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(-)-Maackiain

(-)-Maackiain structure

CAS No:
2035-15-6
Formula:
C16H12O5
Chemical Name:
(-)-Maackiain
Synonyms:
6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol,6a,12a-dihydro-,(6aR,12aR)-;Maackiain;6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol,6aα,12aα-dihydro-,(-)-;6H-[1,3]Dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol,6a,12a-dihydro-,(6aR-cis)-;(6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-ol;Inermin;(-)-Maackiain;Trifolirhizin aglycone;Maackiaine;Inermine;l-Maackiain;(-)-(6aR,12aR)-maackiain;20288-22-6;22091-18-5;22973-29-1
Categories:
Natural Products > Phenols

Description

(-)-Maackiain is a pterocarpan phytoalexin produced from Red clover (Trifolium pretense L.). (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1].

(+)-maackiain is the (+)-enantiomer of maackiain. It is an enantiomer of a (-)-maackiain.

(-)-Maackiain Basic Attributes

Molecular Weight：

284.267

Exact Mass：

284.26

Characteristics

PSA：

57.2

XLogP3：

2.79

Density：

1.5±0.1 g/cm3

Melting Point：

178.5-179.0 °C

Boiling Point：

436.2±45.0 °C at 760 mmHg

Flash Point：

217.6±28.7 °C

Refractive Index：

1.677

Drug Information

MeSH Entry Terms：

6a,12a-dihydro-6H-(1,3)dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-ol

Computed Properties

Molecular Weight:284.26
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Exact Mass:284.06847348
Monoisotopic Mass:284.06847348
Topological Polar Surface Area:57.2
Heavy Atom Count:21
Complexity:416
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes