Zhang Lab

University of Michigan

Home Research COVID-19 Services Publications People Teaching Job Opening News Forum Lab Only

Online Services

●I-TASSER ●I-TASSER-MTD ●C-I-TASSER ●CR-I-TASSER ●QUARK ●C-QUARK ●LOMETS ●MUSTER ●CEthreader ●SEGMER ●DeepFold ●DeepFoldRNA ●FoldDesign ●COFACTOR ●COACH ●MetaGO ●TripletGO ●IonCom ●FG-MD ●ModRefiner ●REMO ●DEMO ●DEMO-EM ●DMFold ●SPRING ●COTH ●Threpp ●PEPPI ●BSpred ●ANGLOR ●EDock ●BSP-SLIM ●SAXSTER ●FUpred ●ThreaDom ●ThreaDomEx ●EvoDesign ●BindProf ●BindProfX ●SSIPe ●GPCR-I-TASSER ●MAGELLAN ●ResQ ●STRUM ●DAMpred

●TM-score ●TM-align ●US-align ●MM-align ●RNA-align ●NW-align ●LS-align ●EDTSurf ●MVP ●MVP-Fit ●SPICKER ●HAAD ●PSSpred ●3DRobot ●MR-REX ●I-TASSER-MR ●SVMSEQ ●NeBcon ●ResPRE ●TripletRes ●DeepPotential ●WDL-RF ●ATPbind ●DockRMSD ●DeepMSA ●FASPR ●EM-Refiner ●GPU-I-TASSER

●BioLiP ●E. coli ●GLASS ●GPCR-HGmod ●GPCR-RD ●GPCR-EXP ●Tara-3D ●TM-fold ●DECOYS ●POTENTIAL ●RW/RWplus ●EvoEF ●HPSF ●THE-DB ●ADDRESS ●Alpaca-Antibody ●CASP7 ●CASP8 ●CASP9 ●CASP10 ●CASP11 ●CASP12 ●CASP13 ●CASP14

GLASS

You can:

Go to the GPCR, ligand, or experimental data tables.
Go to the experimental data table for text mining information in PubMed ID column.
Go to the GPCR page and check other ligands which interact with it.
Go to the ligand page and check other GPCRs which it interacts with.
Go back to previous page.

GPCR

Name	Alpha-2C adrenergic receptor
Species	Homo sapiens (Human)
Gene	ADRA2C
Synonym	alpha2-C4 Adra-2c ADRA2L2 ADRA2RL2 Adrenergic alpha2C- receptor class I adrenergic receptor alpha-2 adrenergic receptor subtype C4 alpha2C-adrenoceptor alpha-2C adrenergic receptor Alpha-2C adrenoceptor alpha-2C adrenoreceptor Alpha-2CAR [ Show all ]
Disease	Diabetic nephropathy; Fibromyalgia Hypertension Heart failure Glaucoma Alzheimer disease Asthma Erythema Contusion Depression Hypotension Male sexual disorders Neurological disease Obesity Ocular disease Allergic rhinitis Alcohol use disorders Ocular hypertension Poison intoxication Peptic ulcer Pain [ Show all ]
Length	462
Amino acid sequence	MASPALAAALAVAAAAGPNASGAGERGSGGVANASGASWGPPRGQYSAGAVAGLAAVVGFLIVFTVVGNVLVVIAVLTSRALRAPQNLFLVSLASADILVATLVMPFSLANELMAYWYFGQVWCGVYLALDVLFCTSSIVHLCAISLDRYWSVTQAVEYNLKRTPRRVKATIVAVWLISAVISFPPLVSLYRQPDGAAYPQCGLNDETWYILSSCIGSFFAPCLIMGLVYARIYRVAKLRTRTLSEKRAPVGPDGASPTTENGLGAAAGAGENGHCAPPPADVEPDESSAAAERRRRRGALRRGGRRRAGAEGGAGGADGQGAGPGAAESGALTASRSPGPGGRLSRASSRSVEFFLSRRRRARSSVCRRKVAQAREKRFTFVLAVVMGVFVLCWFPFFFSYSLYGICREACQVPGPLFKFFFWIGYCNSSLNPVIYTVFNQDFRRSFKHILFRRRRRGFRQ
UniProt	P18825
Protein Data Bank	N/A
GPCR-HGmod model	P18825
3D structure model	This predicted structure model is from GPCR-EXP P18825.
BioLiP	N/A
Therapeutic Target Database	T01777
ChEMBL	CHEMBL1916
IUPHAR	27
DrugBank	BE0004864, BE0000342, BE0004888

