UCSF

ZINC00057624

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Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 12 No

Popular Name: Norepinephrine Norepinephrine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 108341-18-0 , 1212364-72-1 , 138-65-8 , 329-56-6 , 339091-66-6 , 3414-63-9 , 51-40-1 , 51-41-2 , 51-41-2, 51-40-1 , 55-27-6 , 69815-49-2 , 69815-49-2, 51-40-1 [anhydrous], 51-41-2 [norepinephrine] , [329-56-6] , [51-41-2] , [55-27-6]

Other Names:

(+-)-Arterenol bitartrate; (+-)-Noradrenaline bitartrate; (+-)-Norepinephrine bitartrate; (1)-beta,3,4-Trihydroxyphenethylammonium (R-(R*,R*))-hydrogen tartrate; 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (+-)-, (R-(R*,R*))- 2,3-dihydroxybutanedioate (

(+/-)-Noradrenaline hydrochloride; 55-27-6; D09794; Norepinephrine hydrochloride (JAN)

(+/-)-Norepinephrine (+)-bitartrate salt

(+/-)-NOREPINEPHRINE HYDROCHLORIDE; CPD000058383; Norepinephrine Hydrochloride; SAM002699901

(+/-)-NOREPINEPHRINE HYDROCHLORIDE; CPD000058383; SAM002699901

(+/-)Arterenol

(-)-(R)-Norepinephrine; (-)-Arterenol; (-)-Noradrenaline; (-)-Norepinephrine; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; (R)-(-)-Norepinephrine; (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; (R)-Noradrenaline; (R)-Norepinephrine; 4-(2-Amino-1-hydrox

(-)-(R)-Norepinephrine; (-)-Arterenol; (-)-Noradrenaline; (-)-Norepinephrine; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; (R)-(-)-Norepinephrine; (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; (R)-Norepinephrine; (R)-noradrenaline; 1,2-Benzenediol, 4-

(-)-(R)-Norepinephrine;(-)-alpha-(Aminomethyl)protocatechuyl alcohol;(-)-Arterenol;(-)-Noradrenaline;(-)-Norepinephrine;(R)-(-)-Norepinephrine;(R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol;(R)-Noradrenaline;(R)-Norepinephrine;4-(2-Amino-1-hydroxyethyl)-1

(-)-(R)-Norepinephrine;(-)-Arterenol;(-)-Noradrenaline;(-)-Norepinephrine;(-)-alpha-(Aminomethyl)protocatechuyl alcohol;(R)-(-)-Norepinephrine;(R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol;(R)-Noradrenaline;(R)-Norepinephrine;4-(2-Amino-1-hydroxyethyl)-1

(-)-arterenol; (-)-noradrenaline; (-)-norepinephrine; (R)-(-)-norepinephrine; (R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol; (R)-norepinephrine

(-)-Noradrenaline ( )-bitartrate; (-)-Norepinephrine bitartrate; (-)-R-Norepinephrine bitartrate; 1,2-Benzenediol, 4-((1R)-2-amino-1-hydroxyethyl)-, (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt); 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-, (R-(R*

(R)-4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol

(R)-noradrenaline

(R)-noradrenaline(1+)

(R)-noradrenaline; (R)-noradrenaline cation; (R)-noradrenalinium cation; (R)-noradrenalinium(1+)

2,3,4-trihydroxybutanoic acid; 4-(2-amino-1-hydroxyethyl)benzene-1,2-diol

4-((R)-2-Amino-1-hydroxy-ethyl)-benzene-1,2-diol

4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol

4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol (2R,3R)-2,3-dihydroxysuccinate

4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol

4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol; 51-41-2; Arterenol; C00547; L-Noradrenaline; Noradrenaline; Norepinephrine

4-[(1R)-2-Amino-1-hydroxyethyl]benzene-1,2-diol

51-41-2; D00076; Nor adrenalin (TN); Noradrenaline (JP16); Norepinephrine (INN)

69815-49-2; D05206; Levophed (TN); Norepinephrine bitartrate (USP)

Adrenor

Aktamin

AMINOHYDROXYETHYLBENZENEDIO

Arterenol

C8H11NO3.C4H6O6.H2O; LEVOPHED; LS-176784; Norepinephrine Bitartrate

CHEBI:25592; CHEBI:258884; CHEBI:43725; CHEBI:14668; CHEBI:1

DermX

DL-Norepinephrine hydrochloride

DNC001033

INN); Noradrenaline (BAN); Norepinephrine Bitartrate (FDA

JAN); Noradrenaline (BAN); Norepinephrine Bitartrate (FDA

JAN); Noradrenaline (BAN); Norepinephrine Hydrochloride (JAN)

