Natural Product (NP) Details

General Information of the NP (ID: NP8392)
Name
Pseudoephedrine
Synonyms
PSEUDOEPHEDRINE; (+)-Pseudoephedrine; d-Pseudoephedrine; Isoephedrine; Sudafed; trans-Ephedrine; d-Isoephedrine; Psi-ephedrin; Psi-ephedrine; d-psi-Ephedrine; L(+)-psi-Ephedrine; (+)-threo-Ephedrine; L-(+)-Pseudoephedrine; (+)-psi-Ephedrine; 90-82-4; Pseudoefedrina; Pseudoephedrinum; Besan; (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol; (+)-(1S,2S)-Pseudoephedrine; Pseudoephedrine d-form; (1S,2S)-Pseudoephedrine; (1S,2S)-(+)-Pseudoephedrine; d-psi-2-Methylamino-1-phenyl-1-propanol; UNII-7CUC9DDI9F; 7CUC9DDI9F; 90-82-4 (free base); Pseudoephedrine, (+)-; CHEBI:51209; Pseudoephedrine, L-(+)-; alpha-(1-(Methylamino)ethyl)benzyl alcohol; Pseudoephedrine (D); Pseudoefedrina [INN-Spanish]; Pseudoephedrinum [INN-Latin]; (+) threo-2-(methylamino)-1-phenyl-1-propanol; Pseudoephedrine [INN:BAN]; Pseudoephedrine Ephedrine; psi-Ephedrine, (+)-; 2-(Methylamino)-1-phenyl-1-propanol; Neodurasina (TN); Acunaso (TN); pseudophedrine sulphate; HSDB 3177; Pseudoephedrine (INN); Pseudoephedrine polistirex; EINECS 202-018-6; Benzenemethanol, .alpha.-[(1S)-1-(methylamino)ethyl]-, (.alpha.S)-; (I)-Ephedrin; ephedrine-(racemic); (+) pseudoephedrine; d-Pseudoephedrine base; Spectrum_000878; Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R*,R*))-; Spectrum2_001303; Spectrum3_001771; Spectrum4_001162; Spectrum5_000650; Lopac-E-3250; (1S,2S) pseudoephedrine; (1S,2S)-2-methylamino-1-phenylpropan-1-ol; (1s, 2s) pseudoephedrine; EC 202-018-6; SCHEMBL4368; CHEMBL1590; (1S,2S)-2-(methylamino)-1-phenyl-propan-1-ol; BSPBio_003261; KBioGR_001763; KBioSS_001358; BIDD:GT0817; DivK1c_000451; SPBio_001365; GTPL7286; DTXSID0023537; KBio1_000451; KBio2_001358; KBio2_003926; KBio2_006494; KBio3_002762; ZINC20259; (1s, 2s)-(+)-pseudoephedrine; NINDS_000451; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaS)-; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)-; PDSP1_001347; AKOS025401512; DB00852; MCULE-5756045923; IDI1_000451; (1S,2S)-(+)-Pseudoephedrine, 98%; NCGC00015408-01; NCGC00178180-01; NCI60_002955; SBI-0051498.P003; C02765; D08449; 064P256; Q263958; BRD-K84175871-003-02-2; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)- (9CI); (S,S)-(+)-Pseudoephedrine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material
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Species Origin Ephedra altissima ...     Click to Show/Hide
Ephedra altissima
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Gnetopsida
Order: Ephedrales
Family: Ephedraceae
Genus: Ephedra
Species: Ephedra altissima
Disease Breathing abnormality [ICD-11: MD11] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -5.008
 
MDCK Permeability
 -4.754
 
PAMPA
 +++
 
HIA
 - - -
 
Distribution
VDss
 0.495
 
PPB
 28.5%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 +++
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 +++
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 +++
CYP2D6 substrate
 +++
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - -
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 - - -
HLM Stability
 -
 
Excretion
CLplasma
 5.138
 
T1/2
 4.412
Toxicity
DILI
 - - -
 
Rat Oral Acute Toxicity
 - -
 
FDAMDD
 +++
 
Respiratory
 -
 
Human Hepatotoxicity
 +++
 
Ototoxicity
 +++
 
Drug-induced Nephrotoxicity
 ++
 
Drug-induced Neurotoxicity
 ++
 
Hematotoxicity
 - - -
 
Genotoxicity
 ++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C10H15NO
PubChem CID
7028
Canonical SMILES
CC(C(C1=CC=CC=C1)O)NC
InChI
1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
InChIKey
KWGRBVOPPLSCSI-WCBMZHEXSA-N
CAS Number
CAS 90-82-4
ChEBI ID
CHEBI:51209
Herb ID
HBIN041019
SymMap ID
SMIT18578
TTD Drug ID
D00HHS
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Domperidone      Digestive system disease     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Experimental
                    Result(s)		 The combination of domperidone and pseudoephedrine improved self reported snoring and sleepiness, and may have improved apneic episodes and sleep-related nocturnal oxygen desaturation in patients with obstructive sleep apnea provided the proportion of time spent asleep did not diminish.
Target and Pathway
Target(s) Dopamine D2 receptor (D2R)  Molecule Info  [3]
KEGG Pathway Rap1 signaling pathway Click to Show/Hide
2 cAMP signaling pathway
3 Neuroactive ligand-receptor interaction
4 Gap junction
5 Dopaminergic synapse
6 Parkinson's disease
7 Cocaine addiction
8 Alcoholism
Panther Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway Click to Show/Hide
2 Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
3 Dopamine receptor mediated signaling pathway
4 Nicotine pharmacodynamics pathway
Reactome Dopamine receptors Click to Show/Hide
2 G alpha (i) signalling events
WikiPathways Hypothetical Network for Drug Addiction Click to Show/Hide
2 Monoamine GPCRs
3 GPCRs, Class A Rhodopsin-like
4 Genes and (Common) Pathways Underlying Drug Addiction
5 GPCR ligand binding
6 GPCR downstream signaling
7 Nicotine Activity on Dopaminergic Neurons
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7286).
Reference 2 Pharmacological treatment of obstructive sleep apnea with a combination of pseudoephedrine and domperidone. J Clin Sleep Med. 2010 Apr 15;6(2):117-23.
Reference 3 Cetirizine/pseudoephedrine. Drugs. 2001;61(15):2231-40; discussion 2241-2.
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