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sarsasapogenin
tigogenin

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CAS Number: 82597-74-8Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J994.788D
XlogP3-AA:6.50 (est)
Molecular Weight:416.64528000
Formula:C27 H44 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 516.61 °C. @ 760.00 mm Hg (est)
Flash Point: 511.00 °F. TCC ( 266.20 °C. ) (est)
logP (o/w): 7.048 (est)
Soluble in:
 water, 0.02543 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Sarsasapogenin >98%
 
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 sarsasapogenin usage levels up to:
 not for fragrance use.
 
Recommendation for sarsasapogenin flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf

EPI System: View
AIDS Citations:Search
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Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :3035446
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0082597748
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):3035446
Pubchem (sid):135077655
 
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
KEGG (GenomeNet):C03963
HMDB (The Human Metabolome Database):HMDB30024
FooDB:FDB012684
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
 asparagus shoot
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 fenugreek leaf
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 fenugreek pericarp
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 fenugreek root
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 fenugreek seed
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 fenugreek stem
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 fenugreek tissue culture
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 radix sarsaparilla root
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 smilax ornata
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Synonyms:
 sarsaponin
 smilagenin
 spirostan-3-ol
 tigogenin
 

Articles:

PubMed:Synthesis and biological evaluation of novel sarsasapogenin derivatives as potential anti-tumor agents.
PubMed:LC-MS(n) characterization of steroidal saponins in Helleborus niger L. roots and their conversion products during fermentation.
PubMed:A monoclonal antibody-based competitive ELISA for the determination of ruscogenin in Chinese traditional medicines and biological samples.
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:The effects of Yucca schidigera and Quillaja saponaria on DNA damage, protein oxidation, lipid peroxidation, and some biochemical parameters in streptozotocin-induced diabetic 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:Rumen fermentation and nitrogen balance of lambs fed diets containing plant extracts rich in tannins and saponins, and associated emissions of nitrogen and methane.
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:The ameliorating effect of Yucca schidigera extract on canine and feline faecal aroma.
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.
 
Notes:
Constit. of Radix sarsaparilla (sarsaparilla root) Constit. of Jamaica sarsaparilla (Smilax ornata)
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