NP-MRD: Showing NP-Card for 1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (NP0309769)

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Record Information

Version

2.0

Created at

2022-09-11 04:35:34 UTC

Updated at

2022-09-11 04:35:34 UTC

NP-MRD ID

NP0309769

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one

Description

(3,5-Dichloro-2,4,6-trihydroxyphenyl)hexan-1-one, also known as 3,5-dichloro-THPH or CL2-THPH, 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 (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.5391    0.9163    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836    0.5463    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -0.9054    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4823   -1.2760   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8001   -0.4827   -1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6170   -0.8688   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   -1.7984   -2.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -0.3014   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532    0.7004    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    1.2271    0.6416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374    1.2546    0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3552    2.5437    2.1432 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9163    0.8305    0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474    1.4390    1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1287   -0.1699   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543   -0.7019   -0.4504 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0537   -0.7599   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508   -1.7350   -1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9637    1.0889   -0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    1.8637    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0242    0.0711    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    1.1602   -0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4707    0.7955    1.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4104   -1.4947    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -1.1144   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389   -1.1524    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4736   -2.3408   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -0.6952   -2.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8746    0.6081   -1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628    1.9514    1.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    1.1165    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8811   -2.3165   -2.3430 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  2  0
  9 10  1  0
  9 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 18  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
 10 30  1  0
 14 31  1  0
 18 32  1  0
M  END


  Mrv1652309112206352D          

 18 18  0  0  0  0            999 V2000
    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 C   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
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   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
    6.4302   -2.8875    0.0000 O   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 Cl  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 Cl  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
    5.0013   -5.3625    0.0000 O   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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 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
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309769

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)C1=C(O)C(Cl)=C(O)C(Cl)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14Cl2O4/c1-2-3-4-5-6(15)7-10(16)8(13)12(18)9(14)11(7)17/h16-18H,2-5H2,1H3

> <INCHI_KEY>
WLWLDMLTAFSEDI-UHFFFAOYSA-N

> <FORMULA>
C12H14Cl2O4

> <MOLECULAR_WEIGHT>
293.14

> <EXACT_MASS>
292.0269143

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.187570867264462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one

> <JCHEM_LOGP>
5.162528564333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.7542735340876705

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.24193681822348

> <JCHEM_PKA_STRONGEST_BASIC>
-5.655568827803919

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
70.443

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      14.670  -6.930   0.000  0.00  0.00          Cl+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 Cl   UNK     0      12.003 -11.550   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+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   17                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
3,5-Dichloro-THPH	ChEBI
CL2-THPH	ChEBI
Dichloro-THPH	ChEBI

Chemical Formula

C₁₂H₁₄Cl₂O₄

Average Mass

293.1400 Da

Monoisotopic Mass

292.02691 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C1=C(O)C(Cl)=C(O)C(Cl)=C1O

InChI Identifier

InChI=1S/C12H14Cl2O4/c1-2-3-4-5-6(15)7-10(16)8(13)12(18)9(14)11(7)17/h16-18H,2-5H2,1H3

InChI Key

WLWLDMLTAFSEDI-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

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
Acylphloroglucinol derivative
Butyrophenone
Benzenetriol
Phloroglucinol derivative
Benzoyl
1,3-dichlorobenzene
4-halophenol
2-halophenol
2-chlorophenol
4-chlorophenol
Aryl alkyl ketone
Halobenzene
Chlorobenzene
Phenol
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Vinylogous acid
Polyol
Organohalogen compound
Organochloride
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

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

21377947

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49803603

PDB ID

Not Available

ChEBI ID

90396

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (NP0309769)

MOL for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

3D MOL for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

3D SDF for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

3D-SDF for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

PDB for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

3D PDB for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

SMILES for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

INCHI for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

Structure for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)

3D Structure for NP0309769 (1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one)