Ligand

Name	norepinephrine
Molecular formula	C8H11NO3
IUPAC name	4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
Molecular weight	169.18
Hydrogen bond acceptor	4
Hydrogen bond donor	4
XlogP	-1.2
Synonyms	AKOS015854572 (-)-Arterenol free base Benzyl alcohol, .alpha.-(aminomethyl)-3,4-dihydroxy-, (+)- (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol CAS-51-41-2 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)- D-(-)-Noradrenaline 21779-EP2272847A1 DB00368 21779-EP2311828A1 EINECS 200-096-6 4786-EP2270011A1 HMS2091J08 4786-EP2305644A1 KBio2_004057 4786-EP2314571A2 L-alpha-(aminomethyl)-3,4-dihydroxybenzyl alcohol AB00052424-06 LT03330026 NCGC00159406-08 Nor-adrenaline Noradrenaline (JP17) Norepinephrine (INN) NSC-757246 SC-04955 Spectrum3_000520 TR-005105 (+)-Noradrenaline AN-24392 (-)-NORADRENALINE/ 1,?2-?Benzenediol, 4-?[(1R)?-?2-?amino-?1-?hydroxyethyl]?- BRN 4231961 (R)-Noradrenaline CHEBI:18357 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-(9CI) D00076 21779-EP2287166A2 DSSTox_CID_3378 21779-EP2377510A1 FT-0658803 4786-EP2287163A1 HY-13715 4786-EP2305678A1 KBioGR_000635 L-Norepinephrine AC1L96ZT NCGC00159406-03 NCGC00159406-11 Noradrenalin, l- Noreinefrina Norepinephrine [INN:BAN:JAN] PDSP2_001095 SGCUT00123 Spectrum_001009 W-105896 Levonor AJ-09755 (-)-alpha-(Aminomethyl)protocatechuyl alcohol Arterenol (R)-( C)-Norepinephrine C-4015 1,2-Benzenediol, 4-((1R)-2-amino-1-hydroxyethyl)- CS-0007744 138-65-8 D53D5E3A-2360-4CA9-8031-6C2CD4062FD5 21779-EP2298742A1 DTXSID5023378 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol HMS1920B08 4786-EP2292620A2 KBio1_000230 4786-EP2308875A1 l-2-Amino-1-(3,4-dihydroxyphenyl)ethanol 51-41-2 NCGC00159406-06 Nor adrenalin noradrenaline NOREPINEPHIRINE Norepinephrinum [INN-Latin] R-norepinephrine SPECTRUM1500436 Tox21_301944 ZINC57624 Levophed Aktamin (-)-NORADRENALINE Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, (-)- (R)-4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol CC-33071 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)- (9CI) d-Arterenol 21779-EP2284170A1 DermX 21779-EP2311835A1 FCH920095 4786-EP2280010A2 HMS500L12 4786-EP2305648A1 KBio2_006625 4786-EP2316836A1 L-arterenol AB00052424_07 MFCD00025592 NCGC00159406-09 Nor-Epirenan Noradrenalinum Norepinephrine l-Tartrate (1:1) NSC757246 SCHEMBL2609 Spectrum4_000078 UNII-K294OAI79V component SFLSHLFXELFNJZ-QMMMGPOBSA-N Levarterenolo [DCIT] Adrenaline Impurity (+)-Norepinephrine ANW-74377 (-)-Norepinephrine BSPBio_002079 (R)-Norepinephrine 