UCSF

ZINC00057435

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 5th, 2005 19 Yes

Popular Name: Oxymetazoline Hydrochloride Oxymetazoline Hydrochloride

Find On: PubMed — Wikipedia — Google

CAS Numbers: 1491-59-4 , 2315-02-8 , 2315-02-8, 1491-59-4 , 2315-02-8, 1491-59-4 [oxymetazoline] , [2315-02-8]

Other Names:

azoline

1491-59-4

1491-59-4; Afrin; C07363; Oxymetazoline

1491-59-4; D08322; Operil (TN); Oxymetazoline (INN)

2,6-Dimethyl-2-(4-tertiarybutyl-3-hydroxyphenyl)methylimidazoline hydrochloride; 2-(4-t-Butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazolinium chloride; 4-Way Nasal Spray; 6-t-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol hydrochloride; 6-tert-Butyl-3

2-(3-Hydroxy-2,6-dimethyl-4-t-butylbenzyl)-2-imidazoline hydrochloride

2-(4-tert-Butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoline

2-(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoline; 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenol; 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol; 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl

2315-02-8; D01022; Ocuclear (TN); Oxymetazoline hydrochloride (JAN/USP)

2315-02-8; Oxymetazoline hydrochloride; Prestwick_373

3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethyl-6-tert-butyl-phenol

3-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenol

6-t-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol

6-tert-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol

6-tert-Butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol

AC-6370

AC1L1IM1

Afrin

Afrin Cherry 12 Hour Nasal Spray

Afrin Extra Moisturizing 12 Hour Nasal Spray

Afrin Original 12 Hour Nasal Spray

Afrin Original 12 Hour Nose Drops

Afrin Original 12 Hour Pump Mist

Afrin Sinus 12 Hour Nasal Spray

Biomol-NT_000161

BPBio1_000295

BPBio1_000419

BRD-K16195444-001-01-7

BRN 0886303

BSPBio_000267

BSPBio_002145

C07363

CAS-151615

CHEBI:142520

CHEMBL762

CID4636

D010109

D08322

DAP000235

DB00935

DivK1c_000567

Dristan Long Lasting Mentholated Nasal Spray

Dristan Long Lasting Nasal Mist

Drixoral Nasal Solution

Duramist Plus Up To 12 Hour Nasal Decongestant Spray

Duration 12 Hour Nasal Spray

EINECS 216-079-1

FT-0082560

Genasal Nasal Spray Up to 12 Hour Relief

H 990

Hazol

HMS2089G03

HSDB 3143

IDI1_000567

Iliadin

INN); Oxymetazoline HCl (FDA

INN); Oxymetazoline Hydrochloride (FDA

JAN

KBio1_000567

KBio2_001531

KBio2_004099

KBio2_006667

KBio3_001645

KBioGR_000908

KBioSS_001531

L000459

LS-104146

MFCD00058147

MFCD00242798

MolPort-002-538-313

N/A

Nafrine

Nasal Relief 12 Hour Nasal Spray

Nasivine

Navasin

Navisin

NCGC00015766-01

NCGC00015766-02

NCGC00015766-03

NCGC00015766-10

NCGC00022345-02

NCGC00022345-04

NCGC00022345-05

NCGC00022345-06

nchembio705-11

Neo-Synephrine 12 Hour Spray

Nezeril

NINDS_000567

Nostrilla 12 Hour Nasal Decongestant

OcuClear

Operil (TN)

Oximetazolina

Oximetazolina [INN-Spanish]

Oximetazolinum

Oximetazolinum;Oxymetazoline hydrochloride crystalline;Oxymethazoline;Oxymetozoline

Oxylazine

oxymeta zoline

oxymetazolina; oxymetazoline; oxymetazolinum

Oxymetazoline

Oxymetazoline (BAN

Oxymetazoline (INN)

Oxymetazoline HCl

oxymetazoline hydrochloride crystalline

Oxymetazoline [INN:BAN]

oxymetazoline(1+)

Oxymetazolinum

Oxymetazolinum [INN-Latin]

Oxymethazoline

Oxymetozoline

Phenol, 3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-6-(1,1-dimethylethyl)-2,4-dimethyl-

Phenol, 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-

Phenol, 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl- (9CI)

Phenol, 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-

Phenol, 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-

Phenol, 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl- (7CI,8CI)

Prestwick0_000224

Prestwick1_000224

Prestwick2_000224

Prestwick3_000224

QA-6823

Rhinofrenol

Rhinolitan

SCH-9384

Sinerol

SPBio_001095

SPBio_002188

Spectrum2_000998

Spectrum3_000533

Spectrum4_000464

Spectrum5_001114

Spectrum_001051

Tocris-1142

UNII-8VLN5B44ZY

USAN

USAN)

USP

USP)

Vicks Sinex 12 Hour Nasal Spray

Vicks Sinex 12 Hour Ultra Fine Mist for Sinus Relief

VISINE

Visine L.R

Visine L.R.

