Name | Methylprotodioscin |
Synonyms | Smilax saponin B Smilax saponin B Methylprotodioscin methyl protodioscin 22-Methoxylprotodioscin 22-O-Methylprotodioscin Methylprotodioscin(SMilax saponin B) 3b,26-Dihydroxy-22a-methoxyfurost-5-ene 3-O-beta-chacotrioside 26-O-beta-D-glucopyranoside [(25R)-26-(β-D-Glucopyranosyloxy)-22α-methoxyfurost-5-en-3β-yl]2-O,4-O-bis(α-L-rhamnopyranosyl)-β-D-glucopyranoside [(22R,25R)-22-Methoxy-26-(β-D-glucopyranosyloxy)furosta-5-ene-3β-yl]2-O,4-O-di-α-L-rhamnopyranosyl-β-D-glucopyranoside |
CAS | 54522-52-0 |
InChI | InChI=1/C52H86O22/c1-21(20-66-46-40(61)39(60)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(32(19-54)71-49)72-47-41(62)37(58)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3/t21-,22+,23+,24+,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 |
Molecular Formula | C52H86O22 |
Molar Mass | 1063.23 |
Density | 1.43 |
Melting Point | 175-177 °C |
Solubility | Soluble in methanol |
Appearance | White crystalline powder |
Color | White to Off-White |
pKa | 12?+-.0.70(Predicted) |
Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
Stability | Hygroscopic |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.619 |
MDL | MFCD30478892 |
Reference Show more | 1. Zhao Lu, Wang tiaijie, Cheng Lei, et al. Study on the correlation between the fingerprint of Rhizoma dioscoreae nipponicae and its inhibitory activity on the proliferation of human hepatoma HepG2 cells [J]. Journal of Shenyang Pharmaceutical University, 2013(05):366-373. 2. Sun Peng, Yin Haobo, Yao Jia. Content changes of saponins from Dioscorea nipponica Makino under continuous cropping obstacle [J]. Practical Medicine and clinic, 2016(3):339-342, a total of 4 pages. 3. [IF = 2.289] Zhou Shun et al."Anthelmintic effect of natural saponins against Gyrodactylus kobayashii in goldfish (Carassius auratus) and IR 3D-QSAR analysis." Parasitol Res. 2021 Mar;120(3):1143-1150 |
Distribution | Steroidal saponins are a class of sterol compounds containing 27 carbon atoms as aglycones and oligosaccharides. They are widely distributed in nature, mainly concentrated in Lilies, Dioscoreaceae and Agave plants, with Dioscoreaceae and Dioscoreaceae being the most concentrated. |
structure | structurally can be divided into spiral sterane type, furansterane type and cholesterane type. furansterane saponins are a kind of important steroid compounds, mostly disaccharide saponins in structure, usually attached to sugar chains at C3 and C26 positions of aglycoins, its representative compound is methyl prodiosgenin, which was first isolated from the rhizomes of fresh Dioscoreaceae plants in 1974. Methyl prodiosgenin usually exists in a variety of Dioscoreum plants together with diosgenin In addition, it also exists in the seeds of Smilax, asparagus and fenugreek. |
biological activity | Methyl protodioscin is a kind of steroid diglycoside with anti-tumor activity, which can induce cell cycle arrest. |
use | used for content determination/identification/pharmacological experiments, etc. |