EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

tomatidine

Supplier Sponsors

CAS Number: 77-59-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-040-3
FDA UNII: 2B73S48786
Nikkaji Web:J512.483B
XlogP3-AA:6.20 (est)
Molecular Weight:415.66105000
Formula:C27 H45 N O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 210.50 °C. @ 760.00 mm Hg
Boiling Point: 527.20 °C. @ 760.00 mm Hg (est)
Flash Point: 523.00 °F. TCC ( 272.70 °C. ) (est)
logP (o/w): 6.150 (est)
Soluble in:
 water, 0.03095 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Tomatidine 98%
BOC Sciences
For experimental / research use only.
Tomatidine 98%
Odor: characteristic
Use: Tomatidine is an alkaloid isolated from Lycopersicon Esculentum Mill with antibiotic and anti-inflammatory activities.
ExtraSynthese
For experimental / research use only.
Tomatidine
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for tomatidine usage levels up to:
 not for fragrance use.
 
Recommendation for tomatidine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :65576
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0000077598
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):65576
Pubchem (sid):135022675
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10826
HMDB (The Human Metabolome Database):Search
FooDB:FDB013270
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 potato tuber
Search Trop Picture
 tomato
Search Trop Picture
 tomato plant
Search Trop Picture
 
Synonyms:
(3beta,5alpha,22beta,25S)-spirosolan-3-ol
 spirosolan-3-ol, (3beta,5alpha,22beta,25S)- (9CI)
5alpha-tomatidan-3beta-ol (8CI)
 tomatidin
 

Articles:

