LNR

L-NOREPINEPHRINE

Created:	2001-03-28
Last modified:	2024-09-27

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12 entries where LNR is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	23
Chiral Atom Count	1
Bond Count	23
Aromatic Bond Count	6

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Chemical Component Summary
Name	L-NOREPINEPHRINE
Synonyms	NORADRENALINE
Systematic Name (OpenEye OEToolkits)	4-[(1R)-2-azanyl-1-oxidanyl-ethyl]benzene-1,2-diol
Formula	C₈ H₁₁ N O₃
Molecular Weight	169.178
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	Oc1ccc(cc1O)C(O)CN
SMILES	CACTVS	3.370	NC[CH](O)c1ccc(O)c(O)c1
SMILES	OpenEye OEToolkits	1.7.6	c1cc(c(cc1C(CN)O)O)O
Canonical SMILES	CACTVS	3.370	NC[C@H](O)c1ccc(O)c(O)c1
Canonical SMILES	OpenEye OEToolkits	1.7.6	c1cc(c(cc1[C@H](CN)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	SFLSHLFXELFNJZ-QMMMGPOBSA-N

Drug Info: DrugBank

DrugBank ID	DB00368
Name	Norepinephrine
Groups	approved
Description	Precursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic.
Synonyms	Nor-adrenaline (−)-norepinephrine (R)-(−)-norepinephrine (−)-noradrenaline L-noradrenaline (−)-arterenol (R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol (R)-noradrenaline Noradrenaline Norepinefrina Norepinephrinum L-Norepinephrine Norépinéphrine (R)-norepinephrine Norepinephrine Norepinephrine bitartrate 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol Arterenol
Brand Names	Norepinephrine Bitartrate Injection USP Norepinephrine Bitartrate Levophed Levophed(r) Norepinephrine Bitartrate Norepinephrine Bitartrate In Sodium Chloride Norepinephrine Bitartrate In 5% Dextrose Injection Norepinephrine Bitartrate Injection, USP Norepinephrine Bitartrate Injection Norepinephrine Levophed Liq IV 1.0mg/ml Norepinephrine bitartrate
Indication	Mainly used to treat patients in vasodilatory shock states such as septic shock and neurogenic shock and has shown a survival benefit over dopamine. Also used as a vasopressor medication for patients with critical hypotension.
Categories	Adrenergic Agents Adrenergic Agonists Adrenergic alpha-1 Receptor Agonists Adrenergic alpha-2 Receptor Agonists Adrenergic alpha-Agonists Adrenergic and Dopaminergic Agents Adrenergic beta-1 Receptor Agonists Adrenergic beta-2 Receptor Agonists Adrenergic beta-3 Receptor Agonists Adrenergic beta-Agonists Agents producing tachycardia Agents that produce hypertension Alcohols Alpha-and Beta-adrenergic Agonists Amines Amino Alcohols Autonomic Agents Benzene Derivatives Biogenic Amines Biogenic Monoamines Cardiac Stimulants Excl. Cardiac Glycosides Cardiac Therapy Cardiovascular Agents Catecholamines Catechols COMT Substrates Epinephrine and similars Ethanolamines Neurotransmitter Agents Norepinephrine, antagonists & inhibitors OCT1 substrates OCT2 Inhibitors OCT2 Substrates Peripheral Nervous System Agents Phenols Sympathomimetics Vasoconstrictor Agents
ATC-Code	C01CA03
CAS number	51-41-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Alpha-1A adrenergic receptor	MVFLSGNASDSSNCTQPPAPVNISKAILLGVILGGLILFGVLGNILVILS...	unknown	agonist
Alpha-1B adrenergic receptor	MNPDLDTGHNTSAPAHWGELKNANFTGPNQTSSNSTLPQLDITRAISVGL...	unknown	agonist
Alpha-1D adrenergic receptor	MTFRDLLSVSFEGPRPDSSAGGSSAGGGGGSAGGAAPSEGPAVGGVPGGA...	unknown	agonist
Alpha-2A adrenergic receptor	MGSLQPDAGNASWNGTEAPGGGARATPYSLQVTLTLVCLAGLLMLLTVFG...	unknown	agonist
Alpha-2B adrenergic receptor	MDHQDPYSVQATAAIAAAITFLILFTIFGNALVILAVLTSRSLRAPQNLF...	unknown	agonist
Alpha-2C adrenergic receptor	MASPALAAALAVAAAAGPNASGAGERGSGGVANASGASWGPPRGQYSAGA...	unknown	agonist
Beta-1 adrenergic receptor	MGAGVLVLGASEPGNLSSAAPLPDGAATAARLLVPASPPASLLPPASESP...	unknown	agonist
Beta-2 adrenergic receptor	MGQPGNGSAFLLAPNGSHAPDHDVTQERDEVWVVGMGIVMSLIVLAIVFG...	unknown	agonist
Beta-3 adrenergic receptor	MAPWPHENSSLAPWPDLPTLAPNTANTSGLPGVPWEAALAGALLALAVLA...	unknown	agonist
Phenylalanine-4-hydroxylase	MSTAVLENPGLGRKLSDFGQETSYIEDNCNQNGAISLIFSLKEEVGALAK...	unknown	inhibitor
Synaptic vesicular amine transporter	MALSELALVRWLQESRRSRKLILFIVFLALLLDNMLLTVVVPIIPSYLYS...	unknown	binder
Chromaffin granule amine transporter	MLRTILDAPQRLLKEGRASRQLVLVVVFVALLLDNMLFTVVVPIVPTFLY...	unknown	binder
Sodium-dependent noradrenaline transporter	MLLARMNPQVQPENNGADTGPEQPLRARKTAELLVVKERNGVQCLLAPRD...	unknown	substrate
Solute carrier family 22 member 2	MPTTVDDVLEHGGEFHFFQKQMFFLLALLSATFAPIYVGIVFLGFTPDHR...	unknown	substrate,inhibitor
Solute carrier family 22 member 3	MPSFDEALQRVGEFGRFQRRVFLLLCLTGVTFAFLFVGVVFLGTQPDHYW...	unknown	substrate,inhibitor
Solute carrier family 22 member 5	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate
POU domain, class 5, transcription factor 1	MAGHLASDFAFSPPPGGGGDGPGGPEPGWVDPRTWLSFQGPPGGPGIGPG...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682