Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H25N3O4 |
| Molecular Weight | 311.3767 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(O)=O
InChI
InChIKey=DOFAQXCYFQKSHT-SRVKXCTJSA-N
InChI=1S/C15H25N3O4/c1-9(2)12(16)14(20)17-7-3-5-10(17)13(19)18-8-4-6-11(18)15(21)22/h9-12H,3-8,16H2,1-2H3,(H,21,22)/t10-,11-,12-/m0/s1
| Molecular Formula | C15H25N3O4 |
| Molecular Weight | 311.3767 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Hemodynamic effects of lactotripeptides from casein hydrolysate in Mediterranean normotensive subjects and patients with high-normal blood pressure: a randomized, double-blind, crossover clinical trial. | 2010-12 |
|
| The blood pressure lowering effect of lactotripeptides and salt intake in 24-h ambulatory blood pressure measurements. | 2010-07 |
|
| Long-term intervention with Lactobacillus helveticus fermented milk reduces augmentation index in hypertensive subjects. | 2010-04 |
|
| Additive beneficial effects of lactotripeptides intake with regular exercise on endothelium-dependent dilatation in postmenopausal women. | 2010-04 |
|
| The impact of lactotripeptides on blood pressure response in stage 1 and stage 2 hypertensives. | 2010-03 |
|
| Milk Products Containing Bioactive Tripeptides Have an Antihypertensive Effect in Double Transgenic Rats (dTGR) Harbouring Human Renin and Human Angiotensinogen Genes. | 2010 |
|
| Effects of milk casein-derived tripeptides Ile-Pro-Pro, Val-Pro-Pro, and Leu-Pro-Pro on enzymes processing vasoactive precursors in vitro. | 2010 |
|
| Cardiovascular activity of milk casein-derived tripeptides and plant sterols in spontaneously hypertensive rats. | 2009-12 |
|
| Beneficial potential of casein hydrolysate containing Val-Pro-Pro and Ile-Pro-Pro on central blood pressure and hemodynamic index: a preliminary study. | 2009-12 |
|
| Additive beneficial effects of lactotripeptides and aerobic exercise on arterial compliance in postmenopausal women. | 2009-11 |
|
| Study of the mechanism of antihypertensive peptides VPP and IPP in spontaneously hypertensive rats by DNA microarray analysis. | 2009-10-12 |
|
| Casein-derived tripeptide, Val-Pro-Pro (VPP), modulates monocyte adhesion to vascular endothelium. | 2009-10 |
|
| The lactotripeptides isoleucine-proline-proline and valine-proline-proline do not inhibit the N-terminal or C-terminal angiotensin converting enzyme active sites in humans. | 2009-07 |
|
| Hot topic: Changes in angiotensin-converting enzyme inhibition and concentrations of the tripeptides Val-Pro-Pro and Ile-Pro-Pro during ripening of different Swiss cheese varieties. | 2009-03 |
|
| Activities of angiotensin-converting enzymes ACE1 and ACE2 and inhibition by bioactive peptides in porcine ocular tissues. | 2009-02 |
|
| Optimization of the bioconvertion of the angiotensin I converting enzyme inhibitors IPP and VPP. | 2009 |
|
| Dose-dependent lowering of blood pressure by dairy peptides in mildly hypertensive subjects. | 2009 |
|
| Purification and characterization of L-phenylalanine aminopeptidase from chick-pea cotyledons (Cicer arietinum L.). | 2009 |
|
| Stabilization of neutral NH2-R-COOH form of the antihypertensive peptides L-Valyl-L-Prolyl-L-Proline and L-Isoleucyl-L-Prolyl-L-Proline. | 2009 |
|
| Pharmacokinetics of proline-rich tripeptides in the pig. | 2008-12 |
|
| Studies on the molecular recognition between bioactive peptides and angiotensin-converting enzyme. | 2008-09-26 |
|
| The angiotensin converting enzyme inhibitory tripeptides Ile-Pro-Pro and Val-Pro-Pro show increasing permeabilities with increasing physiological relevance of absorption models. | 2008-08 |
|
| Producibility and digestibility of antihypertensive beta-casein tripeptides, Val-Pro-Pro and Ile-Pro-Pro, in the gastrointestinal tract: analyses using an in vitro model of mammalian gastrointestinal digestion. | 2008-02-13 |
|
| Lactotripeptides show no effect on human blood pressure: results from a double-blind randomized controlled trial. | 2008-02 |
