NP-MRD: Showing NP-Card for Balsoxine (NP0051343)

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Record Information

Version

2.0

Created at

2022-04-27 22:44:11 UTC

Updated at

2022-04-27 22:44:11 UTC

NP-MRD ID

NP0051343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Balsoxine

Description

Balsoxine belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group. Balsoxine is found in Amyris balsamifera. Balsoxine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    6.1275    1.1247    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    0.2766   -0.3544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600    0.3941   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3962    1.3221    0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386    1.4032    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    0.5761    0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3048    0.7232    0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687    1.6266    1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776    1.4368    1.5080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546    0.4358    0.6559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.0837    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    0.4600    0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802    0.0310    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3538   -0.9975   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2478   -1.5535   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9649   -1.1136   -0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978    0.0332    0.1695 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6132   -0.3643   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678   -0.4632   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4853   -1.4000   -1.6378 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6271   -2.2816   -2.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0098    2.1943    0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9089    1.0920    1.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    0.8189    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780    1.9858    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822    2.1397    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187    2.3489    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7572    1.2829    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0202    0.4879    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3394   -1.3689   -0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4249   -2.3680   -1.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315   -1.5794   -1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131   -1.0242   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855   -3.1265   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2219   -2.7471   -3.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7823   -1.7224   -2.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 17  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 19  3  1  0
 17  7  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 18 33  1  0
 21 34  1  0
 21 35  1  0
 21 36  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv1533004171501002D          

 21 23  0  0  0  0            999 V2000
    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 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    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
    0.0000   -0.0000    0.0000 C   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 O   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
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C1=CN=C(O1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H15NO3/c1-19-14-9-8-13(10-15(14)20-2)16-11-18-17(21-16)12-6-4-3-5-7-12/h3-11H,1-2H3

> <INCHI_KEY>
VABIMQUXFWWAPI-UHFFFAOYSA-N

> <FORMULA>
C17H15NO3

> <MOLECULAR_WEIGHT>
281.311

> <EXACT_MASS>
281.105193347

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.030074717895737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(3,4-dimethoxyphenyl)-2-phenyl-1,3-oxazole

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.1917914043333337

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.6498247854227879

> <JCHEM_POLAR_SURFACE_AREA>
44.49

> <JCHEM_REFRACTIVITY>
89.8091

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
balsoxine

> <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   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   13   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
2-Phenyl-5-(3,4-dimethoxyphenyl)oxazole	Kegg

Chemical Formula

C₁₇H₁₅NO₃

Average Mass

281.3110 Da

Monoisotopic Mass

281.10519 Da

IUPAC Name

5-(3,4-dimethoxyphenyl)-2-phenyl-1,3-oxazole

Traditional Name

balsoxine

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C1=CN=C(O1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H15NO3/c1-19-14-9-8-13(10-15(14)20-2)16-11-18-17(21-16)12-6-4-3-5-7-12/h3-11H,1-2H3

InChI Key

VABIMQUXFWWAPI-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
Amyris balsamifera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

Phenyl-1,3-oxazoles

Alternative Parents

Substituents

Phenyl-1,3-oxazole
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
2,5-disubstituted 1,3-oxazole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Ether
Oxacycle
Azacycle
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

methoxybenzene (CHEBI:2989 )

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	4	ALOGPS
logP	3.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	0.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.81 m³·mol⁻¹	ChemAxon
Polarizability	31.03 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

C00002317

Chemspider ID

Not Available

KEGG Compound ID

C10572

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442845

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Balsoxine (NP0051343)

MOL for NP0051343 (Balsoxine)

3D MOL for NP0051343 (Balsoxine)

3D SDF for NP0051343 (Balsoxine)

3D-SDF for NP0051343 (Balsoxine)

PDB for NP0051343 (Balsoxine)

3D PDB for NP0051343 (Balsoxine)

SMILES for NP0051343 (Balsoxine)

INCHI for NP0051343 (Balsoxine)

Structure for NP0051343 (Balsoxine)

3D Structure for NP0051343 (Balsoxine)