PubMed:High-performance liquid chromatography LTQ-Orbitrap mass spectrometry method for tomatidine and non-target metabolites quantification in organic and normal tomatoes.
PubMed:In-silico identification and characterization of organic and inorganic chemical stress responding genes in yeast (Saccharomyces cerevisiae).
PubMed:More powerful genetic association testing via a new statistical framework for integrative genomics.
PubMed:Unraveling the structure-activity relationship of tomatidine, a steroid alkaloid with unique antibiotic properties against persistent forms of Staphylococcus aureus.
PubMed:Systems-based discovery of tomatidine as a natural small molecule inhibitor of skeletal muscle atrophy.
PubMed:Neuroprotective effect of steroidal alkaloids on glutamate-induced toxicity by preserving mitochondrial membrane potential and reducing oxidative stress.
PubMed:Anticarcinogenic, cardioprotective, and other health benefits of tomato compounds lycopene, α-tomatine, and tomatidine in pure form and in fresh and processed tomatoes.
PubMed:Identification of genes and candidate agents associated with pancreatic cancer.
PubMed:Tomatidine inhibits invasion of human lung adenocarcinoma cell A549 by reducing matrix metalloproteinases expression.
PubMed:Biosynthesis of steroidal alkaloids in Solanaceae plants: involvement of an aldehyde intermediate during C-26 amination.
PubMed:Detoxification of α-tomatine by Cladosporium fulvum is required for full virulence on tomato.
PubMed:Role of hedgehog signaling in malignant pleural mesothelioma.
PubMed:Tomatidine promotes the inhibition of 24-alkylated sterol biosynthesis and mitochondrial dysfunction in Leishmania amazonensis promastigotes.
PubMed:Structure-activity relationships of α-, β(1)-, γ-, and δ-tomatine and tomatidine against human breast (MDA-MB-231), gastric (KATO-III), and prostate (PC3) cancer cells.
PubMed:Tomatidine, a tomato sapogenol, ameliorates hyperlipidemia and atherosclerosis in apoE-deficient mice by inhibiting acyl-CoA:cholesterol acyl-transferase (ACAT).
PubMed:GLYCOALKALOID METABOLISM1 is required for steroidal alkaloid glycosylation and prevention of phytotoxicity in tomato.
PubMed:Tomatidine acts in synergy with aminoglycoside antibiotics against multiresistant Staphylococcus aureus and prevents virulence gene expression.
PubMed:Tomatidine inhibits replication of Staphylococcus aureus small-colony variants in cystic fibrosis airway epithelial cells.
PubMed:Gli2 expression and human bladder transitional carcinoma cell invasiveness.
PubMed:Tomatine-containing green tomato extracts inhibit growth of human breast, colon, liver, and stomach cancer cells.
PubMed:Evidence for allosteric interactions of antagonist binding to the smoothened receptor.
PubMed:Hedgehog signalling is essential for maintenance of cancer stem cells in myeloid leukaemia.
PubMed:Fungal Sensitivity to and Enzymatic Degradation of the Phytoanticipin alpha-Tomatine.
PubMed:Streptomyces scabies 87-22 possesses a functional tomatinase.
PubMed:Tomatidine inhibits iNOS and COX-2 through suppression of NF-kappaB and JNK pathways in LPS-stimulated mouse macrophages.
PubMed:Autonomous Hedgehog signalling is undetectable in PC-3 prostate cancer cells.
PubMed:Simultaneously cycled NMR spectroscopy.
PubMed:Diosgenin, a naturally occurring steroid, suppresses fatty acid synthase expression in HER2-overexpressing breast cancer cells through modulating Akt, mTOR and JNK phosphorylation.
PubMed:Heterologous expression of Fusarium oxysporum tomatinase in Saccharomyces cerevisiae increases its resistance to saponins and improves ethanol production during the fermentation of Agave tequilana Weber var. azul and Agave salmiana must.
PubMed:Hedgehog signaling pathway is inactive in colorectal cancer cell lines.
PubMed:Efficient conversion of tomatidine into neuritogenic pregnane derivative.
PubMed:Dual effects of plant steroidal alkaloids on Saccharomyces cerevisiae.
PubMed:Identification of a tomatinase in the tomato-pathogenic actinomycete Clavibacter michiganensis subsp. michiganensis NCPPB382.
PubMed:Influence of incorporated wild Solanum genomes on potato properties in terms of starch nanostructure and glycoalkaloid content.
PubMed:A novel glucosyltransferase involved in steroid saponin biosynthesis in Solanum aculeatissimum.
PubMed:Glycoalkaloid aglycone accumulations associated with infection by Clavibacter michiganensis ssp. sepedonicus in potato species Solanum acaule and Solanum tuberosum and their interspecific somatic hybrids.
PubMed:Tomatidine and lycotetraose, hydrolysis products of alpha-tomatine by Fusarium oxysporum tomatinase, suppress induced defense responses in tomato cells.
PubMed:Glycoalkaloids and metabolites inhibit the growth of human colon (HT29) and liver (HepG2) cancer cells.
