NP-MRD: Showing NP-Card for (+)-(R)-Balfourodinium (NP0051203)

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Record Information

Version

1.0

Created at

2022-04-27 22:36:25 UTC

Updated at

2022-04-27 22:36:25 UTC

NP-MRD ID

NP0051203

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(R)-Balfourodinium

Description

Balfourodinium belongs to the class of organic compounds known as dihydrofuranoquinolines. These are organic heterocyclic compounds with a structure based on the dihydrofuranoquinoline skeleton. (+)-(R)-Balfourodinium is found in Balfourodendron riedelianum, Choisya ternata and Orixa japonica . Based on a literature review very few articles have been published on Balfourodinium.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.6468   -3.7362   -1.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   -2.4684   -1.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.3456   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -0.7802   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3452    0.3278    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766    0.8608    0.4968 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.9712    2.0321    1.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0346    0.3282    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.8586    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572    1.9898    1.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5582    2.5892    1.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038    0.2607   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3085   -0.8564   -0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0626   -1.3693   -1.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8925   -0.7995   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258    0.7213    0.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5686    0.2347   -0.3848 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9377    0.0928    0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9790   -0.2952   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2759    1.4546    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8464   -0.8038    1.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9559   -1.1016   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3044   -3.8705   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274   -4.5590   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -3.8165   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4124    1.8343    2.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    2.9410    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080    2.2993    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3702    1.8901    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854    3.2405    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3459    3.2806    2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3497    0.7024    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2025   -1.3281   -1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9773   -2.2319   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820    0.8755   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689   -0.4422   -1.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486   -1.2541   -0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956    0.4582   -0.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447    1.3239    1.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385    1.9339    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    2.1219    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359   -0.3603    2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2650   -1.9186   -0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.3148   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 15  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4 22  1  0
 22 17  1  0
 17 16  1  0
 16  5  1  0
  5  6  2  0
  6  7  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  1
 12  9  1  0
  5  4  1  0
  6  8  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 14 34  1  0
 13 33  1  0
 12 32  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 43  1  0
 22 44  1  0
 17 35  1  6
  7 26  1  0
  7 27  1  0
  7 28  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
M  CHG  1   6   1
M  END


  Mrv1652304282200362D          

 22 24  0  0  1  0            999 V2000
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  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
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  CHG  1  10   1
M  END
> <DATABASE_ID>
NP0051203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=CC=C1)C(OC)=C1C[C@@H](OC1=[N+]2C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22NO4/c1-17(2,19)13-9-11-15(21-5)10-7-6-8-12(20-4)14(10)18(3)16(11)22-13/h6-8,13,19H,9H2,1-5H3/q+1/t13-/m1/s1

> <INCHI_KEY>
OQZCPLGYHZLFBM-CYBMUJFWSA-N

> <FORMULA>
C17H22NO4

> <MOLECULAR_WEIGHT>
304.365

> <EXACT_MASS>
304.154334613

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.39767857612528

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-(2-hydroxypropan-2-yl)-4,8-dimethoxy-9-methyl-2H,3H-furo[2,3-b]quinolin-9-ium

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-2.445934621471745

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.285859052414018

> <JCHEM_PKA_STRONGEST_BASIC>
-3.111165250474108

> <JCHEM_POLAR_SURFACE_AREA>
51.80000000000001

> <JCHEM_REFRACTIVITY>
83.3562

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-(2-hydroxypropan-2-yl)-4,8-dimethoxy-9-methyl-2H,3H-furo[2,3-b]quinolin-9-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.924   4.383   0.000  0.00  0.00           N+1
HETATM   11  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.860   2.843   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.320   1.303   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.320   4.383   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.591   5.923   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   19                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    8                                                       
CONECT   15   13   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19    7   20                                                       
CONECT   20   19                                                            
CONECT   21    3   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂NO₄

Average Mass

304.3650 Da

Monoisotopic Mass

304.15433 Da

IUPAC Name

(2R)-2-(2-hydroxypropan-2-yl)-4,8-dimethoxy-9-methyl-2H,3H-furo[2,3-b]quinolin-9-ium

Traditional Name

(2R)-2-(2-hydroxypropan-2-yl)-4,8-dimethoxy-9-methyl-2H,3H-furo[2,3-b]quinolin-9-ium

CAS Registry Number

Not Available

SMILES

COC1=C2C(=CC=C1)C(OC)=C1C[C@@H](OC1=[N+]2C)C(C)(C)O

InChI Identifier

InChI=1S/C17H22NO4/c1-17(2,19)13-9-11-15(21-5)10-7-6-8-12(20-4)14(10)18(3)16(11)22-13/h6-8,13,19H,9H2,1-5H3/q+1/t13-/m1/s1

InChI Key

OQZCPLGYHZLFBM-CYBMUJFWSA-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
Balfourodendron riedelianum	Plant	KNApSAcK
Choisya ternata	LOTUS Database	35616633
Orixa japonica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrofuranoquinolines. These are organic heterocyclic compounds with a structure based on the dihydrofuranoquinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Dihydrofuranoquinolines

Direct Parent

Dihydrofuranoquinolines

Alternative Parents

Substituents

Dihydrofuranoquinoline
Anisole
Alkyl aryl ether
Pyridine
Pyridinium
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Ether
Oxacycle
Azacycle
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:2986 )
oxacycle (CHEBI:2986 )
organonitrogen heterocyclic compound (CHEBI:2986 )
Quinoline alkaloids (C10648 )

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	-1.2	ALOGPS
logP	-2.4	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.29	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.36 m³·mol⁻¹	ChemAxon
Polarizability	33.4 Å³	ChemAxon
Number of Rings	3	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

C00002141

Chemspider ID

130735

KEGG Compound ID

C10648

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

148302

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-(R)-Balfourodinium (NP0051203)

MOL for NP0051203 ((+)-(R)-Balfourodinium)

3D MOL for NP0051203 ((+)-(R)-Balfourodinium)

3D SDF for NP0051203 ((+)-(R)-Balfourodinium)

3D-SDF for NP0051203 ((+)-(R)-Balfourodinium)

PDB for NP0051203 ((+)-(R)-Balfourodinium)

3D PDB for NP0051203 ((+)-(R)-Balfourodinium)

SMILES for NP0051203 ((+)-(R)-Balfourodinium)

INCHI for NP0051203 ((+)-(R)-Balfourodinium)

Structure for NP0051203 ((+)-(R)-Balfourodinium)

3D Structure for NP0051203 ((+)-(R)-Balfourodinium)