|
| Occurrence of the angiotensin-converting enzyme inhibiting tripeptides Val-Pro-Pro and Ile-Pro-Pro in different cheese varieties of Swiss origin. | 2008-01 |
|
| A novel form of transducin-dependent retinal degeneration: accelerated retinal degeneration in the absence of rod transducin. | 2007-12 |
|
| A 90-day subchronic toxicity study and reproductive toxicity studies on ACE-inhibiting lactotripeptide. | 2007-08 |
|
| Casein hydrolysate containing the antihypertensive tripeptides Val-Pro-Pro and Ile-Pro-Pro improves vascular endothelial function independent of blood pressure-lowering effects: contribution of the inhibitory action of angiotensin-converting enzyme. | 2007-06 |
|
| Effects of bioactive peptide, valyl-prolyl-proline (VPP), and lactobacillus helveticus fermented milk containing VPP on bone loss in ovariectomized rats. | 2007 |
|
| Lactobacillus helveticus fermented milk lowers blood pressure in hypertensive subjects in 24-h ambulatory blood pressure measurement. | 2005-12 |
|
| Effect of powdered fermented milk with Lactobacillus helveticus on subjects with high-normal blood pressure or mild hypertension. | 2005-08 |
|
| Antihypertensive effect of casein hydrolysate in a placebo-controlled study in subjects with high-normal blood pressure and mild hypertension. | 2005-07 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): IX. Evaluation of the mutagenic potential of synthesized L-valyl-L-prolyl-L-proline in the Salmonella-Escherichia coli/microsome, incorporation assay. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): VIII. Assessment of cytotoxicity and clastogenicity of tripeptides-containing casein hydrolysate and Lactobacillus helveticus-fermented milk powders in Chinese hamster lung cells. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): VII. Micronucleus test of tripeptides-containing casein hydrolysate and Lactobacillus helveticus-fermented milk powders in rats and mice. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): VI. Effects of Lactobacillus helveticus-fermented milk powder on fertility and reproductive performance of rats. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): V. A 13-week toxicity study of tripeptides-containing casein hydrolysate in male and female rats. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): IV. Assessment of the repeated-dose toxicological potential of synthesized L-valyl-L-prolyl-L-proline in male and female rats and dogs. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): III. Single- and/or repeated-dose toxicity of tripeptides-containing Lactobacillus helveticus-fermented milk powder and casein hydrolysate in rats. | 2005 |
|
| Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyI-L-proline): II. Introduction. | 2005 |
|
| Effect of ingesting sour milk fermented using Lactobacillus helveticus bacteria producing tripeptides on blood pressure in subjects with mild hypertension. | 2004-11 |
|
| Effects of Lactobacillus helveticus fermented milk on bone cells in vitro. | 2004-08-20 |
|
| Purification and characterization of an endopeptidase that has an important role in the carboxyl terminal processing of antihypertensive peptides in Lactobacillus helveticus CM4. | 2004 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:01:13 GMT 2025
by
admin
on
Mon Mar 31 22:01:13 GMT 2025
|
| Record UNII |
2U1R84870F
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
9818200
Created by
admin on Mon Mar 31 22:01:13 GMT 2025 , Edited by admin on Mon Mar 31 22:01:13 GMT 2025
|
PRIMARY | |||
|
73696
Created by
admin on Mon Mar 31 22:01:13 GMT 2025 , Edited by admin on Mon Mar 31 22:01:13 GMT 2025
|
PRIMARY | |||
|
58872-39-2
Created by
admin on Mon Mar 31 22:01:13 GMT 2025 , Edited by admin on Mon Mar 31 22:01:13 GMT 2025
|
PRIMARY | |||
|
2U1R84870F
Created by
admin on Mon Mar 31 22:01:13 GMT 2025 , Edited by admin on Mon Mar 31 22:01:13 GMT 2025
|
PRIMARY |