NP-MRD: Showing NP-Card for L-Prolyl-L-proline (NP0334794)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-10 19:59:41 UTC

Updated at

2024-09-10 19:59:42 UTC

NP-MRD ID

NP0334794

Secondary Accession Numbers

None

Natural Product Identification

Common Name

L-Prolyl-L-proline

Description

L-Prolyl-L-proline was first documented in 2005 (PMID: 16419582). Based on a literature review a significant number of articles have been published on L-Prolyl-L-proline (PMID: 21890434) (PMID: 37111032) (PMID: 36857152) (PMID: 19200032) (PMID: 17894348) (PMID: 16419581).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252322312D          

 15 16  0  0  0  0            999 V2000
   13.8017   -8.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7991   -7.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0901   -8.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3368   -8.1278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7805   -8.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1933   -9.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012   -9.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5109   -8.4628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4335   -7.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8265   -6.7728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2622   -8.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5972   -9.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4043   -9.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8138   -8.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2174   -7.0681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  1  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11  8  1  0  0  0  0
 11 14  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334794

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1CCCN1C(=O)C1CCCN1

> <INCHI_IDENTIFIER>
InChI=1/C10H16N2O3/c13-9(7-3-1-5-11-7)12-6-2-4-8(12)10(14)15/h7-8,11H,1-6H2,(H,14,15)

> <INCHI_KEY>
RWCOTTLHDJWHRS-UHFFFAOYNA-N

> <FORMULA>
C10H16N2O3

> <MOLECULAR_WEIGHT>
212.249

> <EXACT_MASS>
212.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.373757160411984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-2.833168522112887

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.697175985862474

> <JCHEM_PKA_STRONGEST_BASIC>
9.817472044231538

> <JCHEM_POLAR_SURFACE_AREA>
69.64

> <JCHEM_REFRACTIVITY>
53.0508

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      25.763 -15.033   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      25.758 -13.502   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      24.435 -15.794   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      23.029 -15.172   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      21.990 -16.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.761 -17.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.269 -17.333   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      27.087 -15.797   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      28.809 -13.676   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      27.676 -12.643   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      28.489 -15.174   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.248 -17.324   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.755 -17.649   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.519 -16.325   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      30.272 -13.194   0.000  0.00  0.00           O+0
CONECT    1    2    3    8                                                  
CONECT    2    1                                                            
CONECT    3    1    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6                                                       
CONECT    8    1   11   12                                                  
CONECT    9   10   11   15                                                  
CONECT   10    9                                                            
CONECT   11    9    8   14                                                  
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   11   13                                                       
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆N₂O₃

Average Mass

212.2490 Da

Monoisotopic Mass

212.11609 Da

IUPAC Name

1-(pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid

Traditional Name

1-(pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CCCN1C(=O)C1CCCN1

InChI Identifier

InChI=1/C10H16N2O3/c13-9(7-3-1-5-11-7)12-6-2-4-8(12)10(14)15/h7-8,11H,1-6H2,(H,14,15)

InChI Key

RWCOTTLHDJWHRS-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.8	ChemAxon
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	9.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.05 m³·mol⁻¹	ChemAxon
Polarizability	21.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang C, Feng R, Sun D, Li Y, Bi X, Sun C: Metabolic profiling of urine in young obese men using ultra performance liquid chromatography and Q-TOF mass spectrometry (UPLC/Q-TOF MS). J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Oct 1;879(27):2871-6. doi: 10.1016/j.jchromb.2011.08.014. Epub 2011 Aug 22. [PubMed:21890434 ]
Liu L, Yu S, Bu T, He G, Li S, Wu J: Casein Hydrolysate Alleviates Adipose Chronic Inflammation in High Fat-Diet Induced Obese C57BL/6J Mice through MAPK Pathway. Nutrients. 2023 Apr 8;15(8):1813. doi: 10.3390/nu15081813. [PubMed:37111032 ]
Guo Z, Zhan L, Gao N, Zhang Z, Huang S, Wang L, Zhu C, Jia Z, Yin M, Li F, Chen S, Luo T, Liu Y, Jia Y, Wang T, Xu J, Li Y, Zhu Y, Chen Y, Yu C, Tang Y, Zhao Q, Wang D, He X: Metabolomics Differences of the Donor Livers Between In Situ and Ex Situ Conditions During Ischemia-free Liver Transplantation. Transplantation. 2023 May 1;107(5):e139-e151. doi: 10.1097/TP.0000000000004529. Epub 2023 Apr 22. [PubMed:36857152 ]
Kolev T, Koleva BB, Stoineva I, Jakimova B, Tchorbanov B: Stabilization of neutral NH2-R-COOH form of the antihypertensive peptides L-Valyl-L-Prolyl-L-Proline and L-Isoleucyl-L-Prolyl-L-Proline. Protein Pept Lett. 2009;16(2):112-5. doi: 10.2174/092986609787316315. [PubMed:19200032 ]
Hudaky I, Perczel A: Prolylproline unit in model peptides and in fragments from databases. Proteins. 2008 Mar;70(4):1389-407. doi: 10.1002/prot.21630. [PubMed:17894348 ]
Bernard BK, Nakamura Y, Aihara K, Mennear JH: 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. Int J Toxicol. 2005;24 Suppl 4:107-13. doi: 10.1080/10915810500259689. [PubMed:16419582 ]
Maeno M, Mizuno S, Mennear JH, Bernard BK: 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. Int J Toxicol. 2005;24 Suppl 4:97-105. doi: 10.1080/10915810500259663. [PubMed:16419581 ]
Matsuura K, Mennear JH, Maeno M, Bernard BK: 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. Int J Toxicol. 2005;24 Suppl 4:91-6. doi: 10.1080/10915810500259655. [PubMed:16419580 ]
Kurosaki T, Maeno M, Mennear JH, Bernard BK: 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. Int J Toxicol. 2005;24 Suppl 4:61-89. doi: 10.1080/10915810500259630. [PubMed:16419579 ]
Mizuno S, Mennear JH, Matsuura K, Bernard BK: 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. Int J Toxicol. 2005;24 Suppl 4:41-59. doi: 10.1080/10915810500259606. [PubMed:16419578 ]

Showing NP-Card for L-Prolyl-L-proline (NP0334794)

MOL for NP0334794 (L-Prolyl-L-proline)

3D MOL for NP0334794 (L-Prolyl-L-proline)

3D SDF for NP0334794 (L-Prolyl-L-proline)

3D-SDF for NP0334794 (L-Prolyl-L-proline)

PDB for NP0334794 (L-Prolyl-L-proline)

3D PDB for NP0334794 (L-Prolyl-L-proline)

SMILES for NP0334794 (L-Prolyl-L-proline)

INCHI for NP0334794 (L-Prolyl-L-proline)

Structure for NP0334794 (L-Prolyl-L-proline)

3D Structure for NP0334794 (L-Prolyl-L-proline)