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Irigenin

Irigenin structure

CAS No:
548-76-5
Formula:
C18H16O8
Chemical Name:
Irigenin
Synonyms:
4H-1-Benzopyran-4-one,5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-;Isoflavone,3′,5,7-trihydroxy-4′,5′,6-trimethoxy-;Irigenin;5,7-Dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Categories:
Biochemical Engineering > Plant Extracts

Description

Irigenin is a is a lead compound, and mediates its anti-metastatic effect by specifically and selectively blocking α9β1 and α4β1 integrins binding sites on C-C loop of Extra Domain A (EDA). Irigenin shows anti-cancer properties. It sensitizes TRAIL-induced apoptosis via enhancing pro-apoptotic molecules in gastric cancer cells[1].

Irigenin is a hydroxyisoflavone that is isoflavone substituted by hydroxy groups at positions 5, 7 and 3' and methoxy groups at positions 6, 4' and 5' respectively. It has a role as a plant metabolite. It is a hydroxyisoflavone and a member of 4'-methoxyisoflavones. It derives from an isoflavone.

Irigenin Basic Attributes

Molecular Weight：

360.31484

Exact Mass：

360.31

EC Number：

208-958-3

UNII：

6O4NX37350

DSSTox ID：

DTXSID90203285

HScode：

2914509090

Characteristics

PSA：

115

XLogP3：

2.6

Density：

1.461g/cm3

Melting Point：

185 °C

Boiling Point：

646.1°C at 760 mmHg

Flash Point：

237.7ºC

Refractive Index：

1.649

Collision Cross Section：

181.6 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Drug Information

MeSH Entry Terms：

irigenin

Irigenin Use and Manufacturing

Use Classification：

Polyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]

Computed Properties

Molecular Weight:360.3
XLogP3:2.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:360.08451746
Monoisotopic Mass:360.08451746
Topological Polar Surface Area:115
Heavy Atom Count:26
Complexity:549
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Irigenin

Description
Basic Attributes
Characteristics
Drug Information
Use and Manufacturing
Computed Properties
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Irigenin

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