NP-MRD: Showing NP-Card for 3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one (NP0030199)

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Record Information

Version

2.0

Created at

2021-06-19 21:37:03 UTC

Updated at

2021-06-29 23:58:02 UTC

NP-MRD ID

NP0030199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one

Provided By

JEOL Database JEOL Logo

Description

3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one is found in Aquilaria sinensis, Erica arborea and Nodulisporium sp. from Juniperus cedre. 3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one was first documented in 2006 (Dai, J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123373D          

 26 26  0  0  0  0            999 V2000
    2.2868   -3.4813    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830   -2.0394    0.9420 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6285   -1.6937    0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462   -1.0938    2.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5456    0.3054    1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119    0.6756    0.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.2711    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531    1.1524    3.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.1482    4.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6249    2.0765    4.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258    3.1360    3.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    3.2806    1.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1347    2.3622    1.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.6021    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7020   -4.1432    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196   -3.5939    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -3.8224    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6845   -1.9708    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5911   -0.7871    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828   -1.4758    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4618   -1.0302    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    0.2642    5.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282    1.9894    5.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    3.8545    3.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214    4.1105    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    1.9937   -0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
 13  7  2  0  0  0  0
  7  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
  4  2  1  0  0  0  0
  8 10  2  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 10 23  1  0  0  0  0
  9 22  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  2 18  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  3 19  1  0  0  0  0
 14 26  1  0  0  0  0
M  END


  Mrv1652306192123373D          

 26 26  0  0  0  0            999 V2000
    2.2868   -3.4813    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830   -2.0394    0.9420 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6285   -1.6937    0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462   -1.0938    2.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5456    0.3054    1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1119    0.6756    0.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    1.2711    2.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531    1.1524    3.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.1482    4.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6249    2.0765    4.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258    3.1360    3.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    3.2806    1.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1347    2.3622    1.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    2.6021    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7020   -4.1432    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196   -3.5939    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -3.8224    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6845   -1.9708    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5911   -0.7871    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828   -1.4758    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4618   -1.0302    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    0.2642    5.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282    1.9894    5.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    3.8545    3.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214    4.1105    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    1.9937   -0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
 13  7  2  0  0  0  0
  7  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
  4  2  1  0  0  0  0
  8 10  2  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 10 23  1  0  0  0  0
  9 22  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  2 18  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  3 19  1  0  0  0  0
 14 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C(O[H])=C1C(=O)C([H])([H])[C@@]([H])(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O4/c1-6(11)5-9(14)10-7(12)3-2-4-8(10)13/h2-4,6,11-13H,5H2,1H3/t6-/m0/s1

> <INCHI_KEY>
SQNDTDKTNPRRBT-LURJTMIESA-N

> <FORMULA>
C10H12O4

> <MOLECULAR_WEIGHT>
196.202

> <EXACT_MASS>
196.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.8068482043063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-1-(2,6-dihydroxyphenyl)-3-hydroxybutan-1-one

> <ALOGPS_LOGP>
0.84

> <JCHEM_LOGP>
2.0601024063333333

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.280148911130807

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.959812097800633

> <JCHEM_PKA_STRONGEST_BASIC>
-2.589296333839444

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
51.243000000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-1-(2,6-dihydroxyphenyl)-3-hydroxybutan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.287  -3.481   1.430  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.283  -2.039   0.942  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.628  -1.694   0.613  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.746  -1.094   2.020  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.546   0.305   1.468  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.112   0.676   0.434  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.635   1.271   2.156  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.253   1.152   3.501  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.745   0.148   4.288  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.625   2.076   4.081  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.126   3.136   3.326  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.743   3.281   1.996  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.135   2.362   1.421  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.461   2.602   0.111  0.00  0.00           O+0
HETATM   15  H   UNK     0       2.702  -4.143   0.662  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.920  -3.594   2.317  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.276  -3.822   1.674  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.685  -1.971   0.026  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.591  -0.787   0.245  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.783  -1.476   2.373  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.462  -1.030   2.847  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.430   0.264   5.201  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.928   1.989   5.121  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.808   3.854   3.775  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.121   4.111   1.404  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.194   1.994  -0.134  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    4    1    3   18                                             
CONECT    3    2   19                                                       
CONECT    4    5    2   20   21                                             
CONECT    5    7    6    4                                                  
CONECT    6    5                                                            
CONECT    7   13    5    8                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8   22                                                       
CONECT   10    8   11   23                                                  
CONECT   11   10   12   24                                                  
CONECT   12   13   11   25                                                  
CONECT   13    7   12   14                                                  
CONECT   14   13   26                                                       
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    3                                                            
CONECT   20    4                                                            
CONECT   21    4                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂O₄

Average Mass

196.2020 Da

Monoisotopic Mass

196.07356 Da

IUPAC Name

(3S)-1-(2,6-dihydroxyphenyl)-3-hydroxybutan-1-one

Traditional Name

(3S)-1-(2,6-dihydroxyphenyl)-3-hydroxybutan-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C(O[H])=C1C(=O)C([H])([H])[C@@]([H])(O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C10H12O4/c1-6(11)5-9(14)10-7(12)3-2-4-8(10)13/h2-4,6,11-13H,5H2,1H3/t6-/m0/s1

InChI Key

SQNDTDKTNPRRBT-LURJTMIESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Aquilaria sinensis	LOTUS Database	35616633
Erica arborea	LOTUS Database	35616633
Nodulisporium sp. from Juniperus cedre	JEOL database	Dai, J., et al, Eur. J. Org. Chem. 2006, 3498.

Chemical Taxonomy

Classification

Not classified

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	0.84	ALOGPS
logP	2.06	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.24 m³·mol⁻¹	ChemAxon
Polarizability	19.81 Å³	ChemAxon
Number of Rings	1	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

Not Available

References

General References

Dai, J., et al. (2006). Dai, J., et al, Eur. J. Org. Chem. 2006, 3498.. Eur. J. Org. Chem..

Showing NP-Card for 3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one (NP0030199)

MOL for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

3D MOL for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

3D SDF for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

3D-SDF for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

PDB for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

3D PDB for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

SMILES for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

INCHI for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

Structure for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)

3D Structure for NP0030199 (3-hydroxy-1-(2,6-dihydroxyphenyl)-butan-1-one)