General Information of the Compound
Compound ID
CP0039930
Compound Name
(-)-arterenol
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Synonyms
(-)-(R)-Norepinephrine
(-)-Arterenol free base
(-)-Norepinephrine
(-)-alpha-(Aminomethyl)protocatechuyl alcohol
(R)-(-)-Norepinephrine
(R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol
(R)-Noradrenaline
(R)-Norepinephrine
1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-(9CI)
4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol
4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
51-41-2
ALBB-006229
Adrenor
Aktamin
D-(-)-Noradrenaline
D53D5E3A-2360-4CA9-8031-6C2CD4062FD5
Ecteinascidins
L-1-(3,4-Dihydroxyphenyl)-2-aminoethanol
L-2-Amino-1-(3,4-dihydroxyphenyl)ethanol
L-3,4-dihydroxyphenylethanolamine
L-Noradrenaline
L-Norepinephrine
L-alpha-(aminomethyl)-3,4-dihydroxybenzyl alcohol
L-arterenol
LT03330026
Levarterenol
Levarterenolo
Levarterenolo [DCIT]
Levoarterenol
Levonor
Levonoradrenaline
Levonorepinephrine
Levophed
Nor adrenalin
Nor adrenalin (TN)
Nor-Epirenan
Noradrenalin
Noradrenalina [Italian]
Noradrenaline (JP15)
Noradrenalinum
Norartrinal
Noreinefrina
Noreinefrina [INN-Spanish]
Norepinefrina
Norepinephrine
Norepinephrine (INN)
Norepinephrine Noradrenalin
Norepinephrine [INN:JAN]
Norepinephrine l-Tartrate (1:1)
Norepinephrinum
Norepinephrinum [INN-Latin]
Norepirenamine
Sympathin E
norepinephrine
norepinephrinum
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Structure
Formula
C8H11NO3
Molecular Weight
169.18
Canonical SMILES
NC[C@H](O)c1ccc(O)c(O)c1
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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
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InChIKey
SFLSHLFXELFNJZ-QMMMGPOBSA-N
CAS
51-41-2
Physicochemical Property
logP
0.0899
Rotatable Bonds
2
Heavy Atom Count
12
Polar Areas
86.71
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Complexity
12

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 439260
SID: 15898897
ChEMBL ID
CHEMBL1437
DrugBank ID
DB00368
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01089, Alpha-1A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 9.1 nM
   TI
   LI
   LO
   TS
Protein ID: PT01650, Alpha-2A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 110 nM
   TI
   LI
   LO
   TS
2
EC50 = 371.54 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 118 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 66 nM
Protein ID: PT07536, Alpha-2A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 5800 nM
   TI
   LI
   LO
   TS
Protein ID: PT02026, Alpha-2B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 61.66 nM
   TI
   LI
   LO
   TS
Protein ID: PT01598, Alpha-2C adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 794.33 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 63 nM
Protein ID: PT07687, Alpha-2C adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 650 nM
   TI
   LI
   LO
   TS
Protein ID: PT01494, Beta-2 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3300 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 3980 nM
2 Kd = 3981.07 nM
Protein ID: PT01493, Beta-3 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 5.5 nM
   TI
   LI
   LO
   TS
2
EC50 = 6.3 nM
   TI
   LI
   LO
   TS
Protein ID: PT01195, D(1A) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Kd = 50000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 1300 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Norepinephrine )
Drug Name Norepinephrine
Company Bedford Laboratories
Indication
Sepsis
Approved
Target(s)
Adrenergic receptor beta-1 (ADRB1)
Stimulator