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126-18-1

126-18-1 | Spirostan-3-ol, (3β,5β,25R)-

CAS No: 126-18-1 Catalog No: AG000QO6 MDL No:

Product Description

Catalog Number:
AG000QO6
Chemical Name:
Spirostan-3-ol, (3β,5β,25R)-
CAS Number:
126-18-1
Molecular Formula:
C27H44O3
Molecular Weight:
416.6365
IUPAC Name:
(1R,2S,4S,5'R,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-/m1/s1
InChI Key:
GMBQZIIUCVWOCD-UQHLGXRBSA-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:
204-775-8
UNII:
GQE3Q7YMVZ
NSC Number:
93747

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
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
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
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
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
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
The protective potential of Yucca schidigera (Sarsaponin 30) against nitrite-induced oxidative stress in rats. Journal of natural medicines 20090701
Synthesis of 'glycospirostanes' via ring-closing metathesis. Steroids 20090101
Antiviral activity of Solanum paniculatum extract and constituents. Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101
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
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
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
Antidepressant-like effects of sarsasapogenin from Anemarrhena asphodeloides BUNGE (Liliaceae). Biological & pharmaceutical bulletin 20061101
Bioactive steroidal saponins from Smilax medica. Planta medica 20060601
Anti-inflammatory and anti-arthritic effects of Yucca schidigera: a review. Journal of inflammation (London, England) 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
Ovine metabolism of diosgenin coated on cellulose in relation to hepatogenous photosensitization of ruminants. Veterinary and human toxicology 20030201
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

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