NP-MRD: Showing NP-Card for methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate (NP0328940)

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Record Information

Version

2.0

Created at

2022-09-12 12:50:47 UTC

Updated at

2022-09-12 12:50:47 UTC

NP-MRD ID

NP0328940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate

Description

Methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review very few articles have been published on methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    5.6012   -0.7528   -1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4469   -0.5974   -0.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254    0.6428   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5344    1.6497   -0.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    0.7943    0.4758 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8915    0.1735    1.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    0.2233   -0.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    0.4108    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9930   -0.0959    0.1674 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9737   -1.4670   -0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    0.6138   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7798    1.4510   -1.6849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304    0.2974   -1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710   -0.1629   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0661   -0.4846   -1.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -0.3895    0.8424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3602   -1.7512    1.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0438    0.2121    1.2472 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2002    1.6000    1.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4546   -0.8984   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5466   -1.6073   -2.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513    0.1836   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    1.8634    0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3082    0.6937    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9657    0.3313    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.9233    1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508   -0.8466   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723    0.7203   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    1.4628    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5220   -0.1526    1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759   -1.6814   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136    0.4446   -2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0412   -1.1330   -1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6189    0.4402   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6472   -1.0039   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    0.1172    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6266   -2.2910    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127   -0.1160    2.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969    2.0289    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
 13 11  1  0
 11 12  2  0
 11  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 18 38  1  1
 19 39  1  0
 16 36  1  1
 17 37  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 13 32  1  0
M  END


  Mrv1652309122214502D          

 19 19  0  0  0  0            999 V2000
    1.6590   -2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3734   -2.8815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024   -2.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024   -3.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169   -2.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -2.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -3.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -3.5632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438   -3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3260   -2.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5741   -4.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919   -4.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8222   -5.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4795   -5.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -5.8890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -4.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367   -4.6250    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328940

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(C)CCC1(O)C(O)C(O)C(C)=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O6/c1-7(12(17)19-3)4-5-13(18)9(14)6-8(2)10(15)11(13)16/h6-7,10-11,15-16,18H,4-5H2,1-3H3

> <INCHI_KEY>
YYHLRTDGNHDAMG-UHFFFAOYSA-N

> <FORMULA>
C13H20O6

> <MOLECULAR_WEIGHT>
272.297

> <EXACT_MASS>
272.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.879773535026306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate

> <JCHEM_LOGP>
0.07747753166666553

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.356713670724599

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.962694319548618

> <JCHEM_PKA_STRONGEST_BASIC>
-3.466534194460782

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
67.1322

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       3.097  -4.609   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.430  -5.379   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.764  -4.609   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.764  -3.069   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.098  -5.379   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.098  -6.919   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.431  -4.609   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.765  -5.379   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.765  -6.919   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.249  -6.651   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.282  -6.651   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.808  -5.204   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.272  -7.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.745  -9.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.735 -10.458   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.228  -9.546   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.702 -10.993   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.238  -8.366   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.722  -8.633   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                                                       
CONECT    9    8   10   11   18                                             
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoic acid	Generator

Chemical Formula

C₁₃H₂₀O₆

Average Mass

272.2970 Da

Monoisotopic Mass

272.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)CCC1(O)C(O)C(O)C(C)=CC1=O

InChI Identifier

InChI=1S/C13H20O6/c1-7(12(17)19-3)4-5-13(18)9(14)6-8(2)10(15)11(13)16/h6-7,10-11,15-16,18H,4-5H2,1-3H3

InChI Key

YYHLRTDGNHDAMG-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 fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Cyclohexenone
Fatty acid ester
Cyclitol or derivatives
Acyloin
Methyl ester
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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

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

163058789

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate (NP0328940)

MOL for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

3D MOL for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

3D SDF for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

3D-SDF for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

PDB for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

3D PDB for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

SMILES for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

INCHI for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

Structure for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)

3D Structure for NP0328940 (methyl 2-methyl-4-(1,5,6-trihydroxy-4-methyl-2-oxocyclohex-3-en-1-yl)butanoate)