Pipecolic acid betaine (Compound)

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ID	1769
Name	Pipecolic acid betaine
Synonyms	L-Pipecolic acid betaine; Homostachydrine; (S)-Homostachydrine; (-)-Homostachydrine
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001769 (Pipecolic acid betaine) 3D Structure for EE001769 (Pipecolic acid betaine) 441447 -OEChem-09042105243D 26 26 0 1 0 0 0 0 0999 V2000 1.5035 -0.8496 -1.1182 O 0 5 0 0 0 0 0 0 0 0 0 0 2.7675 0.3686 0.3491 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6584 0.9693 0.0046 N 0 3 0 0 0 0 0 0 0 0 0 0 0.4559 0.1779 0.7241 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3433 0.1294 -1.0800 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0598 -1.1707 1.2335 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8609 -1.1933 -0.5319 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7684 -1.9925 0.1613 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6870 1.4844 1.0197 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0469 2.2094 -0.6645 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6978 -0.1328 -0.0976 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7536 0.7932 1.5837 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6316 -0.0284 -1.8959 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1719 0.7270 -1.4785 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7488 -1.0083 2.0712 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7657 -1.7655 1.6461 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2760 -1.7864 -1.3553 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6908 -1.0206 0.1628 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2285 -2.8650 0.6428 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0757 -2.4135 -0.5715 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4523 2.0493 0.4790 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1431 0.6421 1.5422 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1705 2.1332 1.7336 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4813 2.7880 0.0992 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6417 1.8884 -1.4507 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8583 2.8000 -1.1009 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 2 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 4 11 1 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 9 22 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 10 25 1 0 0 0 0 10 26 1 0 0 0 0 M CHG 2 1 -1 3 1 M END > <PUBCHEM_COMPOUND_CID> 441447 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 3 2 4 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 8 1 -0.9 10 0.5 11 0.91 2 -0.9 3 -1.01 4 0.4 5 0.5 9 0.5 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2.2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 5 1 1 acceptor 1 2 acceptor 1 3 cation 3 1 2 11 anion 6 3 4 5 6 7 8 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 11 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 1 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 1 > <PUBCHEM_CONFORMER_ID> 0006BC6700000001 > <PUBCHEM_MMFF94_ENERGY> 29.7383 > <PUBCHEM_FEATURE_SELFOVERLAP> 25.425 > <PUBCHEM_SHAPE_FINGERPRINT> 10702982 57 17984989193622286273 12423570 1 8285078079755081529 13024252 1 15864067684880623802 137420 1 13394461077464042109 15557651 10 17691437138105452020 16945 1 17917704729694478611 18185500 45 18115848772466386571 21040471 1 18194686960170690192 241688 4 18409442566248744985 29004967 10 17916304029211442690 369184 2 17967524701319067432 430814 3 17697600996006463761 4369600 1 18194932293256191343 5084963 1 17409343106420607221 528862 383 17544200380831419491 54338 74 18261383503131442400 > <PUBCHEM_SHAPE_MULTIPOLES> 209.66 2.47 2.09 1.18 1.27 0.46 0.06 -0.16 -0.16 -0.73 0.03 -0.19 0 -0.19 > <PUBCHEM_SHAPE_SELFOVERLAP> 411.053 > <PUBCHEM_SHAPE_VOLUME> 126.2 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
CAS number	472-22-0
PubChem ID	441447
ChEBI ID	5757
FooDB ID	FDB011471
HMDB ID	HMDB0033433

Chemical data

MolDBi data

IUPAC Name	(2S)-1,1-dimethylpiperidin-1-ium-2-carboxylate
Traditional IUPAC Name	homostachydrine
Formula	C8H15NO2
InChI	InChI=1S/C8H15NO2/c1-9(2)6-4-3-5-7(9)8(10)11/h7H,3-6H2,1-2H3/t7-/m0/s1
InChI Key	XULZWQRXYTVUTE-ZETCQYMHSA-N
Molecular weight	157.2102
Exact mass	157.110278729
SMILES	C[N+]1(C)CCCC[C@H]1C([O-])=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	L-alpha-amino acids
Alternative Parents	Piperidinecarboxylic acids Tetraalkylammonium salts Carboxylic acid salts Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines

Publications with Pipecolic acid betaine

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Pipecolic acid betaine in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Pipecolic acid betaine with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Pipecolic acid betaine with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Pipecolic acid betaine exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Pipecolic acid betaine exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication