dextro-pipecolinic acid
2-piperidinecarboxylic acid, (2R)-
 
Notes:
D-Pipecolic acid is a normal human metabolite found in human biofluids. Normal adults excrete pipecolic acid primarily as the D-enantiomer even though it is present in the blood stream mainly as the L-enantiomer. It is believed that D-Pipecolic acid originates from the metabolism of intestinal bacteria and from dietary sources. High levels of D-Pipecolic acid are not found in plasma, but they are increased in urine of patients with chronic liver disease. (PMID: 6501504, 6490790, 11719476, 8398594) [HMDB]
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      Product(s):
      1723-00-8 D-(+)-Pipercolic acid 95%
       
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      Product(s):
      P1830 D-Pipecolinic Acid >98.0%(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 1723-00-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 217-024-4
FDA UNII: XPO6784Z20
Nikkaji Web: J203.118C
Beilstein Number: 4291592
MDL: MFCD00064346
XlogP3: -2.30 (est)
Molecular Weight: 129.15907000
Formula: C6 H11 N O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 265.80 °C. @ 760.00 mm Hg (est)
Flash Point: 238.00 °F. TCC ( 114.50 °C. ) (est)
Soluble in:
 water, 7.406e+004 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:
BOC Sciences
For experimental / research use only.
D-(+)-Pipercolic acid 95%
Matrix Scientific
For experimental / research use only.
(R)-Piperidine-2-carboxylic acid, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
D-Pipecolinic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
D-Pipecolinic Acid 99%
TCI AMERICA
For experimental / research use only.
D-Pipecolinic Acid >98.0%(T)
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Safety Information:
Preferred SDS: View
 
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 dextro-pipecolinic acid usage levels up to:
 not for fragrance use.
 
Recommendation for dextro-pipecolinic acid 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 : 736316
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2R)-piperidine-2-carboxylic acid
Chemidplus: 0001723008
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References:
 (2R)-piperidine-2-carboxylic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 736316
Pubchem (sid): 135060178
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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
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB05960
FooDB: FDB023791
YMDB (Yeast Metabolome Database): YMDB01675
Export Tariff Code: 2933.39.9100
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
 found in nature
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Synonyms:
(R)-(-)-nipecotic acid
(R)-pipecolic acid
D-pipecolic acid
D-(+)-pipecolic acid
D-pipecolinic acid
D-(R)-(+)-pipecolinic acid tartaric salt
D-(+)-pipercolic acid
(2R)-piperidine-2-carboxylic acid
(R)-piperidine-2-carboxylic acid
(R)-(+)-piperidine-2-carboxylic acid
D-piperidine-2-carboxylic acid
(2R)-2-piperidinecarboxylic acid
(R)-(+)-2-piperidinecarboxylic acid
(R)-2-piperidinecarboxylic acid
2-piperidinecarboxylic acid, (2R)-
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Articles:
PubMed: Total synthesis and biological evaluation of tubulysin U, tubulysin V, and their analogues.
PubMed: Petrosifungins A and B, novel cyclodepsipeptides from a sponge-derived strain of Penicillium brevicompactum.
PubMed: Structure determination of glycinocins A to D, further evidence for the cyclic structure of the amphomycin antibiotics.
PubMed: New and Convenient Syntheses of the Important Roasty, Popcorn-like Smelling Food Aroma Compounds 2-Acetyl-1-pyrroline and 2-Acetyltetrahydropyridine from Their Corresponding Cyclic alpha-Amino Acids.
PubMed: Structure-activity study of tripeptide thrombin inhibitors using alpha-alkyl amino acids and other conformationally constrained amino acid substitutions.
PubMed: A novel tetracyclic peptide, trapoxin, induces phenotypic change from transformed to normal in sis-oncogene-transformed NIH3T3 cells.
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