NP-MRD: Showing NP-Card for [4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid (NP0158669)

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Record Information

Version

2.0

Created at

2022-09-02 16:18:02 UTC

Updated at

2022-09-02 16:18:02 UTC

NP-MRD ID

NP0158669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid

Description

{[4-(4-Hydroxyphenyl)butan-2-yl]oxy}sulfonic acid belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. {[4-(4-Hydroxyphenyl)butan-2-yl]oxy}sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.5914   -1.3644    1.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790   -0.2103    0.7336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6117   -0.4237    0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0700    0.6222   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.2575   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234   -0.5528   -1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693   -0.8779   -1.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.3964   -0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -0.7432   -0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    0.4122    0.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    0.7214    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -0.2694   -0.4742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7380    1.0842   -0.6787 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.3978    1.7724   -1.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    2.0423    0.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623    0.7235   -0.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.2704    0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -1.1938    1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8591   -1.4740    2.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3280    0.7200    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697   -1.4157    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1482   -0.4185    1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115    0.5223   -1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.6322    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3493   -0.9473   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -1.5080   -2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2926   -0.2205   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4695    0.7774    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520    1.3514    1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5750   -0.1662   -1.0576 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 16  1  0
 13 14  2  0
 13 15  2  0
 11  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 16 30  1  0
M  END


  Mrv0541 04121520592D          

 16 16  0  0  0  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    4.5375    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC1=CC=C(O)C=C1)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O5S/c1-8(15-16(12,13)14)2-3-9-4-6-10(11)7-5-9/h4-8,11H,2-3H2,1H3,(H,12,13,14)

> <INCHI_KEY>
OQFZVKBWUAAYAV-UHFFFAOYSA-N

> <FORMULA>
C10H14O5S

> <MOLECULAR_WEIGHT>
246.28

> <EXACT_MASS>
246.056194725

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.971902810684746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[4-(4-hydroxyphenyl)butan-2-yl]oxy}sulfonic acid

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
2.1071213896666663

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.505575596345661

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6934278522953194

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958289399318876

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
58.6214

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       4.001   8.470   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0       4.001  10.010   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.541   8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.461   8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    5                                                       
CONECT   12    2   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
{[4-(4-hydroxyphenyl)butan-2-yl]oxy}sulfonate	Generator
{[4-(4-hydroxyphenyl)butan-2-yl]oxy}sulphonate	Generator
{[4-(4-hydroxyphenyl)butan-2-yl]oxy}sulphonic acid	Generator

Chemical Formula

C₁₀H₁₄O₅S

Average Mass

246.2800 Da

Monoisotopic Mass

246.05619 Da

IUPAC Name

{[4-(4-hydroxyphenyl)butan-2-yl]oxy}sulfonic acid

Traditional Name

[4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC(CCC1=CC=C(O)C=C1)OS(O)(=O)=O

InChI Identifier

InChI=1S/C10H14O5S/c1-8(15-16(12,13)14)2-3-9-4-6-10(11)7-5-9/h4-8,11H,2-3H2,1H3,(H,12,13,14)

InChI Key

OQFZVKBWUAAYAV-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 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	-0.24	ALOGPS
logP	2.11	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.62 m³·mol⁻¹	ChemAxon
Polarizability	23.97 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid (NP0158669)

MOL for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

3D MOL for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

3D SDF for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

3D-SDF for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

PDB for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

3D PDB for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

SMILES for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

INCHI for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

Structure for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)

3D Structure for NP0158669 ([4-(4-hydroxyphenyl)butan-2-yl]oxysulfonic acid)