NP-MRD: Showing NP-Card for Evellerine (NP0083522)

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Record Information

Version

2.0

Created at

2022-04-29 04:32:35 UTC

Updated at

2022-04-29 04:32:35 UTC

NP-MRD ID

NP0083522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Evellerine

Description

Evellerine belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline. Evellerine is found in Euodia elleryana, Euodia euneura and Melicope bonwickii. Evellerine is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -4.8560    1.9431   -0.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3799    1.2807    0.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7769    0.0542    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4137   -0.0362    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    1.1214   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3067    1.0400   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3418   -0.1768   -0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7192   -0.2289   -0.3481 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    0.9807   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256    0.7241   -0.6331 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5193    1.9934   -0.7748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3912    0.1182    0.6635 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7959   -1.2325    0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    0.0354    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9821    0.9868    1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229   -1.3231   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -1.2695    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5364   -2.3778    0.2213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8770   -2.3473    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193   -3.2500    0.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9979   -2.6995    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8540   -1.3445    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932   -1.1225    0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0793    2.0578   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2505    2.9380   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887    1.3680   -1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1534    2.1018   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    1.9824   -0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.6480    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    1.5182   -1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    0.1429   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0152    2.4396   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5313   -1.9114    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700   -1.7464   -0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.1754    1.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754    0.9942    0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1472   -0.1765    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -0.8192    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    1.8437    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.2836   -0.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9599   -3.1988    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6019   -0.5928    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  1
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 19 23  1  0
  4 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 22 42  1  0
 21 41  1  0
 16 40  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
  6 28  1  0
  5 27  1  0
M  END


  Mrv1533004171515322D          

 23 25  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   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
    0.0000    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    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
    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 12 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 10 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083522

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=COC2=NC2=CC(OCC(O)C(C)(C)O)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO5/c1-17(2,20)14(19)9-23-10-4-5-11-13(8-10)18-16-12(6-7-22-16)15(11)21-3/h4-8,14,19-20H,9H2,1-3H3

> <INCHI_KEY>
HBAURZDCJUZLMR-UHFFFAOYSA-N

> <FORMULA>
C17H19NO5

> <MOLECULAR_WEIGHT>
317.341

> <EXACT_MASS>
317.126322716

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.55257089323807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-3-methylbutane-2,3-diol

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.718858134666666

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.118723965035155

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.196600980009347

> <JCHEM_PKA_STRONGEST_BASIC>
3.106497223920064

> <JCHEM_POLAR_SURFACE_AREA>
84.95000000000002

> <JCHEM_REFRACTIVITY>
83.0112

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-3-methylbutane-2,3-diol

> <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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.799   2.016   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.799  -0.476   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.207  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.127  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   12   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    3   10                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉NO₅

Average Mass

317.3410 Da

Monoisotopic Mass

317.12632 Da

IUPAC Name

1-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-3-methylbutane-2,3-diol

Traditional Name

1-({4-methoxyfuro[2,3-b]quinolin-7-yl}oxy)-3-methylbutane-2,3-diol

CAS Registry Number

Not Available

SMILES

COC1=C2C=COC2=NC2=CC(OCC(O)C(C)(C)O)=CC=C12

InChI Identifier

InChI=1S/C17H19NO5/c1-17(2,20)14(19)9-23-10-4-5-11-13(8-10)18-16-12(6-7-22-16)15(11)21-3/h4-8,14,19-20H,9H2,1-3H3

InChI Key

HBAURZDCJUZLMR-UHFFFAOYSA-N

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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euodia elleryana	Plant	KNApSAcK
Euodia euneura	Plant	KNApSAcK
Melicope bonwickii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Furanoquinolines

Direct Parent

Furanoquinolines

Alternative Parents

Substituents

Furanoquinoline
Furopyridine
Alkyl aryl ether
Pyridine
Benzenoid
Furan
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
1,2-diol
Ether
Azacycle
Oxacycle
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.32	ALOGPS
logP	1.72	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	3.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.95 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.01 m³·mol⁻¹	ChemAxon
Polarizability	33.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

177139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Evellerine (NP0083522)

MOL for NP0083522 (Evellerine)

3D MOL for NP0083522 (Evellerine)

3D SDF for NP0083522 (Evellerine)

3D-SDF for NP0083522 (Evellerine)

PDB for NP0083522 (Evellerine)

3D PDB for NP0083522 (Evellerine)

SMILES for NP0083522 (Evellerine)

INCHI for NP0083522 (Evellerine)

Structure for NP0083522 (Evellerine)

3D Structure for NP0083522 (Evellerine)