solanidine

solanid-5-en-3-ol, (3-beta)- (9CI)

CAS: 80-78-4 C27 H43 N O MW: 397.64591000

Identification

Namesolanidine
CAS Number80-78-4
EINECS201-309-5
FDA UNIIW7801OHM8B
Molecular FormulaC27 H43 N O
Molecular Weight397.64591000
MDL NumberMFCD00056839
Nikkaji NumberJ4.255B
Beilstein0045370

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 218.50 °C. @ 760.00 mm Hg
Boiling Point 503.10 °C. @ 760.00 mm Hg (est)
Flash Point 434.00 °F. TCC ( 223.50 °C. ) (est)
logP (o/w) 7.100 (est)
Soluble in water, 0.01976 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityparenteral-frog LDLo 30 mg/kg
Dermal Toxicitysubcutaneous-guinea pig LDLo 130 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for solanidine usage levels up tonot for fragrance use.
Recommendation for solanidine flavor usage levels up tonot for flavor use.

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Potential Uses

None Found

Natural Occurrence

cayenne fruit eggplant fruit pepper bell pepper fruit pepper bell pepper leaf potato fruit potato leaf potato plant potato root potato sprout potato stem potato tissue culture potato tuber tomato fruit

Synonyms

solanid-5-en-3-beta-ol 3-beta- solanid-5-en-3-ol solanid-5-en-3-ol, (3-beta)- (9CI) solanid-5-en-3-ol, (3beta)- (9CI) solanid-5-en-3beta-ol (8CI) 22R,25S- solanidanine solanidin 22R,25S- solanidine solatubin solatubine PubMed: [Determination of alpha-solanine, alpha-chaconine and solanidine in plasma and urine by ultra-performance liquid chromatography-triple quadrupole mass spectrometry]. PubMed: Ultrasonic extraction of steroidal alkaloids from potato peel waste. PubMed: Anticancer and multidrug resistance-reversal effects of solanidine analogs synthetized from pregnadienolone acetate. PubMed: Allelic variation in genes contributing to glycoalkaloid biosynthesis in a diploid interspecific population of potato. PubMed: Sequence diversity in coding regions of candidate genes in the glycoalkaloid biosynthetic pathway of wild potato species. PubMed: Solanidine isolation from Solanum tuberosum by centrifugal partition chromatography. PubMed: Use of potentiometric detection in (ultra) high performance liquid chromatography and modelling with adsorption/desorption binding kinetics. PubMed: Anti-inflammatory properties of potato glycoalkaloids in stimulated Jurkat and Raw 264.7 mouse macrophages. PubMed: FT-ICR/MS and GC-EI/MS metabolomics networking unravels global potato sprout's responses to Rhizoctonia solani infection. PubMed: Induction of potato steroidal glycoalkaloid biosynthetic pathway by overexpression of cDNA encoding primary metabolism HMG-CoA reductase and squalene synthase. PubMed: Effects of auxins on the production of steroidal alkaloids in rapidly proliferating tissue and cell cultures of Solanum lyratum. PubMed: The effects of feeding diets containing potato protein concentrate on reproductive performance of rats and quality of the offspring. PubMed: Antiproliferative effects of some novel synthetic solanidine analogs on HL-60 human leukemia cells in vitro. PubMed: Linkage analysis of a rare alkaloid present in a tetraploid potato with Solanum chacoense background. PubMed: Ingestion of false hellebore plants can cross-react with a digoxin clinical chemistry assay. PubMed: Two 22S-solanidine-type steroidal alkaloids from Fritillaria anhuiensis. PubMed: A QTL that confers resistance to Colorado potato beetle (Leptinotarsa decemlineata [Say]) in tetraploid potato populations segregating for leptine. PubMed: Degradation of the potato glycoalkaloids--alpha-solanine and alpha-chaconine in groundwater. PubMed: Distribution of glycoalkaloids in potato tubers of 59 accessions of two wild and five cultivated Solanum species. PubMed: Potato glycoalkaloids in soil-optimising liquid chromatography-time-of-flight mass spectrometry for quantitative studies. PubMed: Steroidal glycoalkaloids from the berries of Solanum distichum. PubMed: Identification and characterization of several dietary alkaloids as weak inhibitors of hedgehog signaling. PubMed: Potato steroidal glycoalkaloid levels and the expression of key isoprenoid metabolic