sarsasapogenin

spirostan-3-ol, (3beta,5beta,25S)- (9CI)

CAS: 126-19-2 C27 H44 O3 MW: 416.64528000

Identification

Namesarsasapogenin
CAS Number126-19-2
EINECS204-776-3
FDA UNIICFS802C28F
Molecular FormulaC27 H44 O3
Molecular Weight416.64528000
MDL NumberMFCD00270414
Nikkaji NumberJ5.383J

Regulatory

Physical Properties

Food Chemicals Codex Listed No
Melting Point 200.50 °C. @ 760.00 mm Hg
Boiling Point 516.60 °C. @ 760.00 mm Hg (est)
Flash Point 511.00 °F. TCC ( 266.20 °C. ) (est)
logP (o/w) 6.210 (est)
Soluble in water, 0.006622 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

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

Safety in Use

Categorycosmetic agents
Recommendation for sarsasapogenin usage levels up tonot for fragrance use.
Recommendation for sarsasapogenin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

parigenin spirostan-3-ol, (3beta,5beta,25S)- (9CI) spirostan-3-ol, (3β,5β,25S)- (25S)-5beta- spirostan-3beta-ol 5beta- spirostan-3beta-ol, (25S)- (8CI) (25S)-5β- spirostan-3β-ol PubMed: The genus Anemarrhena Bunge: A review on ethnopharmacology, phytochemistry and pharmacology. PubMed: Sarsasapogenin induces apoptosis via the reactive oxygen species-mediated mitochondrial pathway and ER stress pathway in HeLa cells. PubMed: Sarsasapogenin induces apoptosis via the reactive oxygen species-mediated mitochondrial pathway and ER stress pathway in HeLa cells. PubMed: Evaluation of anxiolytic-like effect of aqueous extract of asparagus stem in mice. PubMed: Efficient one-pot synthesis of tigogenin saponins and their antitumor activities. PubMed: Diacetoxyiodobenzene-mediated synthesis of unnatural furospirostane sapogenins derived from diosgenin and tigogenin. PubMed: Reversal of dopamine neurons and locomotor ability degeneration in aged rats with smilagenin. PubMed: Sarsasapogenin Increases Melanin Synthesis via Induction of Tyrosinase and Microphthalmia-Associated Transcription Factor Expression in Melan-a Cells. PubMed: Smilagenin attenuates beta amyloid (25-35)-induced degeneration of neuronal cells via stimulating the gene expression of brain-derived neurotrophic factor. PubMed: Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain. PubMed: Concise synthesis and antitumor activities of trisaccharide steroidal saponins. PubMed: A double-blind, placebo-controlled study of traditional Chinese medicine sarsasapogenin added to risperidone in patients with negative symptoms dominated schizophrenia. PubMed: Hydroxylation of steroids by Fusarium oxysporum, Exophiala jeanselmei and Ceratocystis paradoxa. PubMed: A novel sarsasapogenin glycoside from Asparagus racemosus elicits protective immune responses against HBsAg. PubMed: Simultaneous analysis of diosgenin and sarsasapogenin in Asparagus officinalis byproduct by thin-layer chromatography. PubMed: A sensitive indirect competitive enzyme-linked immunosorbent assay for the detection of sarsasapogenin in rat plasma. PubMed: Chemical constituents of Asparagus. PubMed: One unique steroidal sapogenin obtained through the microbial transformation of ruscogenin by Phytophthora cactorum ATCC 32134 and its potential inhibitory effect on tissue factor (TF) procoagulant activity. PubMed: Role of CREB in the regulatory action of sarsasapogenin on muscarinic M1 receptor density during cell aging. PubMed: Antiviral activity of Solanum paniculatum extract and constituents. PubMed: Inhibitory effects of steroidal timosaponins isolated from the rhizomes of Anemarrhena asphodeloides against passive cutaneous anaphylaxis reaction and pruritus. PubMed: Deacylation reactions of 20-acetyl dinorcholanic lactones and 20,23-diacetyl furost-22-enes. PubMed: An improved facile method for extraction and determination of steroidal saponins in Tribulus terrestris by focused microwave-assisted extraction coupled with GC-MS. PubMed: Synthesis of "glycospirostanes" via ring-closing metathesis. PubMed: Revisiting 23-iodospirostanes. New facts and