Cirsimarin - ≥99% , CAS No.13020-19-4

CAS: 13020-19-4 Cat. No.: C650762 Molecular Weight: 476.43 PubChem CID: 159460

GRADE & PURITY ≥99%

Synonyms

72U3YNK7DV | Cirsimarin | starbld0000899 | 4-(5-Hydroxy-6,7-dimethoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl hexopyranoside | 2-[4-(beta-D-Glucopyranosyloxy)phenyl]-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one | 4H-1-Benzopyran-4-one, 2-[4-(beta-D-glucopyrano

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Cirsimarin is a potent antilipogenic flavonoid isolated from Microtea debilis . Cirsimarin exerts potent antilipogenic effect and decreases adipose tissue deposition in mice. The lipolytic activity of Cirsimarin resulting from both its antagonist activity on adenosin A1 receptor and its inhibitory effect on phosphodiesterase

Form:Solid

IC50& Target:Phosphodiesterase, ,Adenosin A1 receptor

Specifications

Synonyms

72U3YNK7DV | Cirsimarin | starbld0000899 | 4-(5-Hydroxy-6, 7-dimethoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl hexopyranoside | 2-[4-(beta-D-Glucopyranosyloxy)phenyl]-5-hydroxy-6, 7-dimethoxy-4H-1-benzopyran-4-one | 4H-1-Benzopyran-4-one, 2-[4-(beta-D-glucopyrano

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Cirsimarin is a potent antilipogenic flavonoid isolated from Microtea debilis . Cirsimarin exerts potent antilipogenic effect and decreases adipose tissue deposition in mice. The lipolytic activity of Cirsimarin resulting from both its antagonist activity

Storage

Protected from light, 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

• Canonical Smiles: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)OC
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• InChIKey: RETJLKUBHXTIGH-FZFRBNDOSA-N
• INCHI: 1S/C23H24O11/c1-30-15-8-14-17(19(27)22(15)31-2)12(25)7-13(33-14)10-3-5-11(6-4-10)32-23-21(29)20(28)18(26)16(9-24)34-23/h3-8,16,18,20-21,23-24,26-29H,9H2,1-2H3/t16-,18-,20+,21-,23-/m1/s1
• Isomeric SMILES: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)OC
• PubChem CID: 159460
• Molecular Weight: 476.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavonoid O-glycosides
• Alternative Parents: 6-O-methylated flavonoids 7-O-methylated flavonoids 5-hydroxyflavonoids Flavones Phenolic glycosides Hexoses Chromones O-glycosyl compounds Anisoles Phenoxy compounds 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Alkyl aryl ethers Oxanes Heteroaromatic compounds Vinylogous acids Secondary alcohols Polyols Acetals Oxacyclic compounds Primary alcohols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-4p-o-glycoside - Flavonoid o-glycoside - 6-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - Flavone - 5-hydroxyflavonoid - Hydroxyflavonoid - Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Chromone - Glycosyl compound - Benzopyran - 1-benzopyran - Phenoxy compound - Phenol ether - Anisole - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Benzenoid - Monosaccharide - Pyran - Oxane - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Ether - Organoheterocyclic compound - Oxacycle - Acetal - Polyol - Primary alcohol - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.
• 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

Associated Targets(Human)

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

Discover Target: ADORA1

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

Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable
• Molecular Weight: 476.400 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 476.132 Da
• Monoisotopic Mass: 476.132 Da
• Topological Polar Surface Area: 164.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 736.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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