NP-MRD: Showing NP-Card for Tetrachloropyrocatechol methyl ether (NP0023860)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 08:53:38 UTC

Updated at

2021-07-15 17:42:53 UTC

NP-MRD ID

NP0023860

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetrachloropyrocatechol methyl ether

Provided By

NPAtlas

Description

Tetrachloropyrocatechol methyl ether is found in Mycena leaiana. It was first documented in 1998 (PMID: 9820231). Based on a literature review very few articles have been published on TETRACHLOROGUAIACOL.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242121053D          

 17 17  0  0  0  0            999 V2000
   -2.7383   -0.6237    0.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417   -0.4543    0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3410   -0.2392    0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    1.0406    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7334    2.0906    0.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363    1.2769   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0324    2.8988   -0.4185 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3067    0.2313   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9505    0.4898   -0.9193 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8472   -1.0556   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -2.4162   -0.4875 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5479   -1.2683    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395   -2.9059    0.4637 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -1.5881   -0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9662    0.2361   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6405   -0.7542    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    3.0414    0.3393 H   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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12  3  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  5 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023860

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(Cl)=C(Cl)C(Cl)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C7H4Cl4O2/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h12H,1H3

> <INCHI_KEY>
YZZVKLJKDFFSFL-UHFFFAOYSA-N

> <FORMULA>
C7H4Cl4O2

> <MOLECULAR_WEIGHT>
261.91

> <EXACT_MASS>
259.8965402

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
21.555245682871288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,4,5-tetrachloro-6-methoxyphenol

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
3.9281879340000003

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.945882143635448

> <JCHEM_PKA_STRONGEST_BASIC>
-4.95844017186423

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
53.72130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrachloroguaiacol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.738  -0.624   0.022  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.642  -0.454   0.864  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.341  -0.239   0.450  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.137   1.041   0.248  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.733   2.091   0.478  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.436   1.277  -0.167  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       2.032   2.899  -0.419  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       2.307   0.231  -0.396  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       3.950   0.490  -0.919  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       1.847  -1.056  -0.200  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.945  -2.416  -0.488  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       0.548  -1.268   0.214  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -0.040  -2.906   0.464  0.00  0.00          Cl+0
HETATM   14  H   UNK     0      -2.688  -1.588  -0.558  0.00  0.00           H+0
HETATM   15  H   UNK     0      -2.966   0.236  -0.620  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.640  -0.754   0.687  0.00  0.00           H+0
HETATM   17  H   UNK     0      -0.414   3.041   0.339  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   17                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13    3                                                  
CONECT   13   12                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    5                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₇H₄Cl₄O₂

Average Mass

261.9100 Da

Monoisotopic Mass

259.89654 Da

IUPAC Name

2,3,4,5-tetrachloro-6-methoxyphenol

Traditional Name

tetrachloroguaiacol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(Cl)=C(Cl)C(Cl)=C1Cl

InChI Identifier

InChI=1S/C7H4Cl4O2/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h12H,1H3

InChI Key

YZZVKLJKDFFSFL-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
Mycena leaiana	NPAtlas	9820231

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Anisole
4-halophenol
3-halophenol
2-halophenol
3-chlorophenol
Phenoxy compound
2-chlorophenol
4-chlorophenol
Phenol ether
Methoxybenzene
Chlorobenzene
Halobenzene
Alkyl aryl ether
Aryl halide
Aryl chloride
Monocyclic benzene moiety
Ether
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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
logP	4.44	ALOGPS
logP	3.93	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	53.72 m³·mol⁻¹	ChemAxon
Polarizability	21.56 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016712

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16410

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17343

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Daferner M, Anke T, Hellwig V, Steglich W, Sterner O: Strobilurin M, tetrachloropyrocatechol and tetrachloropyrocatechol methyl ether: new antibiotics from a Mycena species. J Antibiot (Tokyo). 1998 Sep;51(9):816-22. doi: 10.7164/antibiotics.51.816. [PubMed:9820231 ]

Showing NP-Card for Tetrachloropyrocatechol methyl ether (NP0023860)

MOL for NP0023860 (Tetrachloropyrocatechol methyl ether)

3D MOL for NP0023860 (Tetrachloropyrocatechol methyl ether)

3D SDF for NP0023860 (Tetrachloropyrocatechol methyl ether)

3D-SDF for NP0023860 (Tetrachloropyrocatechol methyl ether)

PDB for NP0023860 (Tetrachloropyrocatechol methyl ether)

3D PDB for NP0023860 (Tetrachloropyrocatechol methyl ether)

SMILES for NP0023860 (Tetrachloropyrocatechol methyl ether)

INCHI for NP0023860 (Tetrachloropyrocatechol methyl ether)

Structure for NP0023860 (Tetrachloropyrocatechol methyl ether)

3D Structure for NP0023860 (Tetrachloropyrocatechol methyl ether)