NP-MRD: Showing NP-Card for Coryneine (NP0140492)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 21:37:05 UTC

Updated at

2022-06-29 21:37:05 UTC

NP-MRD ID

NP0140492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coryneine

Description

Coryneine, also known as coryneine iodide, belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Coryneine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.6019    0.7290   -1.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998    0.3329    0.0352 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8510    1.4224    0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2349   -0.8101    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0113    0.1105    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086   -0.2280   -0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2043   -0.4366   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6532   -1.6872   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9628   -1.8525    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8517   -0.7879    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763   -1.0480    0.6687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137    0.4611   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2727    1.5388   -0.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    0.6339   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6531    0.9315   -1.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453   -0.0289   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    1.6780   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926    1.6847    0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7396    1.0871    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419    2.2756    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5843   -1.2862   -0.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7152   -1.5773    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1894   -0.4965    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    1.0279    0.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -0.7260    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2096    0.6787   -1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -1.1189   -1.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -2.5421   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462   -2.8400    0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322   -0.2902    0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2335    1.5556    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7421    1.6087   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
M  CHG  1   2   1
M  END


  Mrv1533004171506452D          

 14 14  0  0  0  0            999 V2000
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.8250    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
NP0140492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[N+](C)(C)CCC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO2/c1-12(2,3)7-6-9-4-5-10(13)11(14)8-9/h4-5,8H,6-7H2,1-3H3,(H-,13,14)/p+1

> <INCHI_KEY>
VDTBORSEFUUDTP-UHFFFAOYSA-O

> <FORMULA>
C11H18NO2

> <MOLECULAR_WEIGHT>
196.269

> <EXACT_MASS>
196.133205244

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.39041052613014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(3,4-dihydroxyphenyl)ethyl]trimethylazanium

> <ALOGPS_LOGP>
-1.97

> <JCHEM_LOGP>
-2.566163471805078

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.796890511860806

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.370321716433116

> <JCHEM_PKA_STRONGEST_BASIC>
-6.271417789592371

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
69.23110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(3,4-dihydroxyphenyl)ethyl]trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0      -1.540   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
Dopamine methiodide	MeSH
Coryneine hydroxide	MeSH
Coryneine iodide	MeSH
Quaternary dopamine	MeSH
Coryneine chloride	MeSH
Coryneine bromide	MeSH

Chemical Formula

C₁₁H₁₈NO₂

Average Mass

196.2690 Da

Monoisotopic Mass

196.13321 Da

IUPAC Name

[2-(3,4-dihydroxyphenyl)ethyl]trimethylazanium

Traditional Name

[2-(3,4-dihydroxyphenyl)ethyl]trimethylazanium

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)CCC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C11H17NO2/c1-12(2,3)7-6-9-4-5-10(13)11(14)8-9/h4-5,8H,6-7H2,1-3H3,(H-,13,14)/p+1

InChI Key

VDTBORSEFUUDTP-UHFFFAOYSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Catecholamines and derivatives

Alternative Parents

Substituents

Catecholamine
Phenethylamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Tetraalkylammonium salt
Quaternary ammonium salt
Amine
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

catecholamine (CHEBI:81125 )

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	-2	ALOGPS
logP	-2.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.23 m³·mol⁻¹	ChemAxon
Polarizability	22.39 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C17486

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165581

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Coryneine (NP0140492)

MOL for NP0140492 (Coryneine)

3D MOL for NP0140492 (Coryneine)

3D SDF for NP0140492 (Coryneine)

3D-SDF for NP0140492 (Coryneine)

PDB for NP0140492 (Coryneine)

3D PDB for NP0140492 (Coryneine)

SMILES for NP0140492 (Coryneine)

INCHI for NP0140492 (Coryneine)

Structure for NP0140492 (Coryneine)

3D Structure for NP0140492 (Coryneine)