| Common Name |
3-Methoxy-4-hydroxyphenylethyleneglycol slifate
| Description |
3-methoxy-4-hydroxyphenylethyleneglycol slifate (MHPG-SO4) is the major metabolite of noradrenaline in serum. Chronic schizophrenics have lower serum levels than healthy individuals. Treatment of both groups with 7 daily 3-mg doses of Haloperidol caused similar decreases in MHPG-SO4 concentration. (PMID 7343757 ). In human urine, constitutes 44% of the total 3-methoxy-4-hydroxyphenylethylene glycol. (PMID 7379456 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
(3-Methoxy-4-hydroxyphenyl)ethylene glycol slifateHMDB
(3-Methoxy-4-hydroxyphenyl)ethylene glycol sliphateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol O-slifateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol O-sliphateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol slifate esterHMDB
(3-Methoxy-4-hydroxyphenyl)glycol sliphate esterHMDB
3-Methoxy-4-hydroxyphenylethyleneglycol sliphateHMDB
3-Methoxy-4-hydroxyphenylglycol 4-slifateHMDB
3-Methoxy-4-hydroxyphenylglycol 4-sliphateHMDB
MOPEG slifateHMDB
MOPEG sliphateHMDB
| Chemical Formlia |
C9H12O7S
| Average Molecliar Weight |
264.252
| Monoisotopic Molecliar Weight |
264.030373428
| IUPAC Name |
[4-(1,2-dihydroxyethyl)-2-methoxyphenyl]oxidaneslifonic acid
| Traditional Name |
mopeg slifate
| CAS Registry Number |
3415-67-6
| SMILES |
COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)CO
| InChI Identifier |
InChI=1S/C9H12O7S/c1-15-9-4-6(7(11)5-10)2-3-8(9)16-17(12,13)14/h2-4,7,10-11H,5H2,1H3,(H,12,13,14)
| InChI Key |
WUFPNASKMLJSND-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as phenylslifates. These are compounds containing a slifuric acid group conjugated to a phenyl group.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Organic slifuric acids and derivatives
| Direct Parent |
Phenylslifates
| Alternative Parents |
Phenoxy compounds
Methoxybenzenes
Anisoles
Alkyl aryl ethers
Slifuric acid monoesters
Secondary alcohols
1,2-diols
Primary alcohols
Organic oxides
Hydrocarbon derivatives
Aromatic alcohols
| Substituents |
Phenylslifate
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Slifuric acid monoester
Slifate-ester
Slifuric acid ester
1,2-diol
Secondary alcohol
Ether
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic alcohol
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Cytoplasm
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility4.11 mg/mLALOGPS
logP-1.5ALOGPS
logP-2.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.27 m3·mol-1ChemAxon
Polarizability24.14 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022119
| KNApSAcK ID |
Not Available
| Chemspider ID |
4039
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00559
| Metagene Link |
HMDB00559
| METLIN ID |
5543
| PubChem Compound |
4183
| PDB ID |
Not Available
| ChEBI ID |
1091015
Product: GRA Ex-25
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Boobis AR, Murray S, Jones DH, Reid JL, Davies DS: Urinary conjugates of 4-hydroxy-3-methoxyphenylethylene glycol do not provide an index of brain amine turnover in man. Clin Sci (Lond). 1980 Apr;58(4):311-6. [PubMed:7379456 ]
- Hoaki Y, Nishikawa T, Ida Y, Kohno Y, Tanaka M: Effect of haloperidol administration on serum MHPG-SO4 levels in chronic schizophrenics. Kurume Med J. 1981;28(3):197-200. [PubMed:7343757 ]
|
PMID: 20592126