genes. PubMed: CHIH-DFT determination of the molecular structure and IR and UV spectra of solanidine. PubMed: The primary in vivo steroidal alkaloid glucosyltransferase from potato. PubMed: Liquid-liquid systems for acid hydrolysis of glycoalkaloids from Solanum tuberosum L. tuber sprouts and solanidine extraction. PubMed: A novel glucosyltransferase involved in steroid saponin biosynthesis in Solanum aculeatissimum. PubMed: Structure-function relationship for saponin effects on cell cycle arrest and apoptosis in the human 1547 osteosarcoma cells: a molecular modelling approach of natural molecules structurally close to diosgenin. PubMed: Effects of steroidal glycoalkaloids from potatoes (Solanum tuberosum) on in vitro bovine embryo development. 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: Enrichment of the glycoalkaloids alpha-solanine and alpha-chaconine from potato juice by adsorptive bubble separation using a pH gradient. PubMed: Glycoalkaloids and metabolites inhibit the growth of human colon (HT29) and liver (HepG2) cancer cells. PubMed: Development and optimisation of biosensors based on pH-sensitive field effect transistors and cholinesterases for sensitive detection of solanaceous glycoalkaloids. PubMed: Solanidine hydrolytic extraction and separation from the potato (Solanum tuberosum L.) vines by using solid-liquid-liquid systems. PubMed: Cyclopamine and jervine in embryonic rat tongue cultures demonstrate a role for Shh signaling in taste papilla development and patterning: fungiform papillae double in number and form in novel locations in dorsal lingual epithelium. PubMed: Monitoring changes in anthocyanin and steroid alkaloid glycoside content in lines of transgenic potato plants using liquid chromatography/mass spectrometry. PubMed: Effect of feeding solanidine, solasodine and tomatidine to non-pregnant and pregnant mice. PubMed: Sonic hedgehog activates mesenchymal Gli1 expression during prostate ductal bud formation. PubMed: Determination of glycoalkaloids and relative aglycones by nonaqueous capillary electrophoresis coupled with electrospray ionization-ion trap mass spectrometry. PubMed: Chemical toxins and body defences. PubMed: A novel enzyme biosensor for steroidal glycoalkaloids detection based on pH-sensitive field effect transistors. PubMed: Effect of light exposure on the glycoalkaloid content of Solanum phureja tubers. 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: Membrane disruption and enzyme inhibition by naturally-occurring and modified chacotriose-containing Solanum steroidal glycoalkaloids. PubMed: A capillary electrophoresis laser-induced fluorescence method for analysis of potato glycoalkaloids based on a solution-phase immunoassay. 2. Performance evaluation. PubMed: Induction of steroidal hydroxylase activity by plant defence compounds in the filamentous fungus Cochliobolus lunatus PubMed: Photo-induced synthesis of tomatidenol-based glycoalkaloids in Solanum phureja tubers. PubMed: A capillary electrophoresis laser-induced fluorescence method for analysis of potato glycoalkaloids based on a solution-phase immunoassay. 1. Separation and quantification of immunoassay products. PubMed: Simultaneous determination of seven major isosteroidal alkaloids in bulbs of Fritillaria by gas chromatography. PubMed: Determination of solanidine- and tomatidine-type glycoalkaloid aglycons by gas Chromatography/Mass spectrometry. PubMed: Inhibition of Trypanosoma cruzi growth in vitro by Solanum alkaloids: a comparison with ketoconazole. PubMed: Substrate-based inhibitors of the (S)-adenosyl-L-methionine:delta24(25)- to delta24(28)-sterol methyl transferase from Saccharomyces cerevisiae. PubMed: Cloning and expression of solanidine UDP-glucose glucosyltransferase from potato. PubMed: Synthesis of gamma-chaconine and gamma-solanine are catalyzed in potato by two separate glycosyltransferases: UDP-glucose:solanidine glucosyltransferase and UDP-galactose:solanidine galactosyltransferase. PubMed: UDP-glucose:solasodine glucosyltransferase from eggplant (Solanum melongena L.) leaves: partial purification and characterization. PubMed: Inhibition of human plasma and serum butyrylcholinesterase (EC 3.1.1.8) by alpha-chaconine and alpha-solanine. 