induces spasms, causing sudden involuntary muscular contractions. It plays a biological role in stimulating muscle activity. Therapeutically, it has applications in diagnosing and treating muscle disorders. Key medical uses include assessing muscle function and treating conditions like muscle atrophy, with potential applications in physical therapy and rehabilitation.DUKE
Tachycardic38070 An agent that increases heart rate, playing a biological role in stress response and exercise. Therapeutically, it is used to manage bradycardia (abnormally slow heart rate) and cardiac arrest. Key medical uses include treating symptomatic bradycardia, Adams-Stokes syndrome, and asystole, helping to restore normal heart rhythm and maintain adequate blood circulation.DUKE
Teratogenic50905 An agent that causes abnormal fetal development, disrupting embryonic growth and leading to birth defects. Its biological role is associated with developmental toxicity, and it has no therapeutic applications. Key medical uses include serving as a warning for substances that pose risks during pregnancy, guiding prenatal care and medication management to prevent birth defects.DUKE
Toxic52209 A substance that can harm or poison living organisms. Biologically, it can disrupt cellular functions and cause damage. Therapeutically, toxins are used in small, controlled doses for applications such as cancer treatment and immunosuppression. Key medical uses include chemotherapy and immunotherapy, where toxins are used to target and destroy diseased cells.DUKE
VertigenicAn agent that induces dizziness or vertigo, often used in medical research to study balance and equilibrium. Therapeutically, vertigenic agents can help diagnose and treat vestibular disorders, such as Meniere's disease and benign paroxysmal positional vertigo, by assessing and managing inner ear function and balance.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
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.