4',5-Dihydroxyflavone - 10mM in DMSO , CAS No.6665-67-4

CAS: 6665-67-4 Cat. No.: D425354 Formule: C₁₅H₁₀O₄ Poids moléculaire: 254.24

GRADE & PURITY 10mM in DMSO

Synonyms

AS-57619 | BDBM50025457 | 4',5-Dihydroxyflavone | 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)- | FT-0636228 | A867413 | s9378 | Oprea1_419278 | 5-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one | PD088057 | ST057730 | CCG-266994 | 5,4''''-Dihydroxyf

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Information

4',5-Dihydroxyflavone 4',5-Dihydroxyflavone inhibits soybean LOX-1 and yeast α-glucosidase .

Specifications

Synonymes

AS-57619 | BDBM50025457 | 4',5-Dihydroxyflavone | 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)- | FT-0636228 | A867413 | s9378 | Oprea1_419278 | 5-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one | PD088057 | ST057730 | CCG-266994 | 5,4''''-Dihydroxyf

Spécifications et pureté

10mM in DMSO

Mécanismes biochimiques et physiologiques

4',5-Dihydroxyflavone inhibits soybean LOX-1 and yeast α-glucosidase.

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Noms et identifiants

• Pubchem Sid: 528759334
• Sourires canoniques: C1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChIKey: OKRNDQLCMXUCGG-UHFFFAOYSA-N
• INCHI: 1S/C15H10O4/c16-10-6-4-9(5-7-10)14-8-12(18)15-11(17)2-1-3-13(15)19-14/h1-8,16-17H
• Isomères SMILES: C1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
• Poids moléculaire: 254.24
• Reaxy-Rn: 224537
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=224537&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Flavonoids
      • Subclass Flavones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Flavonoids
• Subclass: Flavones
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavones
• Alternative Parents: 5-hydroxyflavonoids 4'-hydroxyflavonoids Chromones Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4'-hydroxyflavonoid - 5-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Monocyclic benzene moiety - Benzenoid - Pyran - Heteroaromatic compound - Vinylogous acid - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
• External Descriptors: Not available

Data sources

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

Cibles associées (humaines)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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

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

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

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

LCK Tclin Tyrosine-protein kinase LCK (9212 Activities)

Discover Target: LCK

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

NEU2 Tbio Sialidase 2 (382 Activities)

Discover Target: NEU2

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

RAF1 Tclin Serine/threonine-protein kinase RAF (4169 Activities)

Discover Target: RAF1

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

FBP1 Tchem Fructose-1,6-bisphosphatase (1199 Activities)

Discover Target: FBP1

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

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

Discover Target: HPGD

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

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

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

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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

Cibles associées (non humaines)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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

Mapk1 MAP kinase ERK2 (650 Activities)

Discover Target: Mapk1

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

LOX1.1 Seed lipoxygenase-1 (463 Activities)

Discover Target: LOX1.1

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

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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

Ip6k2 Inositol hexakisphosphate kinase 2 (3 Activities)

Discover Target: Ip6k2

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

Mécanismes d'action

Propriétés chimiques et physiques

• Poids moléculaire: 254.240 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.058 Da
• Monoisotopic Mass: 254.058 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 382.000
• 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

Références

1. Shumiao Yu, Caicai Xu, Tao Tang, Yiyi Zhang, Kokoette Effiong, Jing Hu, Yonghong Bi, Xi Xiao.  (2023)  Down-regulation of iron/zinc ion transport and toxin synthesis in Microcystis aeruginosa exposed to 5,4′-dihydroxyflavone.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:37672994] [10.1016/j.jhazmat.2023.132396]

2. Shumiao Yu, Chao Li, Caicai Xu, Kokoette Effiong, Xi Xiao.  (2019)  Understanding the inhibitory mechanism of antialgal allelochemical flavonoids from genetic variations: Photosynthesis, toxin synthesis and nutrient utility.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:30954008] [10.1016/j.ecoenv.2019.03.097]

3. Shumiao Yu, Tao Tang, Jinxian Li, Caicai Xu, Yangfan Yu, Xi Xiao.  (2026)  Temperature responsive sustained-release microsphere for harmful algal bloom control: preparation, algicidal activity and eco-safety.  ENVIRONMENTAL RESEARCH,      [PMID:] [10.1016/j.envres.2026.125416]