2'-O-Methylkurarinone
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2'-O-Methylkurarinone
structure -
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CAS No:
270249-38-2
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Formula:
C27H32O6
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Chemical Name:
2'-O-Methylkurarinone
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Synonyms:
2'-O-Methylkurarinone;Kurarinone, 2'-O-methyl-
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CAS No:
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.
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)
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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