Gallocatechol Names Other names (+)-Gallocatechin
Identifiers ChEBI ChEMBL ChemSpider KEGG MeSH Gallocatechol UNII InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1
N Key: XMOCLSLCDHWDHP-SWLSCSKDSA-N
N InChI=1/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1
Key: XMOCLSLCDHWDHP-SWLSCSKDBQ
C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
Properties C 15 H 14 O 7 Molar mass 306.270 g·mol−1 Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Gallocatechol or gallocatechin (GC) is a flavan-3-ol , a type of chemical compound including catechin , with the gallate residue being in an isomeric trans position.
This compound possesses two epimers . The most common, (+)-gallocatechin (GC), CAS number 970-73-0, is found notably in green tea . The other enantiomer is called (−)-gallocatechin or ent -gallocatechin. It was first isolated from green tea by Michiyo Tsujimura in 1934.[ 1]
Epigallocatechin is another type of catechin, with the gallate residue being in an isomeric cis position. It can be found in St John's wort .[ 2]
See also
References
External links
Flavan-3-ols O-methylated flavan-3ols Meciadanol (3-O-methylcatechin) Ourateacatechin (4′-O-methyl-(−)-epigallocatechin) Glycosides Arthromerin A (Afzelechin-3-O-β-D-xylopyranoside) Arthromerin B (Afzelechin-3-O-β-D-glucopyranoside) Catechin-3-O-glucoside Catechin-3'-O-glucoside Catechin-4'-O-glucoside Catechin-5-O-glucoside Catechin-7-O-glucoside (+)-Catechin 7-O-β-D-xylopyranoside Epicatechin-3′-O-glucoside Glochiflavanoside A, B, C D Polydine ((+)-catechin 7-O-α-L-arabinoside) Symplocoside (3'-O-methyl-(-)-epicatechin 7-O-β-D-glucopyranoside) Acetylated Gallate esters Misc.
Receptor (ligands )
CB1 Tooltip Cannabinoid receptor type 1
Agonists(abridged, full list) Inverse agonists Antagonists
CB2 Tooltip Cannabinoid receptor type 2
Agonists 2-AG 2-AGE (noladin ether) 3,3'-Diindolylmethane 4-O-Methylhonokiol α-Amyrin · β-Amyrin A-796,260 A-834,735 A-836,339 AM-1172 AM-1221 AM-1235 AM-1241 AM-2232 Anandamide AZ-11713908 Cannabinol Caryophyllene CB-13 CBS-0550 CP 55,940 GW-405,833 (L-768,242) GW-842,166X HU-308 JTE 7-31 JWH-007 JWH-015 JWH-018 JWH-73 JWH-133 L-759,633 L-759,656 Lenabasum (anabasum) Magnolol MDA-19 Nabitan NADA Olorinab (APD-371) PF-03550096 S-444,823 SER-601 Serinolamide A UR-144 Tedalinab THC (dronabinol) THCV Tetrahydromagnolol Virodhamine Antagonists
NAGly (GPR18 )
GPR55
GPR119
Transporter (modulators )
eCBTs Tooltip Endocannabinoid transporter
Enzyme (modulators)
FAAH Tooltip Fatty acid amide hydrolase MAGL ABHD6 Inhibitors: JZP-169 JZP-430 KT182 KT185 KT195 KT203 LEI-106 ML294 ML295 ML296 UCM710 WWL-70 ABHD12
Others Others: 2-PG (directly potentiates activity of 2-AG at CB1 receptor) ARN-272 (FAAH-like anandamide transporter inhibitor) See also Receptor/signaling modulators Cannabinoids (cannabinoids by structure)
Alcohols Barbiturates Benzodiazepines Carbamates Flavonoids Imidazoles Kava constituents 10-Methoxyyangonin 11-Methoxyyangonin 11-Hydroxyyangonin Desmethoxyyangonin 11-Methoxy-12-hydroxydehydrokavain 7,8-Dihydroyangonin Kavain 5-Hydroxykavain 5,6-Dihydroyangonin 7,8-Dihydrokavain 5,6,7,8-Tetrahydroyangonin 5,6-Dehydromethysticin Methysticin 7,8-Dihydromethysticin Yangonin Monoureides Neuroactive steroids Nonbenzodiazepines Phenols Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases Others/unsorted 3-Hydroxybutanal α-EMTBL AA-29504 Alogabat Avermectins (e.g., ivermectin ) Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide ) Carbamazepine Chloralose Chlormezanone Clomethiazole Darigabat DEABL Deuterated etifoxine Dihydroergolines (e.g., dihydroergocryptine , dihydroergosine, dihydroergotamine , ergoloid (dihydroergotoxine) ) DS2 Efavirenz Etazepine Etifoxine Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid ) Fluoxetine Flupirtine Hopantenic acid KRM-II-81 Lanthanum Lavender oil Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol ) Loreclezole Menthyl isovalerate (validolum) Monastrol Nicotinic acid Nicotinamide Org 25,435 Phenytoin Propanidid Retigabine (ezogabine) Safranal Seproxetine Stiripentol Sulfonylalkanes (e.g., sulfonmethane (sulfonal) , tetronal , trional ) Terpenoids (e.g., borneol ) Topiramate Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , valerenol) See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
Receptor (ligands )
GHBR Tooltip GHB receptor GABAB Tooltip γ-Aminobutyric acid B receptor
Transporter (blockers )
MCTs Tooltip Monocarboxylate transporters SMCTs Tooltip Sodium-coupled monocarboxylate transporters VIATT Tooltip Vesicular inhibitory amino acid transporter
Enzyme (inhibitors )
SSR Tooltip Succinic semialdehyde reductase GHBDH Tooltip 4-Hydroxybutyrate dehydrogenase HOT Tooltip Hydroxyacid-oxoacid transhydrogenase ADH Tooltip Alcohol dehydrogenase ALDH Tooltip Aldehyde dehydrogenase
See also Receptor/signaling modulators GABA receptor modulators Glutamate receptor modulators Glycine receptor modulators