L(-)-Norepinephrine bitartrate

L-Arterenol

L-Noradrenaline

L-noradrenaline hydrochloride

L-Noradrenaline, 98%

L-NORADRENALINEBITARTRATE

L-Norepinephrine

L-Norepinephrine hydrochloride

Levarterenol Bitartrate

Levophed

MFCD00012880

MFCD00025592

MFCD00064560

MFCD12913195

N/A

noradrenalina; norepinephrine

Noradrenaline

Noradrenaline Bitartrate

Noradrenaline bitartrate monohydrate

Noradrenaline bitartrate monohydrate (Levoph

noradrenaline; norepinephrine

norepinefrina; norepinephrine; norepinephrinum

Norepinephrine (INN

Norepinephrine (JAN

Norepinephrine Bitartrate

Norepinephrine Bitartrate (FDA

Norepinephrine hydrogen tartrate

NorepinephrineL-bitartratehydrate

USAN

USP); Norepinephrine (INN

USP); Norepinephrine HCl (JAN)

xi-Norepinephrine

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -1.04 -4.68 -50.09 6 4 1 88 170.188 2 ↓
Hi High (pH 8-9.5) -1.04 -5.06 -7.63 5 4 0 87 169.18 2 ↓

Vendor Notes

Note Type Comments Provided By
biological_use Bronchodilator ZereneX Building Blocks
ALOGPS_SOLUBILITY 1.25e+01 g/l DrugBank-approved
MP 103 - 105 Enamine Building Blocks
MP 103...105 Enamine Building Blocks
UniProt Database Links 5HT1A_MOUSE; AA2DA_DANRE; AA2DB_DANRE; ADA2A_DANRE; ADA2A_HUMAN; ADA2B_DANRE; ADA2B_HUMAN; ADA2C_DANRE; ADRB1_BOVIN; ADRB1_CANFA; ADRB1_FELCA; ADRB1_HUMAN; ADRB1_MACMU; ADRB1_MELGA; ADRB1_MERUN; ADRB1_MOUSE; ADRB1_PIG; ADRB1_RAT; ADRB1_SHEEP; ADRB2_BOVIN ChEBI
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Purity 95+% Matrix Scientific
Purity 98% APIChem
Therapy adrenergic agonist, antihypotensive SMDC Pharmakon
Therapy Adrenergic neurotransmitter; vasoconstrictor SMDC Iconix
Target Adrenergic Receptor Selleck Chemicals
mechanism alpha, beta 1 Adrenoceptor agonist IBScreen Bioactives
biological_use Bronchodilator IBScreen Bioactives IBScreen Bioactives
Melting_Point ca 220? dec. Alfa-Aesar
Melting_Point ca 220° dec. Alfa-Aesar
UniProt Database Links DOPO_BOVIN; DOPO_CANFA; DOPO_HORSE; DOPO_HUMAN; DOPO_MOUSE; DOPO_RAT; PNMT_BOVIN; PNMT_HUMAN; PNMT_MOUSE; PNMT_PIG; PNMT_RAT ChEBI
Patent Database Links EP1082960; EP1364957; EP1364958; EP1400529; EP1408038; EP1577317; EP1637531; EP1666468; EP1772767; EP1787657; EP1795196; EP1815846; EP1829527; EP1829528; EP1829582; EP1859807; EP1860100; EP1884513; EP1914233; EP1961745; EP1961754; EP1980271; GB2209748; US ChEBI
Warnings IRRITANT Matrix Scientific
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : MZ-3018; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE POWDER; 1 hydrogen chloride NIH Clinical Collection via PubChem
Target Others Selleck Chemicals
Reactome Database Links REACT_15291; REACT_15341; REACT_15372; REACT_15390; REACT_15411; REACT_15442; REACT_15448; REACT_15472; REACT_15538; REACT_16893; REACT_16992; REACT_17002; REACT_17008; REACT_18370; REACT_20519; REACT_20592; REACT_22150; REACT_22170; REACT_22188; REACT_22 ChEBI
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: MZ-3018; SALT: 1 hydrogen chloride; SUPPLIER_COMMENTS: WHITE POWDER NIH Clinical Collection via PubChem
Target Sterol O-acyltransferase 1(P35610)&Sterol O-acyltransferase 2(O75908)&Microsomal triglyceride transfer protein large subunit(P55157)&Low-density lipoprotein receptor(P01130)&3-hydroxy-3-methylglutaryl-coenzyme A reductase(P04035)&Multidrug resistance-asso Herbal Ingredients Targets
biological_use Sympathomimetic IBScreen Bioactives
biological_use Vasopressor IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ADA1A-3-E Alpha-1a Adrenergic Receptor (cluster #3 Of 3), Eukaryotic Eukaryotes 5000 0.62 Binding ≤ 10μM
ADA1B-1-E Alpha-1b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 2600 0.65 Binding ≤ 10μM
ADA1D-1-E Alpha-1d Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 2600 0.65 Binding ≤ 10μM
ADA2A-3-E Alpha-2a Adrenergic Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 750 0.71 Binding ≤ 10μM
ADA2B-4-E Alpha-2b Adrenergic Receptor (cluster #4 Of 4), Eukaryotic Eukaryotes 78 0.83 Binding ≤ 10μM
ADA2C-3-E Alpha-2c Adrenergic Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 750 0.71 Binding ≤ 10μM
ADRB1-1-E Beta-1 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 2700 0.65 Binding ≤ 10μM
ADRB2-1-E Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 6000 0.61 Binding ≤ 10μM
ADRB3-1-E Beta-3 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 1000 0.70 Binding ≤ 10μM
ADA1A-1-E Alpha-1a Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 150 0.80 Functional ≤ 10μM
ADA1D-1-E Alpha-1d Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 150 0.80 Functional ≤ 10μM
