200,000+ products from a single source!
sales@angenechem.com
Home > Other Heterocycles > 126-19-2
126-19-2 | Spirostan-3-ol, (3β,5β,25S)-
CAS No: 126-19-2 Catalog No: AG000QO5 MDL No:
Product Description
Catalog Number:
AG000QO5
Chemical Name:
Spirostan-3-ol, (3β,5β,25S)-
CAS Number:
126-19-2
Molecular Formula:
C27H44O3
Molecular Weight:
416.6365
IUPAC Name:
(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-ol
InChI:
InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
InChI Key:
GMBQZIIUCVWOCD-WWASVFFGSA-N
SMILES:
C[C@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC[C@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3)O)C
EC Number:
204-776-3
UNII:
CFS802C28F
Properties
Complexity:
694
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
12
Defined Bond Stereocenter Count:
0
Exact Mass:
416.329g/mol
Formal Charge:
0
Heavy Atom Count:
30
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
416.646g/mol
Monoisotopic Mass:
416.329g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
38.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.5
Literature
| Title | Journal |
|---|---|
| Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. | Bioorganic & medicinal chemistry 20121115 |
| Smilagenin attenuates beta amyloid (25-35)-induced degeneration of neuronal cells via stimulating the gene expression of brain-derived neurotrophic factor. | Neuroscience 20120517 |
| Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain. | Steroids 20120401 |
| Antiproliferative property of n-hexane and chloroform extracts of Anisomeles malabarica (L). R. Br. in HPV16-positive human cervical cancer cells. | Journal of pharmacology & pharmacotherapeutics 20120101 |
| Concise synthesis and antitumor activities of trisaccharide steroidal saponins. | Carbohydrate research 20111108 |
| Hydroxylation of steroids by Fusarium oxysporum, Exophiala jeanselmei and Ceratocystis paradoxa. | Steroids 20111101 |
| A double-blind, placebo-controlled study of traditional Chinese medicine sarsasapogenin added to risperidone in patients with negative symptoms dominated schizophrenia. | Neuroscience bulletin 20110801 |
| A novel sarsasapogenin glycoside from Asparagus racemosus elicits protective immune responses against HBsAg. | Immunology letters 20110330 |
| Simultaneous analysis of diosgenin and sarsasapogenin in Asparagus officinalis byproduct by thin-layer chromatography. | Phytochemical analysis : PCA 20110101 |
| High-performance liquid chromatography analysis of plant saponins: An update 2005-2010. | Pharmacognosy reviews 20110101 |
| Inhibitory effects of steroidal timosaponins isolated from the rhizomes of Anemarrhena asphodeloides against passive cutaneous anaphylaxis reaction and pruritus. | Immunopharmacology and immunotoxicology 20100901 |
| A sensitive indirect competitive enzyme-linked immunosorbent assay for the detection of sarsasapogenin in rat plasma. | Acta pharmacologica Sinica 20100801 |
| 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. | Bioorganic & medicinal chemistry letters 20100715 |
| Regulation of M1-receptor mRNA stability by smilagenin and its significance in improving memory of aged rats. | Neurobiology of aging 20100601 |
| Role of CREB in the regulatory action of sarsasapogenin on muscarinic M1 receptor density during cell aging. | FEBS letters 20100416 |
| Deacylation reactions of 20-acetyl dinorcholanic lactones and 20,23-diacetyl furost-22-enes. | Steroids 20100301 |
| Chemical constituents of Asparagus. | Pharmacognosy reviews 20100101 |
| An improved facile method for extraction and determination of steroidal saponins in Tribulus terrestris by focused microwave-assisted extraction coupled with GC-MS. | Journal of separation science 20091201 |
| (20S,2''S)-20-[4'-(3''-Hydroxy-2''-methyl-prop-yl)-3'-methylisoxazol-5-yl]-5β-preg-nan-3β,16β-diol. | Acta crystallographica. Section E, Structure reports online 20091201 |
| Timosaponin AIII, a saponin isolated from Anemarrhena asphodeloides, ameliorates learning and memory deficits in mice. | Pharmacology, biochemistry, and behavior 20090801 |
| The protective potential of Yucca schidigera (Sarsaponin 30) against nitrite-induced oxidative stress in rats. | Journal of natural medicines 20090701 |
| Asparagus root regulates cholesterol metabolism and improves antioxidant status in hypercholesteremic rats. | Evidence-based complementary and alternative medicine : eCAM 20090601 |
| 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. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090515 |
| Synthesis of 'glycospirostanes' via ring-closing metathesis. | Steroids 20090101 |
| Timosaponin AIII is preferentially cytotoxic to tumor cells through inhibition of mTOR and induction of ER stress. | PloS one 20090101 |
| Antiviral activity of Solanum paniculatum extract and constituents. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101 |
