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ChemicalBook--->CAS DataBase List--->19351-63-4

19351-63-4

19351-63-4 Structure

19351-63-4 Structure
IdentificationBack Directory
[Name]

SECOLOGANIN
[CAS]

19351-63-4
[Synonyms]

NSC 640525
SECOLOGANIN
LONICEROSIDE
(-)-SECOLOGANIN
Loniceroside【iridoid】
(2S)-3α-Vinyl-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-4α-(2-oxoethyl)-2H-pyran-5-carboxylic acid methyl ester
(4S)-4β-(2-Oxoethyl)-5β-vinyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester
2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-, methyl ester, (2S,3R,4S)-
(2S,3R,4S)-Methyl 4-(2-oxoethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate
[Molecular Formula]

C17H24O10
[MDL Number]

MFCD00013361
[MOL File]

19351-63-4.mol
[Molecular Weight]

388.37
Chemical PropertiesBack Directory
[Boiling point ]

595.5±50.0 °C(Predicted)
[density ]

1.42±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

Water: Slightly Soluble
[form ]

neat
[pka]

12.81±0.70(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[WGK Germany ]

3
[F ]

10-21
Hazard InformationBack Directory
[Description]

Secologanin is a monoterpene that has been found in V. rosea and is an intermediate in the synthesis of monoterpene indole alkaloids from geraniol. It is a metabolite of loganin formed by the cytochrome P450 (CYP) isoform CYP72A1, also known as secologanin synthase.
[Uses]

(-?)?-?Secologanin is an iridoid glycoside found in Hydrangeaceae used in anti-inflammatory.
[Definition]

ChEBI: (-)-secologanin is an iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively (the 2S,3R,4S stereoisomer). It has a role as a plant metabolite. It is a beta-D-glucoside, a methyl ester, an aldehyde, an enoate ester, a secoiridoid glycoside and a member of pyrans.
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