NP-MRD: Showing NP-Card for butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate (NP0270930)

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Record Information

Version

2.0

Created at

2022-09-08 17:02:53 UTC

Updated at

2022-09-08 17:02:53 UTC

NP-MRD ID

NP0270930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate

Description

CHEMBL241586 belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate is found in Polysiphonia urceolata. Based on a literature review very few articles have been published on CHEMBL241586.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.9897    0.2397    1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204    0.4227   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -0.2955   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.2471   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -0.4500   -0.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -0.2033   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    0.6844    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -0.9695   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4839   -0.5529   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199   -1.1464    0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299   -0.7513    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391   -1.5982    2.9594 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.9555    0.2640    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692    0.6385    1.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4295    0.8629   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    2.2771   -1.1310 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2161    0.4649   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2123    0.7929    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9761    0.6971    1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.8236    1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993    1.5061   -0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7383    0.1016   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040   -0.0223   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807   -1.3950   -0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    0.2088    0.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2637    1.3080   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596   -0.8219   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724   -2.0409   -0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530   -1.9455    1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7534    1.3584    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    0.9419   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 14 30  1  0
 17 31  1  0
M  END


  Mrv1652309082219022D          

 17 17  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  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
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  9 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0270930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)CC1=CC(Br)=C(O)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14Br2O3/c1-2-3-4-17-11(15)7-8-5-9(13)12(16)10(14)6-8/h5-6,16H,2-4,7H2,1H3

> <INCHI_KEY>
AWZUMAYFUIJDOZ-UHFFFAOYSA-N

> <FORMULA>
C12H14Br2O3

> <MOLECULAR_WEIGHT>
366.049

> <EXACT_MASS>
363.93097

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
29.8338100912434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate

> <JCHEM_LOGP>
4.314727104999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.748661293591477

> <JCHEM_PKA_STRONGEST_BASIC>
-7.086217916943812

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
73.23480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
butyl (3,5-dibromo-4-hydroxyphenyl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12 Br   UNK     0      14.670  -6.930   0.000  0.00  0.00          Br+0
HETATM   13  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   16 Br   UNK     0      12.003 -11.550   0.000  0.00  0.00          Br+0
HETATM   17  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄Br₂O₃

Average Mass

366.0490 Da

Monoisotopic Mass

363.93097 Da

IUPAC Name

butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate

Traditional Name

butyl (3,5-dibromo-4-hydroxyphenyl)acetate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)CC1=CC(Br)=C(O)C(Br)=C1

InChI Identifier

InChI=1S/C12H14Br2O3/c1-2-3-4-17-11(15)7-8-5-9(13)12(16)10(14)6-8/h5-6,16H,2-4,7H2,1H3

InChI Key

AWZUMAYFUIJDOZ-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, 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

Species Name	Source	Reference
Polysiphonia urceolata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

2-bromophenol
Bromobenzene
Halobenzene
Aryl bromide
Monocyclic benzene moiety
Aryl halide
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organobromide
Organohalogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.31	ChemAxon
pKa (Strongest Acidic)	6.75	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	73.23 m³·mol⁻¹	ChemAxon
Polarizability	29.83 Å³	ChemAxon
Number of Rings	1	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

23076592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44437165

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate (NP0270930)

MOL for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

3D MOL for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

3D SDF for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

3D-SDF for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

PDB for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

3D PDB for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

SMILES for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

INCHI for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

Structure for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)

3D Structure for NP0270930 (butyl 2-(3,5-dibromo-4-hydroxyphenyl)acetate)