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Home > Encyclopedia > 2'-O-Methylkurarinone

2'-O-Methylkurarinone

2'-O-Methylkurarinone structure

2'-O-Methylkurarinone 

structure
  • CAS No:

    270249-38-2

  • Formula:

    C27H32O6

  • Chemical Name:

    2'-O-Methylkurarinone

  • Synonyms:

    2'-O-Methylkurarinone;Kurarinone, 2'-O-methyl-

  • Categories:

    Natural Products  >  Flavonoids

Description

(2S)-2'-Methoxykurarinone, a compound isolated from the roots of Sophora flavescens, has anti-inflammatory, antipyretic, antidiabetic, and antineoplastic effects. (2S)-2'-Methoxykurarinone (MK) inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. (2S)-2'-Methoxykurarinone (MK) displays cytotoxic activity against human myeloid leukemia HL-60 cells[1][2].


(2S)-2'-methoxykurarinone is a dimethoxyflavanone that is (2S)-(-)-kurarinone in which the hydroxy group at position 2' is replaced by a methoxy group. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells. It has a role as a metabolite and an antineoplastic agent. It is a dimethoxyflavanone, a dihydroxyflavanone and a member of 4'-hydroxyflavanones. It derives from a (2S)-(-)-kurarinone.

2'-O-Methylkurarinone Basic Attributes

452.5

452.219879

Characteristics

85.22000

7.05

1.171±0.06 g/cm3 (20 ºC 760 Torr)

112-115℃

643.6±55.0 °C at 760 mmHg

213.2±25.0 °C

1.575

H2O: Insuluble (2.6E-4 g/L) (25 ºC)

Drug Information

(2S)-2'-methoxykurarinone

2'-O-Methylkurarinone Use and Manufacturing

Polyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]

Computed Properties

Molecular Weight:452.5
XLogP3:5.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:452.21988874
Monoisotopic Mass:452.21988874
Topological Polar Surface Area:85.2
Heavy Atom Count:33
Complexity:713
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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