NP-MRD: Showing NP-Card for Satiomem (NP0046755)

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Record Information

Version

2.0

Created at

2022-03-17 20:29:01 UTC

Updated at

2022-03-17 20:29:01 UTC

NP-MRD ID

NP0046755

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Satiomem

Description

Carbinoxamine, also known as histex PD or histex i-e, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Carbinoxamine is a drug which is used for symptomatic relief of seasonal and perennial allergic rhinitis and vasomotor rhinitis, as well as allergic conjunctivitis caused by foods and inhaled allergens. Also for the relief of allergic reactions to blood or plasma, and the symptomatic management of mild, uncomplicated allergic skin manifestations of urticaria and angioedema. Carbinoxamine is a very strong basic compound (based on its pKa). In humans, carbinoxamine is involved in carbinoxamine h1-antihistamine action. Outside of the human body, Carbinoxamine has been detected, but not quantified in, barley and garden onions. This could make carbinoxamine a potential biomarker for the consumption of these foods. Carbinoxamine is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

748
  Mrv0541 02231214582D          

 20 21  0  0  1  0            999 V2000
    3.7935   -3.0938    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 13  1  0  0  0  0
  3 14  1  0  0  0  0
  4  9  1  0  0  0  0
  4 19  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 18  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046755

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)CCOC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19ClN2O/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13/h3-10,16H,11-12H2,1-2H3

> <INCHI_KEY>
OJFSXZCBGQGRNV-UHFFFAOYSA-N

> <FORMULA>
C16H19ClN2O

> <MOLECULAR_WEIGHT>
290.788

> <EXACT_MASS>
290.118590947

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.699436427863958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]ethyl}dimethylamine

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.2719406193333334

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.867034608008378

> <JCHEM_POLAR_SURFACE_AREA>
25.36

> <JCHEM_REFRACTIVITY>
82.12780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbinoxamine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 748                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       7.081  -5.775   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       5.748   1.155   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       4.414   5.005   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       8.415   2.695   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.748   2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   3.465   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   5.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   5.775   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -3.465   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -3.465   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -4.235   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.082   1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   3.465   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.082   2.695   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2    5    6                                                       
CONECT    3    7   13   14                                                  
CONECT    4    9   19                                                       
CONECT    5    2    8    9                                                  
CONECT    6    2    7                                                       
CONECT    7    3    6                                                       
CONECT    8    5   10   11                                                  
CONECT    9    4    5   12                                                  
CONECT   10    8   15                                                       
CONECT   11    8   16                                                       
CONECT   12    9   18                                                       
CONECT   13    3                                                            
CONECT   14    3                                                            
CONECT   15   10   17                                                       
CONECT   16   11   17                                                       
CONECT   17    1   15   16                                                  
CONECT   18   12   20                                                       
CONECT   19    4   20                                                       
CONECT   20   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
(+-)-Carbinoxamine	ChEBI
2-(p-Chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine	ChEBI
Carbinoxamina	ChEBI
Carbinoxamine base	ChEBI
Carbinoxaminum	ChEBI
Paracarbinoxamine	ChEBI
{2-[(4-chloro-phenyl)-pyridin-2-yl-methoxy]-ethyl}-dimethyl-amine	ChEBI
2-(p-Chloro-a-(2-(dimethylamino)ethoxy)benzyl)pyridine	Generator
2-(p-Chloro-α-(2-(dimethylamino)ethoxy)benzyl)pyridine	Generator
Carbinoxamine maleate	HMDB
Paracarinoxamine	HMDB
Histex PD	HMDB
Histex CT	HMDB
Histex I-e	HMDB

Chemical Formula

C₁₆H₁₉ClN₂O

Average Mass

290.7880 Da

Monoisotopic Mass

290.11859 Da

IUPAC Name

{2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]ethyl}dimethylamine

Traditional Name

carbinoxamine

CAS Registry Number

486-16-8

SMILES

CN(C)CCOC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H19ClN2O/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13/h3-10,16H,11-12H2,1-2H3

InChI Key

OJFSXZCBGQGRNV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hordeum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylethers

Direct Parent

Benzylethers

Alternative Parents

Substituents

Benzylether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:3398 )
pyridines (CHEBI:3398 )
monochlorobenzenes (CHEBI:3398 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.03	ALOGPS
logP	3.27	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	82.13 m³·mol⁻¹	ChemAxon
Polarizability	31.7 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon