NP-MRD: Showing NP-Card for 2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione (NP0282062)

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Record Information

Version

2.0

Created at

2022-09-09 08:45:16 UTC

Updated at

2022-09-09 08:45:17 UTC

NP-MRD ID

NP0282062

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione

Description

2-Hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione is found in Talaromyces stipitatus. Based on a literature review very few articles have been published on 2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.3500   -2.8009    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -1.5226    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267   -1.5052    0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -0.1862    0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -0.0500    1.7969 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5580    0.8329   -0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3005    2.1138    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260    0.3167   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0537    0.9572    0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774    2.0501    0.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415   -0.2870    0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -0.5084   -0.1214 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003    0.0783   -0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003    0.5857    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4937    1.8895    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7853    2.3372    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8183    1.4517    0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5770    0.0931    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879   -0.2984    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777   -1.7336    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390   -2.2810   -1.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9970   -3.3275   -0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -2.6143   -0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -3.3763    1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -2.4397    0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8400    2.8667    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3120    2.5798   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    1.8871    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    0.8451   -1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3400   -0.4340   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6021    1.1224   -0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    2.5914    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9847    3.3938    0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    1.7541    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4257   -0.5635    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -2.2405    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367   -2.0535    0.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447   -1.5241   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  6
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 11  2  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv1652309092210452D          

 21 22  0  0  0  0            999 V2000
    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -1.8430    0.0000 O   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
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   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
    5.7158   -4.1250    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282062

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=O)C(C)(O)C(=O)C1=NCC1=CC=CC=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO4/c1-10-7-13(19)16(2,21)15(20)14(10)17-8-11-5-3-4-6-12(11)9-18/h3-7,18,21H,8-9H2,1-2H3

> <INCHI_KEY>
ZYTUOAHIYZBOHX-UHFFFAOYSA-N

> <FORMULA>
C16H17NO4

> <MOLECULAR_WEIGHT>
287.315

> <EXACT_MASS>
287.115758031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.804788261760283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione

> <JCHEM_LOGP>
2.329749385666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.93055401687866

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.461275668047195

> <JCHEM_PKA_STRONGEST_BASIC>
2.3119990806045507

> <JCHEM_POLAR_SURFACE_AREA>
86.96

> <JCHEM_REFRACTIVITY>
79.54650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -9.240   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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.677  -3.440   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.657  -3.440   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇NO₄

Average Mass

287.3150 Da

Monoisotopic Mass

287.11576 Da

IUPAC Name

2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione

Traditional Name

2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)C(C)(O)C(=O)C1=NCC1=CC=CC=C1CO

InChI Identifier

InChI=1S/C16H17NO4/c1-10-7-13(19)16(2,21)15(20)14(10)17-8-11-5-3-4-6-12(11)9-18/h3-7,18,21H,8-9H2,1-2H3

InChI Key

ZYTUOAHIYZBOHX-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
Talaromyces stipitatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyl alcohols

Direct Parent

Benzyl alcohols

Alternative Parents

Substituents

Quinone
M-benzoquinone
Benzyl alcohol
Cyclohexenone
Acyloin
Tertiary alcohol
Secondary ketimine
Azomethine
Cyclic ketone
Ketone
Ketimine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
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	2.33	ChemAxon
pKa (Strongest Acidic)	11.46	ChemAxon
pKa (Strongest Basic)	2.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.96 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.55 m³·mol⁻¹	ChemAxon
Polarizability	29.8 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163023719

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione (NP0282062)

MOL for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

3D MOL for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

3D SDF for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

3D-SDF for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

PDB for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

3D PDB for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

SMILES for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

INCHI for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

Structure for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)

3D Structure for NP0282062 (2-hydroxy-6-({[2-(hydroxymethyl)phenyl]methyl}imino)-2,5-dimethylcyclohex-4-ene-1,3-dione)