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: A preliminary assessment of the toxic and mutagenic potential of steroidal alkaloids in transgenic mice. PubMed: Steroidal alkaloid toxicity to fish embryos. PubMed: Dual specificity of sterol-mediated glycoalkaloid induced membrane disruption. PubMed: Absence of genotoxicity of potato alkaloids alpha-chaconine, alpha-solanine and solanidine in the Ames Salmonella and adult and foetal erythrocyte micronucleus assays. 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: Partial amino acid sequence of potato solanidine UDP-glucose glucosyltransferase purified by new anion-exchange and size exclusion media. PubMed: Intramolecular relationships in cholinesterases revealed by oocyte expression of site-directed and natural variants of human BCHE. PubMed: Determination of potato glycoalkaloids and their aglycone in blood serum by high-performance liquid chromatography. Application to pharmacokinetic studies in humans. PubMed: Developmental toxicology of potato alkaloids in the frog embryo teratogenesis assay--Xenopus (FETAX). PubMed: Hepatic ornithine decarboxylase induction by potato glycoalkaloids in rats. PubMed: Aspartate-70 to glycine substitution confers resistance to naturally occurring and synthetic anionic-site ligands on in-ovo produced human butyrylcholinesterase. PubMed: Spirosolane-containing Solanum species and induction of congenital craniofacial malformations. PubMed: Use of ion-pairing reversed-phase liquid chromatography in separation of solanidine and solasodine. PubMed: Pathology in hamsters administered Solanum plant species that contain steroidal alkaloids. PubMed: Potato steroidal alkaloids and neural tube defects: serum concentrations fail to demonstrate a causal relation. PubMed: The inactivation of herpes simplex virus by some Solanaceae glycoalkaloids. PubMed: Measurement of potato steroidal alkaloids in human serum and saliva by radioimmunoassay. PubMed: Solanidine is present in sera of healthy individuals and in amounts dependent on their dietary potato consumption. PubMed: Neural-tube defects produced in Syrian hamsters by potato glycoalkaloids. PubMed: Determination of solanidine in human plasma by radioimmunoassay. PubMed: Kinetics and retention of solanidine in man. PubMed: Analysis of potato glycoalkaloids by gas-liquid chromatography of alkaloid components. PubMed: Potato glycoalkaloids. PubMed: [Nature and mechanism of action of the solanidine glycosides solanine and chaconine on biological objects]. PubMed: An outbreak of suspected solanine poisoning in schoolboys: Examinations of criteria of solanine poisoning. PubMed: Analysis of mixtures of solanidine and demissidine glycoalkaloids containing identical carbohydrate units. PubMed: [Determination of the solanine-chaconine ratio in potato sprouts and tubers (author's transl)]. PubMed: Positive inotropic action of Solanaceae glycoalkaloids. PubMed: A novel pathway for the synthesis of solanidine in the isolated chloroplast from greening potatoes. PubMed: High-pressure liquid chromatography of steroidal alkaloids. PubMed: Excretion, distribution and metabolic fate of 3H-alpha-chaconine. PubMed: [Determination of solanidine by the extraction-photometric method]. PubMed: Synthetic studies in steroidal alkaloids and sapogenins. VII. Synthesis of solanidine. PubMed: [On the biosynthesis of steroid derivatives in the plant kingdom. 8. Biogenesis of solanidine from cholesterol]. PubMed: The microbial hydroxylation of solanidine and the mass spectrometric studies of some hydroxylated solanidines. PubMed: [Solanum alkaloids. LIV. Synthesis of solanidine and 22-iso-solanidine from tomatid-5-ene-3-beta-ol]. PubMed: [SEPARATION OF SOLANINE, CHACONINE AND SOLANIDINE BY THIN LAYER CHROMATOGRAPHY]. PubMed: Differential inhibition of the serum cholinesterase phenotypes by solanine and solanidine. PubMed: [Synthesis of solanidine from demissidine]. PubMed: The occurrence and distribution of free alkaloid solanidine in netted gem potatoes.