Moligand™, norme analytique Étalon d'analyse,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Conserver à -20°C Ships Glacière + blocs de glace Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Vue d’ensemble

La nobiletine est un flavanoïde aux propriétés antioxydantes et anti-inflammatoires que l'on trouve dans l'écorce des mandarines. Il a été observé que ce composé inhibe la phosphorylation de la MEK (protéine kinase activée par un agent mitogène). Il a également été démontré que la nobiletine supprime l'expression des MMP-1 (métalloprotéinases matricielles), MMP-3 et MMP-9, qui sont impliquées dans la dégradation de la matrice extracellulaire au cours de la métastase tumorale. Des études in vitro de la nobiletine sur diverses lignées cellulaires cancéreuses et sur l'œuf de poulet ont montré les effets anti-angiogéniques de la nobiletine par la régulation à la baisse de ERK 1, ERK 2 et c-Jun N-terminal kinase, ainsi que des facteurs de transcription c-Jun et Stat3. Le composé a également supprimé la prolifération, la migration et la formation de tubes sur le matrigel des cellules HUVEC stimulées par un supplément de croissance. Il a été démontré que la nobiletine atténue l'activation transcriptionnelle de NF-κB, la production de NO et de PGE2, l'expression de NOS2 (synthase d'oxyde nitrique inductible) et de Cox-2 (cyclo-oxygénase-2).
Un antioxydant et un anti-inflammatoire qui inhibe la phosphorylation de MEK.

Specifications

Synonymes

Spécifications et pureté

Moligand™, norme analytique

Mécanismes biochimiques et physiologiques

La nobiletine supprime l'expression des métalloprotéinases matricielles 1, 3 et 9, qui participent à la dégradation de la matrice extracellulaire au cours de la métastase tumorale. La nobiletine est également impliquée dans l'augmentation de l'expression

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Grade

Étalon d'analyse, Moligand™

Noms et identifiants

Sourires canoniques

COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC

IUPAC Name

2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one

InChIKey

MRIAQLRQZPPODS-UHFFFAOYSA-N

INCHI

1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3

Isomères SMILES

COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC

WGK Allemagne

RTECS

DJ3052200

CAS alternatif

478-01-3

Numéro NSC

76751

Termes d'entrée MeSH

hexamethoxyflavone;nobiletin

Poids moléculaire

402.39

Beilstein

360887

Reaxy-Rn

360887

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=360887&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Classe Flavonoids
    - Subclass O-methylated flavonoids

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Classe	Flavonoids
Subclass	O-methylated flavonoids
Intermediate Tree Nodes	Not available
Direct Parent	8-O-methylated flavonoids
Alternative Parents	3'-O-methylated flavonoids 4'-O-methylated flavonoids 5-O-methylated flavonoids 6-O-methylated flavonoids 7-O-methylated flavonoids Flavones Chromones Dimethoxybenzenes Anisoles Phenoxy compounds Alkyl aryl ethers Pyranones and derivatives Vinylogous esters Heteroaromatic compounds Oxacyclic compounds Hydrocarbon derivatives Organic oxides
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	3p-methoxyflavonoid-skeleton - 4p-methoxyflavonoid-skeleton - 5-methoxyflavonoid-skeleton - 6-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - 8-methoxyflavonoid-skeleton - Flavone - Chromone - Benzopyran - O-dimethoxybenzene - Dimethoxybenzene - 1-benzopyran - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Vinylogous ester - Heteroaromatic compound - Ether - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.
External Descriptors	Flavones and Flavonols
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

Structure 3D

Cibles associées (humaines)

TAS2R14 Tchem Taste receptor type 2 member 14 (0 Activities)

Discover Target: TAS2R14

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

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

Discover Target: GLP1R

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

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

Discover Target: PIN1

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

A498 (42825 Activities)

Solubilité	Soluble in methanol ( ), water (<1 mg/ml), chloroform, DMSO (81 mg/ml), and ethanol (3 mg/ml).
Sensibilité	Heat sensitive
Point de fusion (°C)	138°C
Poids moléculaire	402.400 g/mol
XLogP3	3.000
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Exact Mass	402.131 Da
Monoisotopic Mass	402.131 Da
Topological Polar Surface Area	81.700 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	593.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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

Nobiletin - Moligand™, norme analytique , CAS No.478-01-3

Storage & shipping

Quality documents

Literature proof

Vue d’ensemble

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

Molarity Calculator

Dilution Calculator

Reconstitution Calculator

Avis des clients

📚 Citations by Application

Need help choosing the grade?

View related series