full characterization. PubMed: The protective potential of Yucca schidigera (Sarsaponin 30) against nitrite-induced oxidative stress in rats. PubMed: Timosaponin AIII, a saponin isolated from Anemarrhena asphodeloides, ameliorates learning and memory deficits in mice. PubMed: Development and validation of a sensitive and rapid non-aqueous LC-ESI-MS/MS method for measurement of diosgenin in the plasma of normal and hyperlipidemic rats: a comparative study. PubMed: (20S,2''S)-20-[4'-(3''-Hydroxy-2''-methyl-prop-yl)-3'-methylisoxazol-5-yl]-5β-preg-nan-3β,16β-diol. PubMed: The zwitterion (23'E)-(23R,25S)-23-[1-(oxidoiminio)eth-yl]-5β-spiro-stan-3β-yl acetate. PubMed: Timosaponin A-III induces autophagy preceding mitochondria-mediated apoptosis in HeLa cancer cells. PubMed: Rat growth-hormone release stimulators from fenugreek seeds. PubMed: Steroids from the roots of Asparagus officinalis and their cytotoxic activity. PubMed: Regulation of M1-receptor mRNA stability by smilagenin and its significance in improving memory of aged rats. PubMed: PYM50028, a novel, orally active, nonpeptide neurotrophic factor inducer, prevents and reverses neuronal damage induced by MPP+ in mesencephalic neurons and by MPTP in a mouse model of Parkinson's disease. PubMed: Role of glial cell derived neurotrophic factor in the protective effect of smilagenin on rat mesencephalic dopaminergic neurons damaged by MPP+. PubMed: Mitochondrial ROS burst as an early sign in sarsasapogenin-induced apoptosis in HepG2 cells. PubMed: Anti-proliferative and pro-apoptotic effect of Smilax glabra Roxb. extract on hepatoma cell lines. PubMed: [Studies on accumulation of active ingredients, N, P and K in Anemarrhena asphodeloides]. PubMed: Inhibition of human rheumatoid arthritis synovial cell survival by hecogenin and tigogenin is associated with increased apoptosis, p38 mitogen-activated protein kinase activity and upregulation of cyclooxygenase-2. PubMed: [Investigation on the technology of processing Anemarrhena asphodeloides Bge. without hair by water]. PubMed: Identification of cytotoxic constituents of Narthecium ossifragum using bioassay-guided fractionation. PubMed: The apoptotic effect of sarsasapogenin from Anemarrhena asphodeloides on HepG2 human hepatoma cells. PubMed: Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells. PubMed: Antidepressant activity of sarsasapogenin from Anemarrhena asphodeloides Bunge (Liliaceae). PubMed: Antidepressant-like effects of sarsasapogenin from Anemarrhena asphodeloides BUNGE (Liliaceae). PubMed: Determination of ruscogenin in crude Chinese medicines and biological samples by immunoassay. PubMed: Steroidal saponins from roots of Asparagus officinalis. PubMed: A new approach to the pharmacological regulation of memory: Sarsasapogenin improves memory by elevating the low muscarinic acetylcholine receptor density in brains of memory-deficit rat models. PubMed: New bisfuran derivative from sarsasapogenin. An X-ray and NMR analysis. 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: [Synthesis from tigogenin and antituberculosis activity of some of the derivatives of 5alpha-ketosteroid hydrazones]. PubMed: Investigation of spectrophotometrically determined substances in Yucca extract by GC/MS, TLC and on-column injection GC. PubMed: Effect of sarsaponin on ruminal fermentation with particular reference to methane production in vitro. PubMed: Evidence for essential histidine and dicarboxylic amino-acid residues in the active site of UDP-glucose : solasodine glucosyltransferase from eggplant leaves. PubMed: Ovine metabolism of lithogenic sapogenins. Synthesis of [2,2,4,4-(2)h(4)]sarsasapogenone, [2,2,4,4-(2)h(4)]sarsasapogenin, and [2,2,4,4-(2)h(4)]episarsasapogenin and evaluation of deuterium retention in a sheep-dosing trial. PubMed: Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells. PubMed: Regioselective cleavage of rings E and F in sarsasapogenin. PubMed: [Screening of steroidal