| Timosaponin A-III induces autophagy preceding mitochondria-mediated apoptosis in HeLa cancer cells. | Cancer research 20081215 |
| Rat growth-hormone release stimulators from fenugreek seeds. | Chemistry & biodiversity 20080901 |
| 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. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080701 |
| Steroids from the roots of Asparagus officinalis and their cytotoxic activity. | Journal of integrative plant biology 20080601 |
| Role of glial cell derived neurotrophic factor in the protective effect of smilagenin on rat mesencephalic dopaminergic neurons damaged by MPP+. | FEBS letters 20080319 |
| Mitochondrial ROS burst as an early sign in sarsasapogenin-induced apoptosis in HepG2 cells. | Cell biology international 20080301 |
| (E)-(25S)-23-Acetyl-5β-furost-22-ene-3β,26-diol. | Acta crystallographica. Section E, Structure reports online 20080301 |
| Anti-proliferative and pro-apoptotic effect of Smilax glabra Roxb. extract on hepatoma cell lines. | Chemico-biological interactions 20080110 |
| 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. | International journal of molecular medicine 20071001 |
| The apoptotic effect of sarsasapogenin from Anemarrhena asphodeloides on HepG2 human hepatoma cells. | Cell biology international 20070901 |
| [Studies on accumulation of active ingredients, N, P and K in Anemarrhena asphodeloides]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070801 |
| Identification of cytotoxic constituents of Narthecium ossifragum using bioassay-guided fractionation. | Journal of agricultural and food chemistry 20070725 |
| Treating senile dementia with traditional Chinese medicine. | Clinical interventions in aging 20070601 |
| Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells. | Molecular and cellular endocrinology 20070530 |
| [Investigation on the technology of processing Anemarrhena asphodeloides Bge. without hair by water]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070301 |
| Antidepressant activity of sarsasapogenin from Anemarrhena asphodeloides Bunge (Liliaceae). | Die Pharmazie 20070101 |
| Psychoimmunological effects of dioscorea in ovariectomized rats: role of anxiety level. | Annals of general psychiatry 20070101 |
| Determination of ruscogenin in crude Chinese medicines and biological samples by immunoassay. | Analytical and bioanalytical chemistry 20061101 |
| Antidepressant-like effects of sarsasapogenin from Anemarrhena asphodeloides BUNGE (Liliaceae). | Biological & pharmaceutical bulletin 20061101 |
| Steroidal saponins from roots of Asparagus officinalis. | Steroids 20060201 |
| New bisfuran derivative from sarsasapogenin. An X-ray and NMR analysis. | Steroids 20060101 |
| 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. | Brain research 20051026 |
| 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. | Bioorganic & medicinal chemistry 20050215 |
| Investigation of spectrophotometrically determined substances in Yucca extract by GC/MS, TLC and on-column injection GC. | Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20040601 |
| [Synthesis from tigogenin and antituberculosis activity of some of the derivatives of 5alpha-ketosteroid hydrazones]. | Bioorganicheskaia khimiia 20040101 |
| Effect of sarsaponin on ruminal fermentation with particular reference to methane production in vitro. | Journal of dairy science 20031001 |
| 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. | Journal of agricultural and food chemistry 20030423 |
| Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells. | International journal of oncology 20030401 |
| Regioselective cleavage of rings E and F in sarsasapogenin. | Steroids 20030201 |
| Evidence for essential histidine and dicarboxylic amino-acid residues in the active site of UDP-glucose : solasodine glucosyltransferase from eggplant leaves. | Acta biochimica Polonica 20030101 |
| Ruminal metabolism in sheep of saponins from Yucca schidigera. | Veterinary research communications 20020201 |
| Effect of sarsasapogenin and its derivatives on the stimulus coupled responses of human neutrophils. | Clinica chimica acta; international journal of clinical chemistry 20011201 |
| Phospholipids modulate the substrate specificity of soluble UDP-glucose:steroid glucosyltransferase from eggplant leaves. | Phytochemistry 20011101 |
| [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]. | Se pu = Chinese journal of chromatography 20010901 |
| [Determination of sarsasapogenin in 'tian dong' by TLCS]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010801 |
| Ovine metabolism of saponins: evaluation of a method for estimating the ovine uptake of steroidal saponins from Narthecium ossifragum. | Veterinary research communications 20010401 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.