NP-MRD: Showing NP-Card for Symphyocladin O (NP0331096)

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Record Information

Version

1.0

Created at

2022-10-24 20:18:30 UTC

Updated at

2024-04-19 09:37:46 UTC

NP-MRD ID

NP0331096

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Symphyocladin O

Description

1,4-Dimethyl 2-[2-oxo-2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]butanedioate belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 1,4-dimethyl 2-[2-oxo-2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]butanedioate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310242222182D          

 24 24  0  0  0  0            999 V2000
   -2.1434   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  4 16  2  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331096

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC(CC(=O)C1=C(Br)C(O)=C(O)C(Br)=C1Br)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H13Br3O7/c1-23-7(19)4-5(14(22)24-2)3-6(18)8-9(15)11(17)13(21)12(20)10(8)16/h5,20-21H,3-4H2,1-2H3

> <INCHI_KEY>
UCYLNNFKTDOAGO-UHFFFAOYSA-N

> <FORMULA>
C14H13Br3O7

> <MOLECULAR_WEIGHT>
532.963

> <EXACT_MASS>
529.821142

$$$$

HEADER    PROTEIN                                 24-OCT-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-OCT-22         0                                  
HETATM    1 Br   UNK     0      -4.001 -11.550   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       1.334 -11.550   0.000  0.00  0.00          Br+0
HETATM   19  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   20 Br   UNK     0       1.334 -14.630   0.000  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334 -16.170   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001 -14.630   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8                                                            
CONECT   12    6   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    4                                                            
CONECT   17    3   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    2   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Value	Source
1,4-Dimethyl 2-[2-oxo-2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]butanedioic acid	Generator

Chemical Formula

C₂₂H₂₈N₂O₅

Average Mass

400.4750 Da

Monoisotopic Mass

400.19982 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@@H]([C@H](CC)CN1CC[C@]21C(=O)NC2=CC=CC(O)=C12)C(=C/OC)\C(=O)OC

InChI Identifier

InChI=1S/C22H28N2O5/c1-4-13-11-24-9-8-22(19-16(23-21(22)27)6-5-7-17(19)25)18(24)10-14(13)15(12-28-2)20(26)29-3/h5-7,12-14,18,25H,4,8-11H2,1-3H3,(H,23,27)/b15-12+/t13-,14+,18-,22+/m1/s1

InChI Key

IXWWTVSMMIIIFZ-YLDGIGBJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Aryl alkyl ketone
4-bromophenol
2-bromophenol
3-bromophenol
2-halophenol
3-halophenol
4-halophenol
Gamma-keto acid
Catechol
Benzoyl
Fatty acid methyl ester
Phenol
Halobenzene
Fatty acid ester
Bromobenzene
Fatty acyl
Benzenoid
Keto acid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Aryl halide
Aryl bromide
Vinylogous halide
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organobromide
Organohalogen compound
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

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

63002502

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Symphyocladin O (NP0331096)

MOL for NP0331096 (Symphyocladin O)

3D MOL for NP0331096 (Symphyocladin O)

3D SDF for NP0331096 (Symphyocladin O)

3D-SDF for NP0331096 (Symphyocladin O)

PDB for NP0331096 (Symphyocladin O)

3D PDB for NP0331096 (Symphyocladin O)

SMILES for NP0331096 (Symphyocladin O)

INCHI for NP0331096 (Symphyocladin O)

Structure for NP0331096 (Symphyocladin O)

3D Structure for NP0331096 (Symphyocladin O)