| Common Name |
(-)-Catechin 3-O-gallate
| Description |
(-)-Catechin 3-O-gallate is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).(-)-Catechin 3-O-gallate belongs to the family of Catechin Gallates. These are organic compounds containing a gallate moeity glycosidically linked to a catechin.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29255 ((-)-Catechin 3-O-gallate)
| Synonyms |
Not Available
| Chemical Formlia |
C22H18O10
| Average Molecliar Weight |
442.3723
| Monoisotopic Molecliar Weight |
442.089996796
| IUPAC Name |
(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
| Traditional Name |
ent-catechin 3-O-gallate
| CAS Registry Number |
Not Available
| SMILES |
OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C=C2)C(O)=C1
| InChI Identifier |
InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1
| InChI Key |
LSHVYAFMTMFKBA-CTNGQTDRSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
Catechin gallates
| Alternative Parents |
3-hydroxyflavonoids
4-hydroxyflavonoids
5-hydroxyflavonoids
7-hydroxyflavonoids
Galloyl esters
p-Hydroxybenzoic acid alkyl esters
m-Hydroxybenzoic acid esters
1-benzopyrans
Pyrogallols and derivatives
Benzoyl derivatives
Catechols
Alkyl aryl ethers
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Carboxylic acid esters
Polyols
Monocarboxylic acids and derivatives
Oxacyclic compounds
Hydrocarbon derivatives
Organic oxides
| Substituents |
Catechin gallate
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Chromane
Benzopyran
1-benzopyran
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Catechol
Benzoyl
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
polyphenol (CHEBI:76131 )
gallate ester (CHEBI:76131 )
catechin (CHEBI:76131 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020091 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| 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 Solubility0.044 mg/mLALOGPS
logP2.55ALOGPS
logP3.38ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.03ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area177.14 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity109.76 m3·mol-1ChemAxon
Polarizability42.26 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-014r-0960000000-25a100df8f984afcaad7View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-014r-0960000000-25a100df8f984afcaad7View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-00kr-0691100000-efd4723359f93df332b6View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-00kr-0691100000-efd4723359f93df332b6View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-0006-0010900000-d409ed603e168c2615bcView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-0006-0010900000-d409ed603e168c2615bcView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-00or-0920000000-1c97743a98715d6b2789View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , negativesplash10-00or-0920000000-1c97743a98715d6b2789View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot 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 |
146
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000097
| KNApSAcK ID |
Not Available
| Chemspider ID |
4925466
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29255
| Metagene Link |
HMDB29255
| METLIN ID |
Not Available
| PubChem Compound |
6419835
| PDB ID |
Not Available
| ChEBI ID |
310406
Product: AZD3839 (free base)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
|
PMID: 3814920
