Naringenin - analytical standard, ≥98% , CAS No.480-41-1

Name: Naringenin - analytical standard, ≥98% , CAS No.480-41-1
Brand: Aladdin Scientific
SKU: N107346
Availability: InStock

CAS: 480-41-1 Cat. No.: N107346 Summenformel: C₁₅H₁₂O₅ Molekulargewicht: 272.25 Beilstein Registry Number: 280888 EG-Nummer: 207-550-2

102 Citations COA

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QUALITÄT & REINHEIT Analytical standard ? ≥98%

Synonyms

S-Dihydrogenistein | NSC 34875 | pelargidanon 1602 | Salipurol | NSC 11855

Storage

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Übersicht Spezifikationen Namen und Kennungen Dokumentation Erweiterte Daten Taxonomic Classification 3D-Struktur Zugehörige Ziele (menschlich) Zugehörige Ziele (nicht menschlich) Wirkungsmechanismen Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm) Chemische und physikalische Eigenschaften FAQs und Artikel Citations of This Product Lösungsrechner Bewertungen

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Warum diese Qualität

analytical standard, ≥98% Analytischer Standard für empfindliche chromatographische und analytische Workflows, die minimale Basislinieninterferenzen erfordern.

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Literaturbeleg

In 102 peer-reviewten Publikationen zu Chromatographie, organischer Synthese und Kreuzkupplungsreaktionen zitiert.

Übersicht

Naringenin is a flavonoid commonly found in grapefruits which functions as an antioxidant, free radical scavenger, anti-inflammatory compound, carbohydrate metabolism promoter, and immune system modulator. Studies indicate that in vitro Naringenin reduces oxidative damage to DNA. In addition, Naringenin potently inhibits the secretion of very-low-density lipoproteins by cells. Furthermore, Naringenin has been shown to reduce cholesterol concentrations in hepatocytes and plasma cells via inhibiting HMGCR (HMG-CoA reductase). Studies conducted on Hepatitis C virus particles demonstrate that Naringenin can inhibit the virus via a PPAR-mediated mechanism by inhibiting the long term assembly of the virus.
The aglucon of naringin.

Spezifikationen

Synonyme

S-Dihydrogenistein | NSC 34875 | pelargidanon 1602 | Salipurol | NSC 11855

Spezifikationen & Reinheit

analytical standard, ≥98%

Storage

Room temperature

Verschickt in

Normal

Note

Analytischer Standard

Reinheit

≥98%

Namen und Kennungen

Pubchem Sid

508813715

Kanonisches Lächeln

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

IUPAC Name

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

InChIKey

FTVWIRXFELQLPI-ZDUSSCGKSA-N

INCHI

1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1

Isomere SMILES

C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

Molekulargewicht

272.25

Beilstein

280888

Reaxy-Rn

280888

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=280888&ln=

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Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Klasse Flavonoids
    - Subclass Flavans

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Klasse	Flavonoids
Subclass	Flavans
Intermediate Tree Nodes	Not available
Direct Parent	Flavanones
Alternative Parents	7-hydroxyflavonoids 5-hydroxyflavonoids 4'-hydroxyflavonoids Chromones Aryl alkyl ketones Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Oxacyclic compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Flavanone - Hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Chromone - Benzopyran - Chromane - 1-benzopyran - Aryl alkyl ketone - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ketone - Organoheterocyclic compound - Oxacycle - Ether - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
Beschreibung	This compound belongs to the class of organic compounds known as flavanones. These are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
External Descriptors	Flavanones
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

3D-Struktur

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DPP4 Tclin Dipeptidyl peptidase 4 (1 Activities)

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

SHBG Tchem Sex hormone-binding globulin (1 Activities)

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

CA4 Tclin Carbonic anhydrase 4 (1 Activities)

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

CA12 Tclin Carbonic anhydrase 12 (1 Activities)

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

CA7 Tclin Carbonic anhydrase 7 (1 Activities)

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

CYP19A1 Tclin Aromatase (5 Activities)

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

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

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

F2 Tclin Thrombin (11687 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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

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OPRD1 Tclin Delta opioid receptor (15096 Activities)

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OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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

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ESR2 Tclin Estrogen receptor beta (9272 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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PON1 Tbio Serum paraoxonase/arylesterase 1 (96 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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AMY1A Salivary alpha-amylase (100 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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

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

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HSD17B1 Tchem Estradiol 17-beta-dehydrogenase 1 (2224 Activities)

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FASN Tchem Fatty acid synthase (3390 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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

FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)

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

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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

HSD17B2 Tchem Estradiol 17-beta-dehydrogenase 2 (1671 Activities)

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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

C8166 (1658 Activities)

Lot Number	Certificate Type	Datum	Artikel
J2424710	Certificate of Analysis	Jul 06, 2026	N107346
I2503675	Certificate of Analysis	Sep 06, 2025	N107346
I2503753	Certificate of Analysis	Sep 06, 2025	N107346
H2314313	Certificate of Analysis	May 12, 2025	N107346
J2214166	Certificate of Analysis	Sep 14, 2022	N107346

Löslichkeit	Soluble in ether, methanol, ethanol, and DMSO. Insoluble in water., Soluble in ether, methanol, ethanol, and DMSO. Insoluble in water.
Siedepunkt (°C)	577.5 °C
Schmelzpunkt (°C)	247-250°C
Molekulargewicht	272.250 g/mol
XLogP3	2.400
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	1
Exact Mass	272.068 Da
Monoisotopic Mass	272.068 Da
Topological Polar Surface Area	87.000 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	363.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

Naringenin - analytical standard, ≥98% , CAS No.480-41-1

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