(-)-Epicatechin gallate - Moligand™, analytical standard, ≥98% , Agonist of TAS2R39, CAS No.1257-08-5, Agonist of TAS2R39

Name: (-)-Epicatechin gallate - Moligand™, analytical standard, ≥98% , Agonist of TAS2R39, CAS No.1257-08-5, Agonist of TAS2R39
Brand: Aladdin Scientific
SKU: E101658
Availability: InStock

CAS: 1257-08-5 Cat. No.: E101658 Formula: C₂₂H₁₈O₁₀ Peso molecolare: 442.37 Numero EC: 603-088-4

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(-)-Epicatechin gallate - Moligand™, analytical standard, ≥98% CAS No(1257-08-5) by Aladdin Scientific

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QUALITÀ & PUREZZA Analytical standard ? Moligand™ ? ≥98%

Synonyms

trans-4-[N-ethyl-N-(2-hydroxyethyl)amino]-4'-nitroazobenzene|S)-1-Amino-1,2,3,4-tetrahydronaphthalene|(-)-Epicatechin 3-O-gallate|[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate|[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl] 3,4,5-trihydroxybenzoate|7-chloro-5-(2'-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one|Epicatechin gallate|N,N',N',N''-Pentamethyldiethylenetriamine|Epicatechin-3-galloyl ester|Epicatechin 3-gallate|EPICATECHOL 3-GALLATE|3,4,5-Trihydroxy-benzoic acid 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester|3,4,5-Trihydroxy-benzoic acid (2R,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester|L-Epicatechin gallate|(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate|(-)EPICATECHIN GALLATE|(-)-Epicatechin gallate|(-)-Epicatechin-3-O-gallate|epi-Catechin 3-O-gallate|EPICATECHIN 3-O-GALLATE|(-)-EPI CATECHIN-3-O-GALLATE|(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate|epicatechin-gallate-(-)|Epicatechol, 3-gallate, (-)-|Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7- dihydroxy-2H-1-benzopyran-3-yl ester, (-)-cis-|ECG|(-)-Epicatechin 3-gallate|(-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate|L-ECG|epicatechin-3-O-gallate|Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-|Teatannin|NAPHTHALENEACETIC ACID METHYL ESTER, 1-|epicatechin gallate, (2R-cis)-isomer|EPICATECHINGALLATE, L-|[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate|(-)epicatechingallate|(-)-epicatechingallate|3-Gallate(-)-Epicatechol|Epicatechol, gallate|rel-(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate|epicatechin monogallate|(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate|(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate|SDCCGMLS-0066549.P001

Storage

Store at 2-8°C

Shipped In

Wet ice

Scheda delle specifiche

Panoramica Specifiche Nomi e identificatori Dati avanzati Taxonomic Classification Struttura 3D Obiettivi associati (umani) Obiettivi associati (non umani) Meccanismi d'azione Certificati (CoA, COO, BSE/TSE e tabella di analisi) Proprietà chimiche e fisiche Domande frequenti e articoli Citations of This Product Calcolatori di soluzioni Recensioni

Panoramica

An antioxidant investigated as an adjunct treatment of some methyicillin resistant bacteria.

Specifiche

Sinonimi

Specifiche e purezza

Moligand™, analytical standard, ≥98%

Meccanismi biochimici e fisiologici

(-)Epicatechin gallate is a polyphenol apoptosis inducer in tumor cells commonly found in green tea. Studies suggest that (-)Epicatechin gallate causes anti-proliferative and anti-inflammatory effects on pancreatic ductal adenocarcinoma cells. Alternate s

Condizioni di conservazione di stoccaggio

Store at 2-8°C

Spedito in

Wet ice

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™, Standard analitico

Tipo di azione

AGONIST

Meccanismo d'azione

Agonist of TAS2R39

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purezza

≥98%

Nomi e identificatori

Pubchem Sid

508806396

Sorrisi canonici

C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O

IUPAC Name

[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

InChIKey

LSHVYAFMTMFKBA-TZIWHRDSSA-N

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

Isomeri SMILES

C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O

WGK Germania

RTECS

DH9030000

CAS alternativo

1257-08-5

Termini MeSH

epicatechin gallate;epicatechin gallate, (2R-cis)-isomer;epicatechin-3-gallate;epicatechin-3-galloyl ester;epicatechin-3-O-gallate

