Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C27H44O4 |
| Molecular Weight | 432.6359 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 13 / 13 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)[C@H](O)C[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2
InChI
InChIKey=FWCXELAAYFYCSR-RYKNUXCGSA-N
InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+,27-/m1/s1
| Molecular Formula | C27H44O4 |
| Molecular Weight | 432.6359 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 12 / 13 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Gitogenin was first extracted from the herbs of Agave Americana. This compound was found to be a selective inhibitor of UDP- glucuronosyltransferase 1A4 and α-glucosidase, and does not exhibit any inhibition of the major human CYP isoforms. In vitro experiments revealed that gitogenin moderated stimulation for the release of growth hormone from rat pituitary cells.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P22310 Gene ID: 54657.0 Gene Symbol: UGT1A4 Target Organism: Homo sapiens (Human) |
|||
Target ID: O43451 Gene ID: 8972.0 Gene Symbol: MGAM Target Organism: Homo sapiens (Human) |
37.2 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
In Vitro Use Guide
Curator's Comment: Longipetalosides and gitogenin were isolated from the methanolic extract of the whole plant of Tribulus longipetalus. The structures of these compounds were established by using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, COSY, NOESY) spectroscopy, and mass spectrometry (ESIMS, HRESIMS), and in comparison with literature data reported for related compounds. Compounds were evaluated for their inhibitory activities against enzymes α-glucosidase, lipoxygenase, acetylcholinesterase, and butyrylcholinesterase. Only the compounds 4 and 5 (gitogenin) were found as the inhibitors of enzyme α-glucosidase with IC50 values of 33.5±0.22 and 37.2±0.18μM, respectively
Unknown
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:55:29 GMT 2023
by
admin
on
Sat Dec 16 07:55:29 GMT 2023
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| Record UNII |
60ZMY8IH51
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| Record Status |
Validated (UNII)
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