Methyl protogracillinCAS# 54522-53-1 |
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
| Cas No. | 54522-53-1 | SDF | Download SDF |
| PubChem ID | 171348 | Appearance | Powder |
| Formula | C52H86O23 | M.Wt | 1079.24 |
| Type of Compound | Steroids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,3R,4R,5R,6S)-2-[(2R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol | ||
| SMILES | CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC | ||
| Standard InChIKey | LOSNTJHBTWBJCC-OOVOOHTRSA-N | ||
| Standard InChI | InChI=1S/C52H86O23/c1-21(20-67-46-41(63)39(61)35(57)30(17-53)70-46)9-14-52(66-6)22(2)33-29(75-52)16-28-26-8-7-24-15-25(10-12-50(24,4)27(26)11-13-51(28,33)5)69-49-45(74-47-42(64)38(60)34(56)23(3)68-47)44(37(59)32(19-55)72-49)73-48-43(65)40(62)36(58)31(18-54)71-48/h7,21-23,25-49,53-65H,8-20H2,1-6H3/t21-,22+,23+,25+,26-,27+,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45?,46-,47+,48+,49-,50+,51+,52-/m1/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
||
| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
||
| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Methyl protoneogracillin can cause morphological abnormality of Pyricularia oryzae mycelia. 2. Methyl protoneogracillin shows cytotoxic activitiy against the cancer cell line of K562 in vitro as antineoplastic agents. |
| Targets | Antifection |
Methyl protogracillin Dilution Calculator
Methyl protogracillin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 0.9266 mL | 4.6329 mL | 9.2658 mL | 18.5316 mL | 23.1644 mL |
| 5 mM | 0.1853 mL | 0.9266 mL | 1.8532 mL | 3.7063 mL | 4.6329 mL |
| 10 mM | 0.0927 mL | 0.4633 mL | 0.9266 mL | 1.8532 mL | 2.3164 mL |
| 50 mM | 0.0185 mL | 0.0927 mL | 0.1853 mL | 0.3706 mL | 0.4633 mL |
| 100 mM | 0.0093 mL | 0.0463 mL | 0.0927 mL | 0.1853 mL | 0.2316 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Methyl protodioscin
Catalog No.:BCN6342
CAS No.:54522-52-0
- H-Leu-CMK.HCl
Catalog No.:BCC2971
CAS No.:54518-92-2
- 5-Aminolevulinic acid HCl
Catalog No.:BCC4883
CAS No.:5451-09-2
- Erythrodiol
Catalog No.:BCN5726
CAS No.:545-48-2
- Lupeol
Catalog No.:BCN5725
CAS No.:545-47-1
- Uvaol
Catalog No.:BCN5724
CAS No.:545-46-0
- 5-Glutinen-3-ol
Catalog No.:BCN5723
CAS No.:545-24-4
- Jolkinolide E
Catalog No.:BCN3772
CAS No.:54494-34-7
- 3alpha-dihydrocadambine
Catalog No.:BCN8151
CAS No.:54483-84-0
- JNJ 10181457 dihydrochloride
Catalog No.:BCC7842
CAS No.:544707-20-2
- UBP 282
Catalog No.:BCC7171
CAS No.:544697-47-4
- MRS 1845
Catalog No.:BCC7198
CAS No.:544478-19-5
- Nicardipine HCl
Catalog No.:BCC4685
CAS No.:54527-84-3
- QNZ (EVP4593)
Catalog No.:BCC2249
CAS No.:545380-34-5
- AMG 9810
Catalog No.:BCC7329
CAS No.:545395-94-6
- Quercetin-3-O-glucose-6'-acetate
Catalog No.:BCN6545
CAS No.:54542-51-7
- Doxercalciferol
Catalog No.:BCC4902
CAS No.:54573-75-0
- Conessine
Catalog No.:BCC7352
CAS No.:546-06-5
- Alantolactone
Catalog No.:BCN1033
CAS No.:546-43-0
- α-Thujone
Catalog No.:BCC8271
CAS No.:546-80-5
- Columbin
Catalog No.:BCN2622
CAS No.:546-97-4
- Boc-Lys(2-Cl-Z)-OH
Catalog No.:BCC3416
CAS No.:54613-99-9
- URB597
Catalog No.:BCC2324
CAS No.:546141-08-6
- Diethyl 2-acetamido-2-phenethylmalonate
Catalog No.:BCC8940
CAS No.:5463-92-3
The cytotoxicity of methyl protoneogracillin (NSC-698793) and gracillin (NSC-698787), two steroidal saponins from the rhizomes of Dioscorea collettii var. hypoglauca, against human cancer cells in vitro.[Pubmed:12820229]
Phytother Res. 2003 Jun;17(6):620-6.
