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19057-60-4 | b-D-Glucopyranoside, (3b,25R)-spirost-5-en-3-ylO-6-deoxy-a-L-mannopyranosyl-(1?2)-O-[6-deoxy-a-L-mannopyranosyl-(1?4)]-
CAS No: 19057-60-4 Catalog No: AG00I2TD MDL No:MFCD02094174
Product Description
Catalog Number:
AG00I2TD
Chemical Name:
b-D-Glucopyranoside, (3b,25R)-spirost-5-en-3-ylO-6-deoxy-a-L-mannopyranosyl-(1?2)-O-[6-deoxy-a-L-mannopyranosyl-(1?4)]-
CAS Number:
19057-60-4
Molecular Formula:
C45H72O16
Molecular Weight:
869.0436
MDL Number:
MFCD02094174
IUPAC Name:
(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
InChI:
InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChI Key:
VNONINPVFQTJOC-ZGXDEBHDSA-N
SMILES:
OC[C@@H]1O[C@@H](O[C@@H]2CC[C@]3(C(=CC[C@@H]4[C@H]3CC[C@]3([C@H]4C[C@H]4[C@H]3[C@@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
UNII:
3B95U4OLWV
Properties
Complexity:
1600
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
26
Defined Bond Stereocenter Count:
0
Exact Mass:
868.482g/mol
Formal Charge:
0
Heavy Atom Count:
61
Hydrogen Bond Acceptor Count:
16
Hydrogen Bond Donor Count:
8
Isotope Atom Count:
0
Molecular Weight:
869.055g/mol
Monoisotopic Mass:
868.482g/mol
Rotatable Bond Count:
7
Topological Polar Surface Area:
236A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.3
Literature
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|---|---|
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| Dioscin inhibits colon tumor growth and tumor angiogenesis through regulating VEGFR2 and AKT/MAPK signaling pathways. | Toxicology and applied pharmacology 20141201 |
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| Reversal effect of Dioscin on multidrug resistance in human hepatoma HepG2/adriamycin cells. | European journal of pharmacology 20110305 |
| Application of proteomic and bioinformatic techniques for studying the hepatoprotective effect of dioscin against CCl₄-induced liver damage in mice. | Planta medica 20110301 |
| Apoptosis of human ovarian cancer cells induced by Paris chinensis dioscin via a Ca(2+)-mediated mitochondrion pathway. | Asian Pacific journal of cancer prevention : APJCP 20110101 |
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| New dioscin-glycosidase hydrolyzing multi-glycosides of dioscin from Absidia strain. | Journal of microbiology and biotechnology 20100601 |
| Hemolytic mechanism of dioscin proposed by molecular dynamics simulations. | Journal of molecular modeling 20100101 |
| Synthesis and cytotoxicities of icogenin analogues with disaccharide residues. | Bioorganic & medicinal chemistry letters 20090515 |
| Preparative separation of dioscin derivatives from Dioscorea villosa by centrifugal partition chromatography coupled with evaporative light scattering detection. | Journal of separation science 20080701 |
| Synthesis, cytotoxicity, and hemolytic activity of 6'-O-substituted dioscin derivatives. | Carbohydrate research 20071228 |
| Dioscin (saponin)-induced generation of reactive oxygen species through mitochondria dysfunction: a proteomic-based study. | Journal of proteome research 20071201 |
| Induction of growth hormone release by dioscin from Dioscorea batatas DECNE. | Journal of biochemistry and molecular biology 20071130 |
| Characterization of steroidal saponins in crude extract from Dioscorea nipponica Makino by liquid chromatography tandem multi-stage mass spectrometry. | Analytica chimica acta 20070905 |
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| Facile conversion of spirostan saponin into furostan saponin: synthesis of methyl protodioscin and its 26-thio-analogue. | Organic letters 20060622 |
| Effect of ethanol extract of dried Chinese yam (Dioscorea batatas) flour containing dioscin on gastrointestinal function in rat model. | Archives of pharmacal research 20060501 |
| Proteomic approach to study the cytotoxicity of dioscin (saponin). | Proteomics 20060401 |
| Purification and characterization of dioscin-alpha-L-rhamnosidase from pig liver. | Chemical & pharmaceutical bulletin 20050801 |
| Characterization of the pharmacokinetics of dioscin in rat. | Steroids 20050701 |
| Antineoplastic agents. 534. isolation and structure of sansevistatins 1 and 2 from the African Sansevieria ehrenbergii. | Journal of natural products 20050501 |
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| [Apoptosis of human chronic myeloid leukemia k562 cell induced by prosapogenin B of dioscin (P.B) in vitro]. | Ai zheng = Aizheng = Chinese journal of cancer 20030801 |
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| The synthesis of gracillin and dioscin: two typical representatives of spirostanol glycosides. | Carbohydrate research 20030404 |
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| Effects of two saponins extracted from the polygonatum Zanlanscianense pamp on the human leukemia (HL-60) cells. | Biological & pharmaceutical bulletin 20010201 |
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