NP-MRD: Showing NP-Card for 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl (NP0136316)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-12 15:11:24 UTC

Updated at

2022-05-12 15:11:24 UTC

NP-MRD ID

NP0136316

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl

Description

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. These are compounds containing a phenol moiety, which is a benzene bearing an hydroxyl group. 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    5.9721    0.6961    1.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1625    0.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938    0.4098   -0.2517 S   0  0  1  0  0  6  0  0  0  0  0  0
    3.6130    1.5771    0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3075    0.8291   -1.6601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9151   -0.8030   -0.1064 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -0.7088   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033   -1.1653   -1.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -1.0609   -2.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1492   -1.5163   -3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -0.5012   -1.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -0.0381   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    0.5756    0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030   -0.5678    1.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5143    0.0037    1.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5628    0.3201    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367   -0.7549   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0981   -1.0715   -0.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.3776    0.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6097   -0.1562    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134    0.0906    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5626    1.5238    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0872    1.0528    1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611   -1.6085   -2.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4429   -2.4757   -3.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -0.4071   -2.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3537    1.3203    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4839    1.0662   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -1.1545    1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9224   -0.7896    2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953    0.9023    2.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3448    1.3110    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5886    0.2848    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    0.1951    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  2  0
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  2  0
 20  7  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  1
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 20 34  1  0
M  END


  Mrv1652304062013162D          

 20 21  0  0  0  0            999 V2000
   -4.1545   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2979   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7104   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3778   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1229   -3.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0429   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1624   -2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -0.3241    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8690    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    0.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -3.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8690    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
  5 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136316

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O7S/c1-17-20(15,16)19-11-6-8(4-9(13)7-11)5-10-2-3-12(14)18-10/h4,6-7,10,13H,2-3,5H2,1H3

> <INCHI_KEY>
FXGBBWWEXQWRKV-UHFFFAOYSA-N

> <FORMULA>
C12H14O7S

> <MOLECULAR_WEIGHT>
302.3

> <EXACT_MASS>
302.046023492

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.417155738957963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
1.517969431

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.74870917988407

> <JCHEM_PKA_STRONGEST_BASIC>
-6.035853574688095

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
67.7818

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0      -7.755  -3.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.089  -4.455   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.089  -5.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.755  -6.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.421  -5.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.421  -4.455   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.755  -2.145   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.422  -6.765   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.756  -5.995   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.526  -3.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.772  -4.530   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -13.296  -5.995   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0     -11.280  -4.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -15.236  -4.055   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      -7.755  -0.605   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0      -9.089   0.165   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.421   0.165   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.755   0.935   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.088  -6.765   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.089   1.705   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    1    5                                                       
CONECT    7    1   15                                                       
CONECT    8    3    9                                                       
CONECT    9    8   12   13                                                  
CONECT   10   11   13                                                       
CONECT   11   10   12   14                                                  
CONECT   12    9   11                                                       
CONECT   13    9   10                                                       
CONECT   14   11                                                            
CONECT   15    7   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   20                                                       
CONECT   19    5                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulphate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulphuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulphate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulphuric acid-O-methyl	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfuric acid	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulphate	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulphuric acid	Generator

Chemical Formula

C₁₂H₁₄O₇S

Average Mass

302.3000 Da

Monoisotopic Mass

302.04602 Da

IUPAC Name

3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

Traditional Name

3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

CAS Registry Number

Not Available

SMILES

COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1

InChI Identifier

InChI=1S/C12H14O7S/c1-17-20(15,16)19-11-6-8(4-9(13)7-11)5-10-2-3-12(14)18-10/h4,6-7,10,13H,2-3,5H2,1H3

InChI Key

FXGBBWWEXQWRKV-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Arylsulfates

Alternative Parents

Substituents

Arylsulfate
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sulfuric acid diester
Monocyclic benzene moiety
Gamma butyrolactone
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Tetrahydrofuran
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.86	ALOGPS
logP	1.52	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	67.78 m³·mol⁻¹	ChemAxon
Polarizability	28.42 Å³	ChemAxon
Number of Rings	2	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

HMDB0060031

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

124202097

PDB ID

Not Available

ChEBI ID

89538

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl (NP0136316)

MOL for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D MOL for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D SDF for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D-SDF for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

PDB for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D PDB for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

SMILES for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

INCHI for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

Structure for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D Structure for NP0136316 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)