Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:11:51 UTC |
---|
Update date | 2019-11-26 03:11:36 UTC |
---|
Primary ID | FDB015460 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | MS 3 |
---|
Description | MS 3, also known as amsacrine or glyo-i, belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). MS 3 is an extremely weak basic (essentially neutral) compound (based on its pKa). MS 3 has been detected, but not quantified in, mushrooms. This could make MS 3 a potential biomarker for the consumption of these foods. |
---|
CAS Number | 58265-74-0 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
2,4-Dihydroxy-6-methylbenzoic acid 3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methyl-2-butenyl)phenyl ester, 9ci | HMDB | 3-Hydroxy-4,5-bis(hydroxymethyl)-2-prenylphenyl 2,4-dihydroxy-6-methylbenzoate | HMDB | 4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide | HMDB | Amsacrine | HMDB | Glyo-I | HMDB | Glyoxalase I | HMDB | Lactoylglutathione lyase | HMDB | Mamsa | HMDB | MS-3 (GLYOXALASE inhibitor) | HMDB | 3-Hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenyl 2,4-dihydroxy-6-methylbenzoic acid | Generator | Lyase, lactoyl glutathione | MeSH | Methylglyoxalase | MeSH | Glutathione lyase, lactoyl | MeSH | Lactoyl glutathione lyase | MeSH | Lyase, lactoylglutathione | MeSH | 2,4-Dihydroxy-6-methylbenzoic acid 3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methyl-2-butenyl)phenyl ester, 9CI | db_source | MS-3 (GLYOXALASE INHIBITOR) | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C21H24O7 |
---|
IUPAC name | 3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenyl 2,4-dihydroxy-6-methylbenzoate |
---|
InChI Identifier | InChI=1S/C21H24O7/c1-11(2)4-5-15-18(7-13(9-22)16(10-23)20(15)26)28-21(27)19-12(3)6-14(24)8-17(19)25/h4,6-8,22-26H,5,9-10H2,1-3H3 |
---|
InChI Key | WTZUCTQSBSDSRG-UHFFFAOYSA-N |
---|
Isomeric SMILES | CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C(CO)C(CO)=C1O |
---|
Average Molecular Weight | 388.4111 |
---|
Monoisotopic Molecular Weight | 388.152203122 |
---|
Classification |
---|
Description | belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Depsides and depsidones |
---|
Sub Class | Not Available |
---|
Direct Parent | Depsides and depsidones |
---|
Alternative Parents | |
---|
Substituents | - Depside backbone
- P-hydroxybenzoic acid ester
- O-hydroxybenzoic acid ester
- Dihydroxybenzoic acid
- Phenol ester
- Salicylic acid or derivatives
- Benzoate ester
- Benzoic acid or derivatives
- Phenoxy compound
- Resorcinol
- Benzyl alcohol
- M-cresol
- Benzoyl
- Toluene
- 1-hydroxy-4-unsubstituted benzenoid
- Phenol
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Carboxylic acid ester
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Organooxygen compound
- Primary alcohol
- Aromatic alcohol
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Biological role: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Not Available | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 64.94%; H 6.23%; O 28.83% | DFC |
---|
Melting Point | Mp 92° | DFC |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | 330 () (MeOH) (Berdy) | DFC |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | Spectrum Type | Description | Splash Key | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0udi-1913000000-7dbb522743f945b53401 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive | splash10-03di-2120019000-b958031070c63f456812 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0fk9-0119000000-2cab3e19bfd6403a4753 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0uk9-1439000000-a792d62d46e40adb97b5 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-3922000000-8d81ad326fa48a94c79e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0119000000-6ca22e61e4c8865ed330 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05tr-0519000000-74ec77f4076a0ca04344 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05fr-2931000000-36a6aedcad4470ca69fc | JSpectraViewer |
|
---|
External Links |
---|
ChemSpider ID | 90762 |
---|
ChEMBL ID | CHEMBL2005906 |
---|
KEGG Compound ID | C01553 |
---|
Pubchem Compound ID | 100450 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 49496 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB36557 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | KCH89-H:KCH89-H |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | MS_3 |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|