saponins from the bulbs of Lilium brownii var. colchesteri by combination of high performance liquid chromatography-electrospray ionization mass spectrometry and electron impact mass spectrometry]. PubMed: [Determination of sarsasapogenin in Anemarrhena asphodeloides Bunge by GC]. PubMed: Ruminal metabolism in sheep of saponins from Yucca schidigera. PubMed: Effect of sarsasapogenin and its derivatives on the stimulus coupled responses of human neutrophils. PubMed: [Determination of sarsasapogenin in "tian dong" by TLCS]. PubMed: Phospholipids modulate the substrate specificity of soluble UDP-glucose:steroid glucosyltransferase from eggplant leaves. PubMed: 13C cross-polarization MAS NMR study of some steroidal sapogenins. PubMed: Ovine metabolism of saponins: evaluation of a method for estimating the ovine uptake of steroidal saponins from Narthecium ossifragum. PubMed: Microdetermination of diosgenin from fenugreek (Trigonella foenum-graecum) seeds. PubMed: Spirostanols obtained by cyclization of pseudosaponin derivatives and comparison of anti-platelet agglutination activities of spirostanol glycosides. PubMed: Isolation of steroidal sapogenins implicated in experimentally induced cholangiopathy of sheep grazing Brachiaria decumbens in Brazil. PubMed: Influence of tempering on the feeding value of rolled corn in finishing diets for feedlot cattle. PubMed: Effect of Quillaja saponaria saponins and Yucca schidigera plant extract on growth of Escherichia coli. PubMed: Microbial transformation of dihydrosarsasapogenin with Mycobacterium sp. PubMed: Dependence of the 1H NMR chemical shifts of ring F resonances on the orientation of the 27-methyl group of spirostane-type steroidal sapogenins. PubMed: Metabolism of saponins from Narthecium ossifragum--a plant implicated in the aetiology of alveld, a hepatogenous photosensitization of sheep. PubMed: Anti-inflammatory activity of aqueous extracts and steroidal sapogenins of Agave americana. PubMed: Steroidal saponins from Smilax officinalis. PubMed: Influence of yucca extract on ruminal metabolism in cows. PubMed: An attempt to reproduce crystal-associated cholangitis in lambs in experimental dosing of sarsasapogenin or diosgenin alone and in combination with sporidesmin. PubMed: Structure-activity relationships of synthetic tigogenyl glycosides. PubMed: Epi-sarsasapogenin and epi-smilagenin: two sapogenins isolated from the rumen content of sheep intoxicated by Brachiaria decumbens. PubMed: [Quality of rhizoma Anemarrhenae grown for different periods of time and gathered in different seasons]. PubMed: Purification of toxic saponins from Narthecium asiaticum Maxim. PubMed: Cladosporium magnusianum (Jaap) M.B. Ellis is probably not involved in alveld. PubMed: The reactions of beta- and alpha-pyranose peracetates with PCl5, and utilization of the products to construct sarsasapogenin glycosides. PubMed: Implication of steroid saponins and sapogenins in the hypocholesterolemic effect of fenugreek. PubMed: [Steroidal saponins from Asparagus filicinus]. PubMed: [TLC-densitometric determination of sarsasapogenin in Anemarrhena asphodeloides Bge]. PubMed: Isolation of a steroidal sapogenin from the bile of a sheep fed Agave lecheguilla. PubMed: Influence of sarsaponin on growth, feed and nitrogen utilization in growing male rats fed diets with added urea or protein. PubMed: Effect of feeding Sarsaponin in cattle and swine diets. PubMed: Effects of alpha- and beta-tigogenin cellobiosides on cholesterol absorption. PubMed: Effect of steroidal sapogenins on ruminal fermentation and on production of lactating dairy cows. PubMed: Effects of sarsaponin on digestion and passage rates in cattle fed medium to low concentrate. PubMed: [Steroidal sapogenins from mildewed Dioscorea collettii Hook. f]. PubMed: Effects of synthetic glycosides on cholesterol absorption. PubMed: Steroidal sapogenins; magogenin and cacogenin and their biogenesis to chlorogenin and tigogenin.