cyclolinopeptide A
 
Notes:
None found
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CAS Number: 33302-55-5Picture of molecule3D/inchi
XlogP3-AA: 7.80 (est)
Molecular Weight: 1040.36025000
Formula: C57 H85 N9 O9
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.0003012 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for cyclolinopeptide A usage levels up to:
 not for fragrance use.
 
Recommendation for cyclolinopeptide A flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 182122
National Institute of Allergy and Infectious Diseases: Data
 cyclo[L-isoleucyl-L-leucyl-L-leucyl-DL-prolyl-L-prolyl-L-phenylalanyl-L-phenylalanyl-L-leucyl-L-valyl]
Chemidplus: 0033302555
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References:
 cyclo[L-isoleucyl-L-leucyl-L-leucyl-DL-prolyl-L-prolyl-L-phenylalanyl-L-phenylalanyl-L-leucyl-L-valyl]
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 182122
Pubchem (cas): 33302-55-5
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): HMDB38675
FooDB: FDB018079
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 flax seed oil
Search Trop  Picture
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Synonyms:
 cyclo[L-isoleucyl-L-leucyl-L-leucyl-DL-prolyl-L-prolyl-L-phenylalanyl-L-phenylalanyl-L-leucyl-L-valyl]
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Articles:
PubMed: Synthesis and biological activity of cyclolinopeptide A analogues modified with γ4-bis(homo-phenylalanine).
PubMed: Synthesis and biological activity of cyclolinopeptide A analogues modified with γ(3)-bis(homophenylalanine).
PubMed: The structure of cyclolinopeptide A in chloroform refined by RDC measurements.
PubMed: Effect of cyclolinopeptides on the oxidative stability of flaxseed oil.
PubMed: Identification and quantification of cyclolinopeptides in five flaxseed cultivars.
PubMed: Cyclolinopeptide derivatives modify methotrexate-induced suppression of the humoral immune response in mice.
PubMed: Biomolecular interaction study of Cyclolinopeptide A with human serum albumin.
PubMed: Synthesis and immunosuppressive activity of cyclolinopeptide A analogues containing homophenylalanine.
PubMed: Synthesis, conformational analysis and immunological activity of beta3Phe-substituted Cyclolinopeptide A analogues.
PubMed: Synthesis and immunosuppressive activity of new cyclolinopeptide A analogs modified with beta-prolines.
PubMed: Cyclopeptides of Linum usitatissimum.
PubMed: Structural difference between group I and group II cobra cardiotoxins: X-ray, NMR, and CD analysis of the effect of cis-proline conformation on three-fingered toxins.
PubMed: Cyclolinopeptide A: inhibitor, immunosuppressor or other?
PubMed: Analogues of cyclolinopeptide A containing alpha-hydroxymethyl amino acid residues.
PubMed: Synthesis, conformation, and immunosuppressive activity of CLX and its analogues.
PubMed: Tetrazole analogues of cyclolinopeptide A: synthesis, conformation, and biology.
PubMed: Structural consequences of metal complexation of cyclo[Pro-Phe-Phe-Ala-Xaa]2 decapeptides.
PubMed: Antimalarial activity of cyclolinopeptide A and its analogues.
PubMed: Cyclolinopeptide: a novel immunosuppressive agent with potential anti-lipemic activity.
PubMed: Solid state structural analysis of the cyclooctapeptide cyclo- (Pro1-Pro-Phe-Phe-Ac6c-Ile-D-Ala-Val8).
PubMed: Cyclolinopeptides and their analogs--a new family of peptide immunosuppressants affecting the calcineurin system.
PubMed: Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide A.
PubMed: Cyclolinopeptide A (CLA) mediates its immunosuppressive activity through cyclophilin-dependent calcineurin inactivation.
PubMed: Binding proteins for cyclic and linear oligopeptides in plasma membranes and the cytosol of rat hepatocytes.
PubMed: Sulfonated analogues of cyclolinopeptide A. Synthesis, immunosuppressive activity and CD studies.
PubMed: Autoradiographic distribution of bombesin/gastrin-releasing peptide receptors in fetal cortex transplants.
PubMed: Effects of cyclolinopeptide A on T lymphocyte activation and peptidyl prolyl isomerase activity.
PubMed: Solution and solid state structure of an aib-containing cyclodecapeptide inhibiting the cholate uptake in hepatocytes.
PubMed: Bioactive peptides: conformational studies of [Tyr4] cyclolinopeptide A.
PubMed: Conformational behaviour of a cyclolinopeptide A analogue: two-dimensional NMR study of cyclo(Pro1-Pro-Phe-Phe-Ac6c-Ile-ala-Val8).
PubMed: Specific interaction between cyclophilin and cyclic peptides.
PubMed: [Aib5,6-D-Ala8]-cyclolinopeptide A, grown from a benzene/acetonitrile mixture.
PubMed: Does the edge-to-face interaction between aromatic rings occur in cyclolinopeptide A analogues?
PubMed: Bioactive peptides: solid state, solution and molecular dynamics studies of a cyclolinopeptide A-related cystinyl cyclopentapeptide.
PubMed: Synthesis and biological studies on analogs of cyclolinopeptide A with a shortened peptide chain.
PubMed: Immunosuppressive activity in the series of cycloamanide peptides from mushrooms.
PubMed: Immunosuppressive activity of alanine analogs of cyclolinopeptide A.
PubMed: Synthesis and immunosuppressive activity of glycine containing linear analogs of cyclolinopeptide A.
PubMed: Immunosuppressive activity of antamanide and some of its analogues.
PubMed: Molecular dynamics simulation in vacuo and in solution of [Aib5,6-D-Ala8] cyclolinopeptide A: a conformational and comparative study.
PubMed: Immunosuppressive activity of threonine-containing analogues of cyclolinopeptide A.
PubMed: Immunosuppressive activity of tyrosine analogues of cyclolinopeptide A.
PubMed: Immunosuppressive activity of cyclolinopeptide A.
PubMed: Molecular dynamics simulation in vacuo and in solution of cyclolinopeptide A: a conformational study.
PubMed: Ion binding of cyclolinopeptide A: an NMR and CD conformational study.
PubMed: Conformational study of cyclolinopeptide A. A distance geometry and molecular dynamics approach.
PubMed: Conformation of cyclolinopeptide dihydrate: an antamanide analogue.
PubMed: Conformational analysis of cyclolinopeptide A, a cyclic nonapeptide: nuclear Overhauser effect and energy minimization studies.
PubMed: Comparison of the conformations of cyclolinopeptide A in the solid state and in solution.
PubMed: Ala analogues of the cyclolinopeptide A.
PubMed: Conformations of bioactive peptides: cyclolinopeptide A.
PubMed: Approximate treatment of the conformational characteristics of a cyclic nonapeptide, cyclolinopeptide a.
PubMed: Conformation of cyclolinopeptide a observed by nuclear magnetic resonance spectroscopy.
PubMed: Conformation of cyclolinopeptide a observed by circular dichroism.
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