NP-MRD: Showing NP-Card for 4-methyl-2-hydroxypentanone (NP0043715)

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Record Information

Version

1.0

Created at

2021-06-21 01:02:49 UTC

Updated at

2021-06-30 00:19:34 UTC

NP-MRD ID

NP0043715

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-methyl-2-hydroxypentanone

Provided By

JEOL Database JEOL Logo

Description

SCHEMBL888706 belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. 4-methyl-2-hydroxypentanone is found in Onosma erecta. It was first documented in 2013 (Damianakos, H., et al.). Based on a literature review very few articles have been published on SCHEMBL888706.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212103023D          

 20 19  0  0  0  0            999 V2000
    4.2396    2.3477   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0812    1.3603   -1.3649 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9649    1.7504   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    1.2949   -2.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    2.0320   -3.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237    0.2887   -3.7418 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6719   -1.1068   -3.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9744    0.6522   -5.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    3.3543   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    2.0505   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444    2.4010   -0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373    0.3635   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3213    1.7312    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    2.7570   -0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216    1.0560   -0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068    0.3114   -3.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877   -1.1289   -3.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.8161   -4.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718   -1.4595   -2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302    1.1490   -5.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  8  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  6  7  1  0  0  0  0
  6 16  1  0  0  0  0
  8 20  1  0  0  0  0
  2 12  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  3 13  1  0  0  0  0
  3 14  1  0  0  0  0
  3 15  1  0  0  0  0
  7 17  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043715

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-4(2)6(8)5(3)7/h4-5,7H,1-3H3/t5-/m1/s1

> <INCHI_KEY>
JZFRZJUXMOAVFU-RXMQYKEDSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.16

> <EXACT_MASS>
116.083729626

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
12.802278261017289

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-hydroxy-4-methylpentan-3-one

> <ALOGPS_LOGP>
0.27

> <JCHEM_LOGP>
1.1013181300000003

> <ALOGPS_LOGS>
0.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.925962509760925

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.707517559870134

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3641270580116185

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
31.5923

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-4-methylpentan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       4.240   2.348  -1.293  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.081   1.360  -1.365  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.965   1.750  -0.401  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.560   1.295  -2.796  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.659   2.032  -3.207  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.224   0.289  -3.742  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.672  -1.107  -3.510  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.974   0.652  -5.097  0.00  0.00           O+0
HETATM    9  H   UNK     0       3.923   3.354  -1.588  0.00  0.00           H+0
HETATM   10  H   UNK     0       5.052   2.050  -1.964  0.00  0.00           H+0
HETATM   11  H   UNK     0       4.644   2.401  -0.277  0.00  0.00           H+0
HETATM   12  H   UNK     0       3.437   0.364  -1.082  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.321   1.731   0.634  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.586   2.757  -0.610  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.122   1.056  -0.483  0.00  0.00           H+0
HETATM   16  H   UNK     0       4.307   0.311  -3.592  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.588  -1.129  -3.670  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.111  -1.816  -4.220  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.872  -1.460  -2.494  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.130   1.149  -5.095  0.00  0.00           H+0
CONECT    1    2    9   10   11                                             
CONECT    2    1    3    4   12                                             
CONECT    3    2   13   14   15                                             
CONECT    4    5    6    2                                                  
CONECT    5    4                                                            
CONECT    6    8    4    7   16                                             
CONECT    7    6   17   18   19                                             
CONECT    8    6   20                                                       
CONECT    9    1                                                            
CONECT   10    1                                                            
CONECT   11    1                                                            
CONECT   12    2                                                            
CONECT   13    3                                                            
CONECT   14    3                                                            
CONECT   15    3                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    7                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₆H₁₂O₂

Average Mass

116.1600 Da

Monoisotopic Mass

116.08373 Da

IUPAC Name

(2R)-2-hydroxy-4-methylpentan-3-one

Traditional Name

(2R)-2-hydroxy-4-methylpentan-3-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C6H12O2/c1-4(2)6(8)5(3)7/h4-5,7H,1-3H3/t5-/m1/s1

InChI Key

JZFRZJUXMOAVFU-RXMQYKEDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Onosma erecta	JEOL database	Damianakos, H., et al, J. Nat. Prod. 76, 1829 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Acyloins

Alternative Parents

Substituents

Acyloin
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	0.27	ALOGPS
logP	1.1	ChemAxon
logS	0.08	ALOGPS
pKa (Strongest Acidic)	13.71	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	31.59 m³·mol⁻¹	ChemAxon
Polarizability	12.8 Å³	ChemAxon
Number of Rings	0	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

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

59668652

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Damianakos, H., et al. (2013). Damianakos, H., et al, J. Nat. Prod. 76, 1829 (2013). J. Nat. Prod..

Showing NP-Card for 4-methyl-2-hydroxypentanone (NP0043715)

MOL for NP0043715 ( 4-methyl-2-hydroxypentanone)

3D MOL for NP0043715 ( 4-methyl-2-hydroxypentanone)

3D SDF for NP0043715 ( 4-methyl-2-hydroxypentanone)

3D-SDF for NP0043715 ( 4-methyl-2-hydroxypentanone)

PDB for NP0043715 ( 4-methyl-2-hydroxypentanone)

3D PDB for NP0043715 ( 4-methyl-2-hydroxypentanone)

SMILES for NP0043715 ( 4-methyl-2-hydroxypentanone)

INCHI for NP0043715 ( 4-methyl-2-hydroxypentanone)

Structure for NP0043715 ( 4-methyl-2-hydroxypentanone)

3D Structure for NP0043715 ( 4-methyl-2-hydroxypentanone)