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) 3.86 5.63 -30.97 3 3 1 46 261.389 3 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 5.15e-02 g/l DrugBank-approved
UniProt Database Links AA2DA_DANRE; AA2DB_DANRE; ADA2A_DANRE; ADA2A_HUMAN; ADA2B_HUMAN; OAR1_LYMST; OAR2_LYMST ChEBI
therap adrenergic agonist, nasal decongestant MicroSource Spectrum
Target Adrenergic Receptor Selleck Chemicals
Indications decongestant KeyOrganics Bioactives
Therapy Partial alpha2A adrenoceptor agonist; agonist at serotonin 5-HT1A, 5-HT1B and 5-HT1D receptors and a mixed agonist-antag SMDC Iconix

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT1B-1-E Serotonin 1b (5-HT1b) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 0 0.00 Binding ≤ 10μM
5HT1D-1-E Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 0 0.00 Binding ≤ 10μM
ADA1A-1-E Alpha-1a Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 42 0.54 Binding ≤ 10μM
ADA1B-1-E Alpha-1b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 42 0.54 Binding ≤ 10μM
ADA1D-1-E Alpha-1d Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 42 0.54 Binding ≤ 10μM
ADA2A-1-E Alpha-2a Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 2 0.64 Binding ≤ 10μM
ADA2B-3-E Alpha-2b Adrenergic Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 33 0.55 Binding ≤ 10μM
ADA2C-1-E Alpha-2c Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 33 0.55 Binding ≤ 10μM
NISCH-2-E Nischarin (cluster #2 Of 4), Eukaryotic Eukaryotes 6 0.61 Binding ≤ 10μM
5HT1D-1-E Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 137 0.51 Functional ≤ 10μM
Z104304-1-O Adrenergic Receptor Alpha-1 (cluster #1 Of 3), Other Other 300 0.48 Binding ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 10000 0.37 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z104304 Z104304 Adrenergic Receptor Alpha-1 300 0.48 Binding ≤ 1μM
ADA1A_HUMAN P35348 Alpha-1a Adrenergic Receptor, Human 42 0.54 Binding ≤ 1μM
ADA1B_HUMAN P35368 Alpha-1b Adrenergic Receptor, Human 42 0.54 Binding ≤ 1μM
ADA1D_HUMAN P25100 Alpha-1d Adrenergic Receptor, Human 42 0.54 Binding ≤ 1μM
ADA2A_HUMAN P08913 Alpha-2a Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 1μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 1μM
ADA2A_BOVIN Q28838 Alpha-2a Adrenergic Receptor, Bovin 1.5 0.65 Binding ≤ 1μM
ADA2A_MOUSE Q01338 Alpha-2a Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 1μM
ADA2A_PIG P18871 Alpha-2a Adrenergic Receptor, Pig 21 0.57 Binding ≤ 1μM
ADA2B_MOUSE P30545 Alpha-2b Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 1μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 1μM
ADA2B_HUMAN P18089 Alpha-2b Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 1μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 1μM
ADA2C_MOUSE Q01337 Alpha-2c Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 1μM
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 1μM
NISCH_HUMAN Q9Y2I1 Nischarin, Human 6.19441075 0.60 Binding ≤ 1μM
5HT1B_HUMAN P28222 Serotonin 1b (5-HT1b) Receptor, Human 0.3 0.70 Binding ≤ 1μM
5HT1D_HUMAN P28221 Serotonin 1d (5-HT1d) Receptor, Human 0.4 0.69 Binding ≤ 1μM
Z104304 Z104304 Adrenergic Receptor Alpha-1 300 0.48 Binding ≤ 10μM
ADA1A_HUMAN P35348 Alpha-1a Adrenergic Receptor, Human 42 0.54 Binding ≤ 10μM
ADA1B_HUMAN P35368 Alpha-1b Adrenergic Receptor, Human 42 0.54 Binding ≤ 10μM
ADA1D_HUMAN P25100 Alpha-1d Adrenergic Receptor, Human 42 0.54 Binding ≤ 10μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 10μM
ADA2A_BOVIN Q28838 Alpha-2a Adrenergic Receptor, Bovin 1.5 0.65 Binding ≤ 10μM
ADA2A_MOUSE Q01338 Alpha-2a Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 10μM
ADA2A_PIG P18871 Alpha-2a Adrenergic Receptor, Pig 21 0.57 Binding ≤ 10μM
ADA2A_HUMAN P08913 Alpha-2a Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 10μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 10μM
ADA2B_HUMAN P18089 Alpha-2b Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 10μM
ADA2B_MOUSE P30545 Alpha-2b Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 10μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 1.9 0.64 Binding ≤ 10μM
ADA2C_MOUSE Q01337 Alpha-2c Adrenergic Receptor, Mouse 109 0.51 Binding ≤ 10μM
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 10.5 0.59 Binding ≤ 10μM
NISCH_HUMAN Q9Y2I1 Nischarin, Human 6.19441075 0.60 Binding ≤ 10μM
5HT1B_HUMAN P28222 Serotonin 1b (5-HT1b) Receptor, Human 0.3 0.70 Binding ≤ 10μM
5HT1D_HUMAN P28221 Serotonin 1d (5-HT1d) Receptor, Human 0.4 0.69 Binding ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 10000 0.37 Functional ≤ 10μM
5HT1D_HUMAN P28221 Serotonin 1d (5-HT1d) Receptor, Human 137 0.51 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

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

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

No pre-computed analogs available. Try a structural similarity search.