In our continuous studies of anticancer activity of steroidal saponins from the rhizomes of Dioscorea collettii var. hypoglauca (Dioscoreaceae), methyl protoneogracillin (NSC-698793) and gracillin (NSC-698787) were tested for cytotoxicity against human cancer cell lines from leukemia and eight solid tumor diseases. As a result, methyl protoneogracillin was cytotoxic against all the test cell lines with GI(50) < 100 micro M, especially selectively against two leukemia lines (CCRF-CEM and RPMT-8226), one colon cancer line (KM12), two central nervous system (CNS) cancer lines (SF-539 and U251), one melanoma line (M14), one renal cancer line (786-0), one prostate cancer line (DU-145), and one breast cancer line (MDA-MB-435), with GI(50) < or = 2.0 micro M. Leukemia, CNS cancer, and prostate cancer were the most sensitive subpanels, while ovarian cancer was the least sensitive subpanels. The preliminary toxicity studies showed that the maximum tolerant dose was 600 mg/kg for methyl protoneogracillin to mice. Gracillin was cytotoxic against most cell lines with GI(50), TGI and LC(50) at micromolar levels, but no activity against EKVX (non-small cell lung cancer), HT29 (colon cancer), OVCAR-5 (ovarian cancer), and SN12C (renal cancer). Based on structure-activity relationship, C-25 R/S con fi guration was critical for leukemia selectivity between methyl protoneogracillin and Methyl protogracillin. F-ring was critical to selectivity between furostanol (methyl protoneogracillin and Methyl protogracillin) and spirostanol (gracillin) saponins in this study. By an analysis of COMPARE software, no compounds in the NCI's database had similar mean graphs to those of methyl protoneogracillin and gracillin, respectively, indicating potential novel mechanism(s) of action involved. Put all in together, methyl protoneogracillin has been selected as a potential anticancer candidate for hollow fi ber assay to nude mice, but gracillin will not be pursued due to lack of selectivity against human cancer diseases.
Antineoplastic agents. II. Four furostanol glycosides from rhizomes of Dioscorea collettii var. hypoglauca.[Pubmed:17252340]
Planta Med. 1997 Apr;63(2):161-5.
During activity-guided fractionations to screen for antineoplastic agents, further studies by means of preparative HPLC led to the isolation of four known furostanol saponins: protoneodioscin, protodioscin, protoneogracillin, protogracillin, along with their corresponding artifacts: methyl protoneodioscin, methyl protodioscin, methyl protoneogracillin, and Methyl protogracillin, from the rhizomes of Dioscorea collettii var. hypoglauca. Among them, protoneodioscin, protodioscin, and protoneogracillin are first reported from the title plant. The structures of the compounds were established on the basis of chemical evidence and spectral analysis (1H-NMR, 13C-IMMR, 1H-1H COSY, HMQC, HMBC, and FAB-MS). These eight compounds all caused morphological abnormality of Pyricularia oryzae mycelia. They also showed cytotoxic activities against the cancer cell line of K562 in vitro as antineoplastic agents.