Peso molecolare

442.37

Reaxy-Rn

372029

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=372029&ln=

Dati avanzati

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Classe Flavonoids
    - Subclass Flavans
      - Level5 Flavan-3-ols
        Level6 Catechins
        Level7 Catechin gallates

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Classe	Flavonoids
Subclass	Flavans
Intermediate Tree Nodes	Flavan-3-ols - Catechins
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
Molecular Framework	Aromatic heteropolycyclic compounds
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
Descrizione	This compound belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.
External Descriptors	Flavans, Flavanols and Leucoanthocyanidins
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Struttura 3D

Obiettivi associati (umani)

ELAVL3 Tchem ELAV-like protein 3 (1 Activities)

Discover Target: ELAVL3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RAD52 Tchem DNA repair protein RAD52 homolog (2 Activities)

Discover Target: RAD52

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PSMB5 Tclin Proteasome subunit beta type-5 (1 Activities)

Discover Target: PSMB5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TAS2R39 Tchem Taste receptor type 2 member 39 (0 Activities)

Discover Target: TAS2R39

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

BCL2 Tclin Apoptosis regulator Bcl-2 (2 Activities)

Discover Target: BCL2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PGD Tchem 6-phosphogluconate dehydrogenase, decarboxylating (1 Activities)

Discover Target: PGD

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DHFR Tclin Dihydrofolate reductase (3072 Activities)

Discover Target: DHFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

Discover Target: CNR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRM1 Tclin Mu opioid receptor (19785 Activities)

Discover Target: OPRM1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRD1 Tclin Delta opioid receptor (15096 Activities)

Discover Target: OPRD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRK1 Tclin Kappa opioid receptor (16155 Activities)

Discover Target: OPRK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)

Discover Target: CNR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAPK14 Tchem MAP kinase p38 alpha (12866 Activities)

Discover Target: MAPK14

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALB Tchem Serum albumin (2651 Activities)

Discover Target: ALB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DAPK1 Tchem Death-associated protein kinase 1 (1664 Activities)

Discover Target: DAPK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MET Tclin Hepatocyte growth factor receptor (10718 Activities)

Discover Target: MET

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FASN Tchem Fatty acid synthase (3390 Activities)

Discover Target: FASN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PGD Tchem 6-phosphogluconate dehydrogenase (58 Activities)

Discover Target: PGD

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DYRK1A Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 1A (6484 Activities)

Discover Target: DYRK1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADAMTS4 Tchem ADAMTS4 (425 Activities)

Discover Target: ADAMTS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADAMTS5 Tchem ADAMTS5 (711 Activities)

Discover Target: ADAMTS5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

Discover Target: MMP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Caco-2 (12174 Activities)

Lot Number	Certificate Type	Data	Oggetto
J2415370	Certificate of Analysis	Jul 03, 2026	E101658
A2630489	Certificate of Analysis	Jan 17, 2026	E101658
H2522525	Certificate of Analysis	Aug 09, 2025	E101658
I2306428	Certificate of Analysis	Jun 10, 2025	E101658
I2306429	Certificate of Analysis	Jun 10, 2025	E101658
K2113576	Certificate of Analysis	May 09, 2025	E101658
B2527393	Certificate of Analysis	Feb 10, 2025	E101658
F2518138	Certificate of Analysis	Feb 10, 2025	E101658
J2415359	Certificate of Analysis	Sep 23, 2024	E101658
J2415360	Certificate of Analysis	Sep 23, 2024	E101658
B2314291	Certificate of Analysis	Dec 30, 2022	E101658
B2314304	Certificate of Analysis	Dec 30, 2022	E101658
A1921031	Certificate of Analysis	Sep 12, 2022	E101658

Solubilità	Soluble in water (5 mg/ml) with heat and sonication as needed, yielding a clear, colorless solution, ethanol (~1 mg/ml), methanol (sparingly), DMSO (~10 mg/ml), and DMF (~14 mg/ml).
Sensibilità	Heat sensitive
Rotazione specifica [α]	-177° (C=1,EtOH)
Punto di fusione (°C)	255°C(lit.)
Peso molecolare	442.400 g/mol
XLogP3	1.500
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	4
Exact Mass	442.09 Da
Monoisotopic Mass	442.09 Da
Topological Polar Surface Area	177.000 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	649.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

(-)-Epicatechin gallate - Moligand™, analytical standard, ≥98% , Agonist of TAS2R39, CAS No.1257-08-5, Agonist of TAS2R39

Panoramica

Specifiche

Dati avanzati

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