ADRB1-1-E Beta-1 Adrenergic Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 52 0.85 Functional ≤ 10μM
ADRB2-1-E Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 52 0.85 Functional ≤ 10μM
ADRB3-1-E Beta-3 Adrenergic Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 52 0.85 Functional ≤ 10μM
DRD2-1-E Dopamine D2 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 0 0.00 Functional ≤ 10μM
Z104304-1-O Adrenergic Receptor Alpha-1 (cluster #1 Of 3), Other Other 7300 0.60 Binding ≤ 10μM
Z104304-1-O Adrenergic Receptor Alpha-1 (cluster #1 Of 1), Other Other 200 0.78 Functional ≤ 10μM
Z50512-1-O Cavia Porcellus (cluster #1 Of 7), Other Other 1500 0.68 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z104304 Z104304 Adrenergic Receptor Alpha-1 1000 0.70 Binding ≤ 1μM
ADA1A_RAT P43140 Alpha-1a Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA1B_RAT P15823 Alpha-1b Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA1D_RAT P23944 Alpha-1d Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA2A_HUMAN P08913 Alpha-2a Adrenergic Receptor, Human 110 0.81 Binding ≤ 1μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA2B_HUMAN P18089 Alpha-2b Adrenergic Receptor, Human 30 0.88 Binding ≤ 1μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 16 0.91 Binding ≤ 1μM
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 30 0.88 Binding ≤ 1μM
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1000 0.70 Binding ≤ 1μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 400 0.75 Binding ≤ 1μM
ADRB2_CANFA P54833 Beta-2 Adrenergic Receptor, Canine 1000 0.70 Binding ≤ 1μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1000 0.70 Binding ≤ 1μM
Z104304 Z104304 Adrenergic Receptor Alpha-1 1000 0.70 Binding ≤ 10μM
ADA1A_RAT P43140 Alpha-1a Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADA1A_HUMAN P35348 Alpha-1a Adrenergic Receptor, Human 1500 0.68 Binding ≤ 10μM
ADA1B_HUMAN P35368 Alpha-1b Adrenergic Receptor, Human 2600 0.65 Binding ≤ 10μM
ADA1B_RAT P15823 Alpha-1b Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADA1D_HUMAN P25100 Alpha-1d Adrenergic Receptor, Human 2600 0.65 Binding ≤ 10μM
ADA1D_RAT P23944 Alpha-1d Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADA2A_HUMAN P08913 Alpha-2a Adrenergic Receptor, Human 110 0.81 Binding ≤ 10μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADA2B_HUMAN P18089 Alpha-2b Adrenergic Receptor, Human 30 0.88 Binding ≤ 10μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 30 0.88 Binding ≤ 10μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 16 0.91 Binding ≤ 10μM
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1000 0.70 Binding ≤ 10μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 400 0.75 Binding ≤ 10μM
ADRB2_BOVIN Q28044 Beta-2 Adrenergic Receptor, Bovin 6000 0.61 Binding ≤ 10μM
ADRB2_CANFA P54833 Beta-2 Adrenergic Receptor, Canine 1000 0.70 Binding ≤ 10μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 3980 0.63 Binding ≤ 10μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1000 0.70 Binding ≤ 10μM
Z104304 Z104304 Adrenergic Receptor Alpha-1 1.2 1.04 Functional ≤ 10μM
ADA1A_RABIT O02824 Alpha-1a Adrenergic Receptor, Rabit 150 0.80 Functional ≤ 10μM
ADA1D_RABIT O02666 Alpha-1d Adrenergic Receptor, Rabit 150 0.80 Functional ≤ 10μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 10000 0.58 Functional ≤ 10μM
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 52 0.85 Functional ≤ 10μM
ADRB2_RAT P10608 Beta-2 Adrenergic Receptor, Rat 52 0.85 Functional ≤ 10μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 213 0.78 Functional ≤ 10μM
ADRB3_HUMAN P13945 Beta-3 Adrenergic Receptor, Human 2600 0.65 Functional ≤ 10μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1580 0.68 Functional ≤ 10μM
Z50512 Z50512 Cavia Porcellus 1500 0.68 Functional ≤ 10μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 0.1 1.17 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Catecholamine biosynthesis
G alpha (12/13) signalling events
G alpha (i) signalling events
G alpha (q) signalling events
G alpha (s) signalling events
G alpha (z) signalling events
Na+/Cl- dependent neurotransmitter transporters
Neurotransmitter Clearance In The Synaptic Cleft
Norepinephrine Neurotransmitter Release Cycle
Organic cation transport
Transport of nucleosides and free purine and pyrimidine bases across the plasma

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Dopamine receptors
G alpha (12/13) signalling events
G alpha (i) signalling events
G alpha (q) signalling events
G alpha (s) signalling events
G alpha (z) signalling events

Analogs ( Draw Identity 99% 90% 80% 70% )