NP-MRD: Showing NP-Card for (1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate (NP0272945)

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Record Information

Version

2.0

Created at

2022-09-08 19:47:45 UTC

Updated at

2022-09-08 19:47:45 UTC

NP-MRD ID

NP0272945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate

Description

Phomaligadione A belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively. Based on a literature review very few articles have been published on Phomaligadione A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.4024   -0.7020    0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8921   -0.6940   -0.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    0.5680   -1.1261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9738    1.8029   -1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967    0.6721   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536    1.6677    0.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8737   -0.2483   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2993   -0.1191    0.3890 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0308   -0.0675    1.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    1.1166   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042    2.2561    0.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    0.9883   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -0.0555   -1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914   -0.1895   -2.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -0.5167   -1.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -1.0853   -0.0743 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4150   -0.5553    1.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371   -1.2543    0.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729   -2.3794    0.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109   -1.5029    1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4979   -0.9767    0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    0.2792    1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2200   -1.5503   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.7735   -1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.4462   -2.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956    1.7350   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3951    2.0882   -2.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295    2.6659   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493    0.8686    2.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -0.1114    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5183   -0.9823    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258    1.7595   -1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3043   -1.4874   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6129   -0.5553   -2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.2432   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -2.0369   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3253   -1.2266    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5092   -0.5847    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1835    0.4974    1.3568 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  8  7  1  6
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  4 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  6
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv1652309082221472D          

 19 19  0  0  1  0            999 V2000
   -0.1501   -1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788   -1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788   -2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933   -1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933   -0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -1.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.7880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8953   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5202   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024   -1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505   -3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -4.6840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -4.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -4.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.7065    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0272945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(=O)O[C@]1(C)C(=O)C=C(OC)C(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O5/c1-6-8(2)13(17)19-14(4)11(15)7-10(18-5)9(3)12(14)16/h7-9H,6H2,1-5H3/t8?,9?,14-/m1/s1

> <INCHI_KEY>
WDHSIBDVOVMUBZ-OAQUUNCKSA-N

> <FORMULA>
C14H20O5

> <MOLECULAR_WEIGHT>
268.309

> <EXACT_MASS>
268.131073744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.73913697372182

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate

> <JCHEM_LOGP>
2.650524787666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.62871713035027

> <JCHEM_PKA_STRONGEST_BASIC>
-4.789385600697521

> <JCHEM_POLAR_SURFACE_AREA>
69.67000000000002

> <JCHEM_REFRACTIVITY>
70.2573

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate

> <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      -0.280  -3.664   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.053  -2.894   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.387  -3.664   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.387  -5.204   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.721  -2.894   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.721  -1.354   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.054  -3.664   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.054  -5.204   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.538  -4.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.571  -4.937   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.098  -3.490   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.561  -6.117   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.034  -7.564   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.024  -8.743   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.541  -8.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.518  -7.831   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.991  -9.278   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.528  -6.651   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.011  -6.919   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   18                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    8   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₅

Average Mass

268.3090 Da

Monoisotopic Mass

268.13107 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)O[C@]1(C)C(=O)C=C(OC)C(C)C1=O

InChI Identifier

InChI=1S/C14H20O5/c1-6-8(2)13(17)19-14(4)11(15)7-10(18-5)9(3)12(14)16/h7-9H,6H2,1-5H3/t8?,9?,14-/m1/s1

InChI Key

WDHSIBDVOVMUBZ-OAQUUNCKSA-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 m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

M-benzoquinones

Alternative Parents

Substituents

M-benzoquinone
Cyclohexenone
Alpha-acyloxy ketone
Fatty acid ester
Fatty acyl
Vinylogous ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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

10318540

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21728898

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate (NP0272945)

MOL for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

3D MOL for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

3D SDF for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

3D-SDF for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

PDB for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

3D PDB for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

SMILES for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

INCHI for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

Structure for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)

3D Structure for NP0272945 ((1r)-4-methoxy-1,5-dimethyl-2,6-dioxocyclohex-3-en-1-yl 2-methylbutanoate)