demissidine
(22S,25S)-5alpha-solanidan-3beta-ol
Identification
| Name | demissidine |
| CAS Number | 474-08-8 |
| EINECS | 207-478-1 |
| FDA UNII | VG66W0726Y |
| Molecular Formula | C27 H45 N O |
| Molecular Weight | 399.66185000 |
| MDL Number | MFCD00200961 |
| Nikkaji Number | J12.041C |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 493.10 °C. @ 760.00 mm Hg (est) |
| Flash Point | 414.00 °F. TCC ( 212.40 °C. ) (est) |
| logP (o/w) | 7.460 (est) |
| Soluble in | water, 0.01624 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for demissidine usage levels up to | not for fragrance use. |
| Recommendation for demissidine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
demissidin
dihydrosolanidine
(22S,25S)-5-alpha-
solanidan-3-beta-ol
(3-beta,5-alpha)-
solanidan-3-ol
solanidan-3-ol, (3-beta,5-alpha)- (9CI)
solanidan-3-ol, (3beta,5alpha)-
(22R,25S)-5alpha-
solanidan-3beta-ol
(22S,25S)-5alpha-
solanidan-3beta-ol
5alpha-
solanidan-3beta-ol, (22R,25S)-
(22S,25S)-5-alpha-
solanidanine-3-beta-ol
22R,25S-5alpha-
solanidanine-3beta-ol
PubMed:
Ultrasonic extraction of steroidal alkaloids from potato peel waste.
PubMed:
Synthesis of demissidine by a ring fragmentation 1,3-dipolar cycloaddition approach.
PubMed:
Elucidation of the mass fragmentation pathways of potato glycoalkaloids and aglycons using Orbitrap mass spectrometry.
PubMed:
Distribution of glycoalkaloids in potato tubers of 59 accessions of two wild and five cultivated Solanum species.
PubMed:
Alkaloids induce programmed cell death in bloodstream forms of trypanosomes (Trypanosoma b. brucei).
PubMed:
Compartmentalization of oxidative stress and antioxidant defense in the larval gut of Spodoptera littoralis.
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:
Glycoalkaloids and metabolites inhibit the growth of human colon (HT29) and liver (HepG2) cancer cells.
PubMed:
Interaction of folk medicinal plant extracts with human alpha2-adrenoceptor subtypes.
PubMed:
Non-aqueous capillary electrophoresis with diode array and electrospray mass spectrometric detection for the analysis of selected steroidal alkaloids in plant extracts.
PubMed:
Inhibition of Trypanosoma cruzi growth in vitro by Solanum alkaloids: a comparison with ketoconazole.
PubMed:
UDP-glucose:solasodine glucosyltransferase from eggplant (Solanum melongena L.) leaves: partial purification and characterization.
PubMed:
Comparison of high- and low-energy collision-induced dissociation tandem mass spectrometry in the analysis of glycoalkaloids and their aglycons.
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:
Developmental toxicology of potato alkaloids in the frog embryo teratogenesis assay--Xenopus (FETAX).
PubMed:
Analysis of potato glycoalkaloids by gas-liquid chromatography of alkaloid components.
PubMed:
Analysis of mixtures of solanidine and demissidine glycoalkaloids containing identical carbohydrate units.
PubMed:
[Synthesis of solanidine from demissidine].