Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C51H84O22 |
| Molecular Weight | 1049.1995 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 31 / 31 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@H](CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@](O)(CC[C@@H](C)CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)O2)O[C@]7([H])O[C@H](CO)[C@@H](O[C@]8([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@H](O)[C@H]7O[C@]9([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O
InChI
InChIKey=LVTJOONKWUXEFR-UEZXSUPNSA-N
InChI=1S/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3/t20-,21+,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-/m1/s1
| Molecular Formula | C51H84O22 |
| Molecular Weight | 1049.1995 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 30 / 31 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11988850 | https://www.ncbi.nlm.nih.gov/pubmed/12804079
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11988850 | https://www.ncbi.nlm.nih.gov/pubmed/12804079
Protodioscin is a steroidal saponin compound found in a number of plant species, most notably in the Tribulus, Trigonella and Dioscorea families. Extracts from T. terrestris standardised have been demonstrated to produce proerectile effects in isolated tissues and aphrodisiac action in several animal species. Protodioscin have shown cytotoxic effects against a number of leukemia and solid tumors cell lines.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Two new sulfated furostanol saponins from Tribulus terrestris. | 2002 Jan-Feb |
|
| Sexual effects of puncturevine (Tribulus terrestris) extract (protodioscin): an evaluation using a rat model. | 2003 Apr |
|
| Steroidal saponins from Dioscorea panthaica and their cytotoxic activity. | 2004 Apr |
|
| Synthesis of bidesmosidic dihydrodiosgenin saponins bearing a 3-O-beta-chacotriosyl moiety. | 2004 Jul 12 |
|
| Methyl protodioscin induces G2/M arrest and apoptosis in K562 cells with the hyperpolarization of mitochondria. | 2005 Jun 28 |
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| Microbial metabolism of methyl protodioscin by Aspergillus niger culture--a new androstenedione producing way from steroid. | 2006 Jul |
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| [Study on steroidal saponins of Dioscorea septemloba thunb]. | 2006 Nov |
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| Methyl protodioscin induces G2/M cell cycle arrest and apoptosis in HepG2 liver cancer cells. | 2006 Sep 8 |
|
| Determination of protodioscin in rat plasma by liquid chromatography-tandem mass spectrometry. | 2007 Apr 1 |
|
| Distribution of steroidal saponins in Tribulus terrestris from different geographical regions. | 2008 Jan |
|
| A new spirostanol glycoside from fruits of Solanum indicum L. | 2009 Jul |
|
| [Effects of methyl protodioscin on [Ca2+]i and ATPase activity in cardiomyocytes and analysis of mechanisms]. | 2010 Jan |
|
| Ligand fishing from Dioscorea nipponica extract using human serum albumin functionalized magnetic nanoparticles. | 2010 Jul 9 |
|
| Pharmacokinetics of methyl protodioscin in rats. | 2010 May |
|
| Antihyperlipidemic effect of protodioscin, an active ingredient isolated from the rhizomes of Dioscorea nipponica. | 2010 Oct |
Patents
Sample Use Guides
24 New Zealand white rabbits were divided randomly into four groups of six each. Group I served control and was treated with vehicle alone. Groups II, III, IV were treated with three different concentrations of Tribulus terrestris extracts (2.5, 5 and 10 mg/kg, respectively), orally for 8 weeks.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:07:46 UTC 2023
by
admin
on
Fri Dec 15 18:07:46 UTC 2023
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| Record UNII |
D0LC3PH24P
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| Record Status |
Validated (UNII)
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| Record Version |
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DSLD |
1157 (Number of products:8)
Created by
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| Code System | Code | Type | Description | ||
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DTXSID901021361
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8588
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Protodioscin
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55056-80-9
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441891
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D0LC3PH24P
Created by
admin on Fri Dec 15 18:07:47 UTC 2023 , Edited by admin on Fri Dec 15 18:07:47 UTC 2023
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| Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