1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]- D07MOX 21779-EP2292620A2 DSSTox_GSID_23378 4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol FT-0679201 4786-EP2287165A2 I01-15661 4786-EP2308864A1 KBioSS_001489 Levarterenol NCGC00159406-04 NCGC00255328-01 Noradrenalina Noreinefrina [INN-Spanish] Norepinephrine [INN:JAN] Pharmakon1600-01500436 SMR000058585 STK503776 X4W3ENH1CV Levonoradrenaline AKOS006345192 (-)-Arterenol BDBM50029051 (R)-(-)-Norepinephrine C00547 1,2-Benzenediol, 4-((R)-2-amino-1-hydroxyethyl)- CTK4C1344 21779-EP2269990A1 21779-EP2305669A1 Ecteinascidins 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol HMS2089E18 4786-EP2298776A1 KBio2_001489 4786-EP2311831A1 L-3,4-dihydroxyphenylethanolamine 66197-73-7 NCGC00159406-07 Nor adrenalin (TN) Noradrenaline (JP15) Norepirenamine SBI-0050082.P003 Spectrum2_001064 to_000024 LS-42676 ALBB-006229 (-)-NORADRENALINE/ 1,?2-?Benzenediol, 4-?[(1R)?-?2 bmse000404 (R)-4-(2-Amino-1-hydroxyethyl)catechol CCG-40104 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-(-)- d-Norepinephrine 21779-EP2287165A2 DivK1c_000230 21779-EP2314571A2 FT-0603221 4786-EP2284171A1 HSDB 7772 4786-EP2305677A1 KBio3_001579 4899-05-2 L-Noradrenaline AB00052424_08 MLS006010883 NCGC00159406-10 Noradrenalin Norartrinal Norepinephrine Noradrenalin PDSP1_001111 SFLSHLFXELFNJZ-QMMMGPOBSA-N Spectrum5_001068 UNII-X4W3ENH1CV Levoarterenol Adrenor (-)-(R)-Norepinephrine API0003193 (-)-Norepinephrine, >=98%, crystalline C-05156 025N592 CHEMBL1437 1,2-Benzenediol,4-(2-amino-1-hydroxyethyl)- D0R2UN 21779-EP2298731A1 DSSTox_RID_77004 4-[(1R)-2-amino-1-hydroxy-ethyl]benzene-1,2-diol GTPL505 4786-EP2287166A2 IDI1_000230 4786-EP2308873A1 l-1-(3,4-Dihydroxyphenyl)-2-aminoethanol 51-40-1 (l-tartrate (1:1)) Levarterenolo NCGC00159406-05 NINDS_000230 Noradrenalina [Italian] norepinefrina norepinephrinum PubChem6074 SPBio_001048 Sympathin E xi-Norepinephrine Levonorepinephrine [ Show all ]
Inchi Key	SFLSHLFXELFNJZ-QMMMGPOBSA-N
Inchi ID	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
PubChem CID	439260
ChEMBL	CHEMBL1437
IUPHAR	505
BindingDB	50029051
DrugBank	DB00368
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
EC50	794.0 nM	PMID18578476, PMID17630725, PMID19886609	BindingDB
EC50	794.33 nM	PMID15566287, PMID17630725, PMID18578476, PMID19886609	ChEMBL
Intrinsic activity	1.0 -	PMID15566287, PMID19886609	ChEMBL
Ki	63.0 nM	PMID8632424	BindingDB,ChEMBL
Ki	158.489 - 1995.26 nM	PMID9824686, PMID9605427	IUPHAR

zhanglabzhanggroup.org | (734) 647-1549 | 100 Washtenaw Avenue, Ann Arbor, MI 48109-2218