Kaempferol-3-O-glucorhamnoside - ≥99% , CAS No.40437-72-7

CAS: 40437-72-7 Cat. No.: K413288 Molecular Weight: 594.5

GRADE & PURITY ≥99%

Synonyms

Kaempferol 3-neohesperidoside4H-​1-​Benzopyran-​4-​one,3-​[(6-​deoxy-​O-​β-​D-​glucopyranosyl-​α-​L-​mannopyranosyl)​oxy]​-​5,​7-​dihydroxy-​2-​(4-​hydroxyphenyl)​- (9CI)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Kaempferol 3-neohesperidoside (Kaempferol 3-neohesperidoside), isolated from the herbs of Delphinium grandiflorum L., has insulin-like properties in terms of glucose lowering.

Specifications

Synonyms

Kaempferol 3-neohesperidoside4H-​1-​Benzopyran-​4-​one, 3-​[(6-​deoxy-​O-​β-​D-​glucopyranosyl-​α-​L-​mannopyranosyl)​oxy]​-​5, ​7-​dihydroxy-​2-​(4-​hydroxyphenyl)​- (9CI)

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Kaempferol 3-neohesperidoside (Kaempferol 3-neohesperidoside), isolated from the herbs of Delphinium grandiflorum L., has insulin-like properties in terms of glucose lowering.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504773038
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773038
• Canonical Smiles: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O)O)O
• IUPAC Name: 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChIKey: OHOBPOYHROOXEI-OVNVQJKQSA-N
• INCHI: 1S/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22-,25-,26+,27+/m1/s1
• Molecular Weight: 594.5
• Reaxy-Rn: 25324318
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25324318&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Flavonoid-3-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides
• Direct Parent: Flavonoid-3-O-glycosides
• Alternative Parents: Flavones 7-hydroxyflavonoids 5-hydroxyflavonoids 4'-hydroxyflavonoids O-glycosyl compounds Disaccharides Chromones Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-3-o-glycoside - Hydroxyflavonoid - Flavone - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 4'-hydroxyflavonoid - O-glycosyl compound - Glycosyl compound - Disaccharide - Chromone - 1-benzopyran - Benzopyran - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Phenol - Benzenoid - Pyran - Oxane - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.
• 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

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro Water: 100 mg/mL (168.2 mM); DMSO: 2 mg/mL (3.36 mM); Ethanol: 1 mg/mL (1.68 mM)
• Molecular Weight: 594.500 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 594.158 Da
• Monoisotopic Mass: 594.158 Da
• Topological Polar Surface Area: 245.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 985.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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