MiMeDB: Showing metabocard for 3-(3-Hydroxyphenyl)propionate sulfate (MMDBc0000836)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 23:04:53 UTC

Update Date

2024-04-30 19:33:47 UTC

Metabolite ID

MMDBc0000836

Metabolite Identification

Common Name

3-(3-Hydroxyphenyl)propionate sulfate

Description

3-[3-(sulfooxy)phenyl]propanoic acid, also known as 3-(3-Hydroxyphenyl)propanoate sulfate or Mhppa sulfate, is classified as a member of the phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 3-[3-(sulfooxy)phenyl]propanoic acid is considered to be a slightly soluble (in water) and an extremely strong acidic compound. 3-[3-(sulfooxy)phenyl]propanoic acid can be found in feces.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652308011704202D          

 16 16  0  0  0  0            999 V2000
    1.4289   -0.0000    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
    0.7145   -0.4125    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
    1.4289    2.4750    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
    0.7145    1.2375    0.0000 C   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
    1.4289    3.3000    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
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000836

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O6S/c10-9(11)5-4-7-2-1-3-8(6-7)15-16(12,13)14/h1-3,6H,4-5H2,(H,10,11)(H,12,13,14)

> <INCHI_KEY>
IQWLPDPKVFZEOK-UHFFFAOYSA-N

> <FORMULA>
C9H10O6S

> <MOLECULAR_WEIGHT>
246.23

> <EXACT_MASS>
246.019809216

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.05835459289318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[3-(sulfooxy)phenyl]propanoic acid

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
1.276684102333333

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.47466124200516

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0744039090339816

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
53.93930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[3-(sulfooxy)phenyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-17         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.874  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      -1.334  -2.310   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    7                                                       
CONECT    3    1    8                                                       
CONECT    4    5    7                                                       
CONECT    5    4    9                                                       
CONECT    6    7    8                                                       
CONECT    7    2    4    6                                                  
CONECT    8    3    6   15                                                  
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   16                                                            
CONECT   13   16                                                            
CONECT   14   16                                                            
CONECT   15    8   16                                                       
CONECT   16   12   13   14   15                                             
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0094710
HETATM    1  O1  UNL     1       4.071  -0.103  -1.872  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.067   0.127  -0.625  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.239   0.508   0.036  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.813  -0.004   0.160  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.691  -0.422  -0.762  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.412  -0.574  -0.059  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.065  -1.790   0.482  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.137  -1.959   1.150  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.989  -0.869   1.263  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.642   0.352   0.721  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.522   1.398   0.861  1.00  0.00           O  
HETATM   12  S1  UNL     1      -3.750   1.755  -0.256  1.00  0.00           S  
HETATM   13  O4  UNL     1      -4.880   2.453   0.431  1.00  0.00           O  
HETATM   14  O5  UNL     1      -3.203   2.628  -1.360  1.00  0.00           O  
HETATM   15  O6  UNL     1      -4.317   0.291  -0.868  1.00  0.00           O  
HETATM   16  C9  UNL     1      -0.430   0.512   0.049  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.415   1.478   0.130  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.529   0.940   0.639  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.970  -0.829   0.879  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.645   0.259  -1.640  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.996  -1.420  -1.188  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.759  -2.604   0.369  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.392  -2.934   1.573  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.931  -0.965   1.777  1.00  0.00           H  
HETATM   25  H9  UNL     1      -5.317   0.299  -0.878  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.162   1.472  -0.375  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    7   16
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   16   16
CONECT   11   12
CONECT   12   13   13   14   14
CONECT   12   15
CONECT   15   25
CONECT   16   26
END

