| Common Name |
Gallagic acid
| Description |
Gallagic acid is a constituent of Punica granatum (pomegranate) [CCD].
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29275 (Gallagic acid)
| Synonyms |
Not Available
| Chemical Formlia |
C28H12O16
| Average Molecliar Weight |
604.3853
| Monoisotopic Molecliar Weight |
604.012534336
| IUPAC Name |
4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.0²,¹¹.0³,⁸.0¹³,³¹.0¹⁷,²⁶.0¹⁸,²³.0²⁸,³²]dotriaconta-1(31),2(11),3(8),4,6,12,16(32),18(23),19,21,27-undecaene-9,15,24,30-tetrone
| Traditional Name |
4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.0²,¹¹.0³,⁸.0¹³,³¹.0¹⁷,²⁶.0¹⁸,²³.0²⁸,³²]dotriaconta-1(31),2(11),3(8),4,6,12,16(32),18(23),19,21,27-undecaene-9,15,24,30-tetrone
| CAS Registry Number |
Not Available
| SMILES |
OC1=CC2=C(C3C(OC2=O)C(O)=C2OC(=O)C4=C5C(OC(=O)C3=C25)=C(O)C2=C4C3=C(C=C(O)C(O)=C3O)C(=O)O2)C(O)=C1O
| InChI Identifier |
InChI=1S/C28H12O16/c29-5-1-3-7(17(33)15(5)31)9-13-11-12-14(28(40)44-23(11)19(35)21(9)41-25(3)37)10-8-4(2-6(30)16(32)18(8)34)26(38)42-22(10)20(36)24(12)43-27(13)39/h1-2,9,21,29-36H
| InChI Key |
FMQVGTFRDKFGPD-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
| Kingdom |
Organic compounds
| Super Class |
Phenylpropanoids and polyketides
| Class |
Tannins
| Sub Class |
Hydrolyzable tannins
| Direct Parent |
Hydrolyzable tannins
| Alternative Parents |
Linear pyranocoumarins
Pyranochromenes
Gallic acid and derivatives
Isocoumarins and derivatives
2-benzopyrans
Tricarboxylic acids and derivatives
Pyrogallols and derivatives
Catechols
Pyranones and derivatives
Heteroaromatic compounds
Polyols
Lactones
Carboxylic acid esters
Oxacyclic compounds
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Hydrolyzable tannin
Linear pyranocoumarin
Pyranocoumarin
Pyranochromene
Gallic acid or derivatives
Isocoumarin
Coumarin
2-benzopyran
1-benzopyran
Isochromane
Benzopyran
Tricarboxylic acid or derivatives
Pyrogallol derivative
Benzenetriol
1,2-diphenol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Polyol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Food
Plant
| Biofunction |
Nutrient
| Application |
Nutrient
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| 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 Solubility0.64 mg/mLALOGPS
logP2.77ALOGPS
logP1.33ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)4.25ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area267.04 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity140.85 m3·mol-1ChemAxon
Polarizability54.04 Å3ChemAxon
Number of Rings8ChemAxon
Bioavailability0ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Membrane
| 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 |
450
| Phenol Explorer Metabolite ID |
450
| FoodDB ID |
FDB000235
| 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
| NuGOwiki Link |
HMDB29275
| Metagene Link |
HMDB29275
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: SPQ
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
PMID: 2540014
