Name: (-)-Epicatechin - Moligand™, ≥97%(HPLC) , CAS No.490-46-0
Brand: Aladdin Scientific
SKU: E130023
Availability: InStock

Panoramica Specifiche Nomi e identificatori Documentazione 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

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Perché questa qualità

Moligand™, ≥97%(HPLC) Moligand™ per flussi di lavoro cromatografici e analitici sensibili che richiedono un'interferenza minima della linea di base.

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Stoccaggio e spedizione

Store at 2-8°C,Argon charged Spedizione Wet ice. Consultare il COA specifico del lotto per le specifiche esatte.

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SDS, COA, scheda tecnica e scheda delle specifiche disponibili per il download. COA specifico del lotto accessibile tramite ricerca per numero di lotto.

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Prova documentale

Citato in 143 pubblicazioni peer-reviewed su cromatografia, sintesi organica e reazioni di accoppiamento incrociato.

Panoramica

Epicatechin is a flavanol. Cacao products are rich in epicatechin. Epicatechin enhances the skeletal muscle structure in heart failure patients and minimises the cardiometabolic risks. It can be used for treating sarcopenia. Epicatechin reduces myostatin and β-galactosidase and increases the level of markers of muscle growth.
Antioxidant found in chocolate.

Product description：

(-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.

Application：

(−)-Epicatechin (EC) has been used:

as an antioxidant to downregulate nicotinamide adenine dinucleotide phosphate hydrogen (NADPH) oxidase and improve insulin sensitivity in in vivo (high fat-fed mice) and in vitro (HepG2 cells) studies

to study its effect on blood pressure, nitric oxide synthase (NOS) activity and anxiety-like behavior on borderline hypertensive rat (BHR) models

to test its effect on neuronal survival in the hippocampus of middle-aged rats on swimming training, under oxidative stress

to study its antioxidant activity in dark chocolate

as a characteristic compound in polyphenols analysis

Specifiche

Sinonimi

Specifiche e purezza

Moligand™, ≥97%(HPLC)

Meccanismi biochimici e fisiologici

Epicatechin enhances the skeletal muscle structure in heart failure patients and minimizes cardiometabolic risks. It can be used for treating sarcopenia. Epicatechin reduces myostatin and β-galactosidase and increases the level of markers of muscle growth

Fonte

Tea

Condizioni di conservazione di stoccaggio

Store at 2-8°C,Argon charged

Spedito in

Wet ice

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

Grado

Moligand™

Purezza

≥97%(HPLC)

Nomi e identificatori

Pubchem Sid

488184683

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488184683

Sorrisi canonici

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

IUPAC Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

InChIKey

PFTAWBLQPZVEMU-UKRRQHHQSA-N

INCHI

1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1

Isomeri SMILES

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

WGK Germania

RTECS

KB3745000

CAS alternativo

490-46-0,17334-50-8

Termini MeSH

(+)-Catechin;(+)-Cyanidanol;(+)-Cyanidanol-3;(-)-Epicatechin;(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol;2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-;3,3',4',5,7-Flavanpentol;Catechin;Catechinic Acid;Catechuic Acid;

Peso molecolare

290.27

Beilstein

92760

Reaxy-Rn

6069926

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6069926&ln=

Documentazione

📋 Scheda di dati di sicurezza (SDS)

Documento completo su pericoli, manipolazione, stoccaggio e conformità normativa.

<<<<<<< HEAD Scarica SDS → ======= Scarica SDS → >>>>>>> release248-p3

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Dati avanzati

Taxonomic Classification

Taxonomy Tree

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

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Classe	Flavonoids
Subclass	Flavans
Intermediate Tree Nodes	Flavan-3-ols
Direct Parent	Catechins
Alternative Parents	7-hydroxyflavonoids 5-hydroxyflavonoids 4'-hydroxyflavonoids 3-hydroxyflavonoids 3'-hydroxyflavonoids 1-benzopyrans Catechols Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Secondary alcohols Polyols Oxacyclic compounds Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Catechin - 3'-hydroxyflavonoid - 3-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Chromane - Benzopyran - 1-benzopyran - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Polyol - Ether - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
Descrizione	This compound belongs to the class of organic compounds known as catechins. These are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol.
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)

SNCA Tchem Alpha-synuclein (1 Activities)

Discover Target: SNCA

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

ALPL Tchem Alkaline phosphatase, tissue-nonspecific isozyme (1 Activities)

Discover Target: ALPL

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

F2 Tclin Thrombin (11687 Activities)

Discover Target: F2

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

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

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

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

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

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

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

PLA2G7 Tchem LDL-associated phospholipase A2 (1338 Activities)

Discover Target: PLA2G7

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

POLB Tchem DNA polymerase beta (23632 Activities)

Discover Target: POLB

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

APP Tclin Amyloid-beta A4 protein (8510 Activities)

Discover Target: APP

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

AMY1A Salivary alpha-amylase (100 Activities)

Discover Target: AMY1A

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

GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

Discover Target: GAA

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

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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

NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

Discover Target: NFKB1

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

NOS3 Tchem Nitric-oxide synthase, endothelial (1452 Activities)

Discover Target: NOS3

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

ALPG Tchem Alkaline phosphatase placental-like (1197 Activities)

Discover Target: ALPG

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

SI Tchem Sucrase-isomaltase (84 Activities)

Discover Target: SI

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

BACE1 Tchem Beta-secretase 1 (15641 Activities)

Discover Target: BACE1

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

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

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

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

DLD-1 (17511 Activities)

Lot Number	Certificate Type	Data	Oggetto
J2610405	Certificate of Analysis	Sep 21, 2026	E130023
J2610404	Certificate of Analysis	Sep 21, 2026	E130023
J2610403	Certificate of Analysis	Sep 21, 2026	E130023
J2610346	Certificate of Analysis	Sep 21, 2026	E130023
J2610345	Certificate of Analysis	Sep 21, 2026	E130023
K2203379	Certificate of Analysis	Jul 30, 2026	E130023
D2622424	Certificate of Analysis	Mar 09, 2026	E130023
D2622395	Certificate of Analysis	Mar 09, 2026	E130023
D2622392	Certificate of Analysis	Mar 09, 2026	E130023
I2602100	Certificate of Analysis	Mar 09, 2026	E130023
I2516248	Certificate of Analysis	Jul 19, 2025	E130023
I2516246	Certificate of Analysis	Jul 19, 2025	E130023
I2516241	Certificate of Analysis	Jul 19, 2025	E130023
I2516249	Certificate of Analysis	Jul 19, 2025	E130023
I2516250	Certificate of Analysis	Jul 19, 2025	E130023
I2516251	Certificate of Analysis	Jul 19, 2025	E130023
C2605142	Certificate of Analysis	Jul 19, 2025	E130023
E2507168	Certificate of Analysis	Apr 21, 2025	E130023
E2507169	Certificate of Analysis	Apr 21, 2025	E130023
E2507170	Certificate of Analysis	Apr 21, 2025	E130023
E2507171	Certificate of Analysis	Apr 21, 2025	E130023
E2507172	Certificate of Analysis	Apr 21, 2025	E130023
J2425451	Certificate of Analysis	Sep 23, 2024	E130023
J2425452	Certificate of Analysis	Sep 23, 2024	E130023
J2425453	Certificate of Analysis	Sep 23, 2024	E130023
J2425454	Certificate of Analysis	Sep 23, 2024	E130023
J2412077	Certificate of Analysis	Mar 18, 2024	E130023
C2430071	Certificate of Analysis	Mar 18, 2024	E130023
C2430072	Certificate of Analysis	Mar 18, 2024	E130023
C2430073	Certificate of Analysis	Mar 18, 2024	E130023
C2430074	Certificate of Analysis	Mar 18, 2024	E130023
C2430075	Certificate of Analysis	Mar 18, 2024	E130023
L2327055	Certificate of Analysis	Nov 26, 2022	E130023
D2314453	Certificate of Analysis	Nov 26, 2022	E130023
L2315046	Certificate of Analysis	Nov 26, 2022	E130023
D23131134	Certificate of Analysis	Nov 26, 2022	E130023
D23131165	Certificate of Analysis	Nov 26, 2022	E130023
D23131190	Certificate of Analysis	Nov 26, 2022	E130023
D23131208	Certificate of Analysis	Nov 26, 2022	E130023
D2314022	Certificate of Analysis	Nov 26, 2022	E130023
D2314023	Certificate of Analysis	Nov 26, 2022	E130023
D2314128	Certificate of Analysis	Nov 26, 2022	E130023
D2314142	Certificate of Analysis	Nov 26, 2022	E130023
D2314143	Certificate of Analysis	Nov 26, 2022	E130023
K2203380	Certificate of Analysis	Nov 12, 2022	E130023
K2203382	Certificate of Analysis	Nov 12, 2022	E130023
K2203383	Certificate of Analysis	Nov 12, 2022	E130023
K2203384	Certificate of Analysis	Nov 12, 2022	E130023
K2203381	Certificate of Analysis	Oct 26, 2022	E130023
C2215299	Certificate of Analysis	Mar 19, 2022	E130023

Solubilità	Soluble in acetone:water (1:1, 10 mg/ml), DMSO (100 mM), methanol, DMF (~12.5 mg/ml), and water (partly)., Soluble in acetone:water (1:1, 10 mg/ml), DMSO (100 mM), methanol, DMF (~12.5 mg/ml), and water (partly).,
Sensibilità	heat & air sensitive
Rotazione specifica [α]	-62° (C=0.1,MeOH)
Punto di fusione (°C)	240°C
Peso molecolare	290.270 g/mol
XLogP3	0.400
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	290.079 Da
Monoisotopic Mass	290.079 Da
Topological Polar Surface Area	110.000 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	364.000
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 - Moligand™, ≥97%(HPLC) , CAS No.490-46-0

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