Synonyms

Value	Source
3-(3-Hydroxyphenyl)propanoic acid sulfate	ChEBI
3-(m-Sulfooxyphenyl)propanoic acid	ChEBI
Mhppa sulfate	ChEBI
3-(3-Hydroxyphenyl)propanoate sulfate	Generator
3-(3-Hydroxyphenyl)propanoate sulphate	Generator
3-(3-Hydroxyphenyl)propanoic acid sulfuric acid	Generator
3-(3-Hydroxyphenyl)propanoic acid sulphuric acid	Generator
3-(m-Sulfooxyphenyl)propanoate	Generator
3-(m-Sulphooxyphenyl)propanoate	Generator
3-(m-Sulphooxyphenyl)propanoic acid	Generator
Mhppa sulfuric acid	Generator
Mhppa sulphate	Generator
Mhppa sulphuric acid	Generator
3-[3-(Sulfooxy)phenyl]propanoate	Generator
3-[3-(Sulphooxy)phenyl]propanoate	Generator
3-[3-(Sulphooxy)phenyl]propanoic acid	Generator
3-(3-Sulfooxyphenyl)propanoate	HMDB
3-(3-Sulphooxyphenyl)propanoate	HMDB
3-(3-Sulphooxyphenyl)propanoic acid	HMDB

Molecular Formula

C₉H₁₀O₆S

Average Mass

246.23

Monoisotopic Mass

246.019809216

IUPAC Name

3-[3-(sulfooxy)phenyl]propanoic acid

Traditional Name

3-[3-(sulfooxy)phenyl]propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H10O6S/c10-9(11)5-4-7-2-1-3-8(6-7)15-16(12,13)14/h1-3,6H,4-5H2,(H,10,11)(H,12,13,14)

InChI Key

IQWLPDPKVFZEOK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

3-phenylpropanoic-acid
Phenylsulfate
Phenoxy compound
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:64414 )
aryl sulfate (CHEBI:64414 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.2 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	1.28	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	53.94 m³·mol⁻¹	ChemAxon
Polarizability	22.06 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uy0-1940000000-f7579ac66096d381c5e8	2017-09-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fg9-9471000000-8176837a5cdcf729c39a	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0190000000-370cd746debe7033f418	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-00xr-0900000000-dc314cd77eddcddd9a44	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-d48650b5800094170b9f	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0950000000-8962d2ddeedcd1ff6e29	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00l2-5900000000-4b6a81759ee64dc46053	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-14bf817d2a74e0217d89	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002b-1960000000-98cfafea53bc4a6431c5	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9400000000-21f067e93a2a13ee1d22	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0590000000-7819185d346cdd9e16cf	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1890000000-9b4b5f6fe13a6ce722ce	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-3900000000-68b7f792437a0515944d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-0090000000-9cf8e37290d3c9146143	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3090000000-86226e68d579a939d012	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9700000000-9115c9c07343469631e3	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0094710

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093605

KNApSAcK ID

Not Available

Chemspider ID

162993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

187488

PDB ID

Not Available

ChEBI ID

64414

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Salek RM, Maguire ML, Bentley E, Rubtsov DV, Hough T, Cheeseman M, Nunez D, Sweatman BC, Haselden JN, Cox RD, Connor SC, Griffin JL: A metabolomic comparison of urinary changes in type 2 diabetes in mouse, rat, and human. Physiol Genomics. 2007 Apr 24;29(2):99-108. doi: 10.1152/physiolgenomics.00194.2006. Epub 2006 Dec 26. [PubMed:17190852 ]

Showing metabocard for 3-(3-Hydroxyphenyl)propionate sulfate (MMDBc0000836)

MOL for #<Metabolite:0x00007fdafdd4ae10>

3D MOL for #<Metabolite:0x00007fdafdd4ae10>

3D SDF for #<Metabolite:0x00007fdafdd4ae10>

3D-SDF for #<Metabolite:0x00007fdafdd4ae10>

PDB for #<Metabolite:0x00007fdafdd4ae10>

3D PDB for #<Metabolite:0x00007fdafdd4ae10>

SMILES for #<Metabolite:0x00007fdafdd4ae10>

INCHI for #<Metabolite:0x00007fdafdd4ae10>

Structure for #<Metabolite:0x00007fdafdd4ae10>

3D Structure for #<Metabolite:0x00007fdafdd4ae10>