PubMed:Dehydrotomatine and alpha-tomatine content in tomato fruits and vegetative plant tissues.
PubMed:Hedgehog signalling within airway epithelial progenitors and in small-cell lung cancer.
PubMed:Effect of feeding solanidine, solasodine and tomatidine to non-pregnant and pregnant mice.
PubMed:Determination of glycoalkaloids and relative aglycones by nonaqueous capillary electrophoresis coupled with electrospray ionization-ion trap mass spectrometry.
PubMed:Non-aqueous capillary electrophoresis with diode array and electrospray mass spectrometric detection for the analysis of selected steroidal alkaloids in plant extracts.
PubMed:Inhibitory effect of steroidal alkaloids on drug transport and multidrug resistance in human cancer cells.
PubMed:Transformation of jervine by Cunninghamella elegans ATCC 9245.
PubMed:Induction of steroidal hydroxylase activity by plant defence compounds in the filamentous fungus Cochliobolus lunatus
PubMed:Determination of solanidine- and tomatidine-type glycoalkaloid aglycons by gas Chromatography/Mass spectrometry.
PubMed:Reversed-phase liquid chromatographic separation and simultaneous profiling of steroidal glycoalkaloids and their aglycones.
PubMed:Tomatinase from Fusarium oxysporum f. sp. lycopersici defines a new class of saponinases.
PubMed:Pancreas development is promoted by cyclopamine, a hedgehog signaling inhibitor.
PubMed:Teratogen-mediated inhibition of target tissue response to Shh signaling.
PubMed:Inhibition of Trypanosoma cruzi growth in vitro by Solanum alkaloids: a comparison with ketoconazole.
PubMed:The effect of some Solanum steroidal alkaloids and glycoalkaloids on larvae of the red flour beetle, Tribolium castaneum, and the tobacco hornworm, Manduca sexta.
PubMed:Detection of tomatinase from Fusarium oxysporum f. sp. lycopersici in infected tomato plants.
PubMed:Effect of alpha-tomatine and tomatidine on membrane potential of frog embryos and active transport of ions in frog skin.
PubMed:UDP-glucose:solasodine glucosyltransferase from eggplant (Solanum melongena L.) leaves: partial purification and characterization.
PubMed:Purification and characterization of tomatinase from Fusarium oxysporum f. sp. lycopersici.
PubMed:Feeding of potato, tomato and eggplant alkaloids affects food consumption and body and liver weights in mice.
PubMed:Induction of terata in hamsters by solanidane alkaloids derived from Solanum tuberosum.
PubMed:Comparison of high- and low-energy collision-induced dissociation tandem mass spectrometry in the analysis of glycoalkaloids and their aglycons.
PubMed:Enzymatic glycosylation of tomatidine in tomato plants.
PubMed:Characterization of UDP-galactose:tomatidine galactosyltransferase from tomato (Lycopersicon esculentum) leaves.
PubMed:Interspecific hybridization between the cultivated potato Solanum tuberosum subspecies tuberosum L. and the wild species S. circaeifolium subsp. circaeifolium Bitter exhibiting resistance to Phytophthora infestans (Mont.) de Bary and Globodera pallida (Stone) Behrens : 2. Sexual hybrids.
PubMed:Time course and inhibition of saponin-induced hemolysis.
PubMed:Mechanisms of polar lobe formation in fertilized eggs of molluscs.
PubMed:Spirosolane-containing Solanum species and induction of congenital craniofacial malformations.
PubMed:The inactivation of herpes simplex virus by some Solanaceae glycoalkaloids.
PubMed:A new microbial degradation pathway of steroid alkaloids.
PubMed:Molluscicidal steroid glycoalkaloids possessing stereoisomeric spirosolane structures.
PubMed:Transformation of tomatidine by Gymnoascus reesii.
PubMed:Naturally occurring toxic alkaloids in foods.
PubMed:Cyclopamine and related steroidal alkaloid teratogens: their occurrence, structural relationship, and biologic effects.
PubMed:High-pressure liquid chromatography of steroidal alkaloids.
PubMed:Spina bifida, exencephaly, and cranial bleb produced in hamsters by the solanum alkaloid solasodine.
PubMed:Microbial cleavage of the tomatidine spiroketal sidechain.
PubMed:Microbial degradation of steroid alkaloids. Effect of nitrogen atom in the side-chain on the microbial degradation of steroid alkaloids.
PubMed:Microbial dehydrogenation of tomatidine.
PubMed:Microbiological dehydrogenation of tomatidine.
PubMed:[Studies on chemical differentiation in Solanum dulcamara. V. Isolation of tomatidine from roots of solasodine type].
PubMed:Anti-inflammatory activity of the steroid alkaloid glycoside, toatine.
PubMed:[Isolation of tomatidine from bittersweet nightshades].
PubMed:[Solanum-alkaloid-LXXXII. X-ray analysis of tomatidine hydroiodide. On the configuration of the (25S)-spirosolane at C-22].
PubMed:[15-Alpha-hydroxy-soladulcidine and 15-alpha-hydroxy-tomatidine, 2 new steroid alkaloids from Solanum dulcamara L].
 
Notes:
Alkaloid from Lycopersicon esculentum (tomato)
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