Norepinephrine (Compound)

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ID	2076
Name	Norepinephrine
Synonyms	(R)-Norepinephrine; (R)-Noradrenaline; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; L-Norepinephrine
Structure	MOL SDF PDB SMILES InChI Structure for EE002076 (Norepinephrine) 3D Structure for EE002076 (Norepinephrine) Mrv1652309172005022D 12 12 0 0 0 0 999 V2000 9999.5287 9999.1909 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10000.2428 9998.7782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9999.528710000.0166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10000.9590 9999.1909 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9996.6668 9999.1909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9996.6668 9997.5392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9998.8115 9998.7781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.0972 9999.1904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.3827 9998.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.3827 9997.9531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.0971 9997.5406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.8116 9997.9531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 1 0 0 0 2 4 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 7 1 0 0 0 0 1 7 1 0 0 0 0 9 5 1 0 0 0 0 10 6 1 0 0 0 0 M END > <DATABASE_ID> EE002076 > <DATABASE_NAME> ExposomeExplorer > <SMILES> NC[C@H](O)C1=CC(O)=C(O)C=C1 > <INCHI_IDENTIFIER> InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1 > <INCHI_KEY> SFLSHLFXELFNJZ-QMMMGPOBSA-N > <FORMULA> C8H11NO3 > <MOLECULAR_WEIGHT> 169.1778 > <EXACT_MASS> 169.073893223 > <JCHEM_ACCEPTOR_COUNT> 4 > <JCHEM_ATOM_COUNT> 23 > <JCHEM_AVERAGE_POLARIZABILITY> 16.95880867290888 > <JCHEM_BIOAVAILABILITY> 1 > <JCHEM_DONOR_COUNT> 4 > <JCHEM_FORMAL_CHARGE> 0 > <JCHEM_GHOSE_FILTER> 0 > <JCHEM_IUPAC> 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol > <JCHEM_LOGP> -0.6835133951859954 > <JCHEM_MDDR_LIKE_RULE> 0 > <JCHEM_NUMBER_OF_RINGS> 1 > <JCHEM_PHYSIOLOGICAL_CHARGE> 1 > <JCHEM_PKA> 12.652756385089422 > <JCHEM_PKA_STRONGEST_ACIDIC> 9.500884650011601 > <JCHEM_PKA_STRONGEST_BASIC> 8.84847263942599 > <JCHEM_POLAR_SURFACE_AREA> 86.71 > <JCHEM_REFRACTIVITY> 44.4557 > <JCHEM_ROTATABLE_BOND_COUNT> 2 > <JCHEM_RULE_OF_FIVE> 1 > <JCHEM_TRADITIONAL_IUPAC> norepinephrine > <JCHEM_VEBER_RULE> 0 $$$$
Description	Neurotransmitter. Produced by gut bacteria (pmid:29903615).
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Phenols > Benzenediols > Catechols
CAS number	51-41-2
PubChem ID	439260
ChEBI ID	18357
FooDB ID	FDB000895
HMDB ID	HMDB0000216

Chemical data

MolDBi data

IUPAC Name	4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
Traditional IUPAC Name	norepinephrine
Formula	C8H11NO3
InChI	InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChI Key	SFLSHLFXELFNJZ-QMMMGPOBSA-N
Molecular weight	169.1778
Exact mass	169.073893223
SMILES	NC[C@H](O)C1=CC(O)=C(O)C=C1

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Phenols
Sub Class	Benzenediols
Direct Parent	Catechols
Alternative Parents	Aralkylamines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Secondary alcohols 1,2-aminoalcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives Aromatic alcohols

Publications with Norepinephrine

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 Norepinephrine 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 Norepinephrine 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 Norepinephrine 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 Norepinephrine 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 Norepinephrine 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