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495-30-7

495-30-7 Structure

495-30-7 Structure
IdentificationBack Directory
[Name]

7H-Furo(3,2-g)(1)benzopyran-7-one, 2-(1-(beta-D-glucopyranosyloxy)-1-m ethylethyl)-2,3-dihydro-, (S)-
[CAS]

495-30-7
[Synonyms]

Ammajin
Ammijin
MARMESININ
Marmesinin( Ammajin,Ammijin,Marmesinin,(-)-Marmesinin)
(S)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one
(2S)-2α-[1-Methyl-1-(β-D-glucopyranosyloxy)ethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one
7H-Furo[3,2-g][1]benzopyran-7-one, 2-[1-(β-D-glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-, (2S)-
7H-Furo(3,2-g)(1)benzopyran-7-one, 2-(1-(beta-D-glucopyranosyloxy)-1-m ethylethyl)-2,3-dihydro-, (S)-
(2S)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
[Molecular Formula]

C20H24O9
[MDL Number]

MFCD32000767
[MOL File]

495-30-7.mol
[Molecular Weight]

408.4
Chemical PropertiesBack Directory
[Melting point ]

259-260 °C (decomp)(Solv: water (7732-18-5))
[Boiling point ]

657.1±55.0 °C(Predicted)
[density ]

1.51±0.1 g/cm3(Predicted)
[form ]

Solid
[pka]

12.90±0.70(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Marmesinin ((-)-Marmesinin), a natural coumarin, is a biosynthetic precursor of psoralen and linear furanocoumarins. Marmesinin exhibits significant neuroprotective activities against glutamate-induced toxicity[1][2].
[Definition]

ChEBI: Marmesinin is a member of the class of psoralens that is (-)-marmesin in which the hydroxy hydrogen is replaced by a beta-D-glucosyl residue. It has a role as a plant metabolite, a P450 inhibitor and an antioxidant. It is a beta-D-glucoside, a member of psoralens and a monosaccharide derivative. It is functionally related to a nodakenetin.
[References]

[1] ABU-MUSTAFA EA, et, al. Natural Coumarins. I. Marmesin and Marmesinin, Further Products from the Fruits of Ammi majus L. J. Org. Chem. 1961 Jan; 26 (1): 161-166.
[2] Kang SY, et, al. Neuroprotective coumarins from the root of Angelica gigas: structure-activity relationships. Arch Pharm Res. 2007 Nov;30(11):1368-73. DOI:10.1007/BF02977358
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