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SECOLOGANIN

Product Name
SECOLOGANIN
CAS No.
19351-63-4
Chemical Name
SECOLOGANIN
Synonyms
NSC 640525;SECOLOGANIN;LONICEROSIDE;(-)-Secologanin;(-)-SECOLOGANIN;Loniceroside【iridoid】;Secologanin (NSC 640525);(4S)-4β-(2-Oxoethyl)-5β-vinyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester;(2S)-3α-Vinyl-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-4α-(2-oxoethyl)-2H-pyran-5-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)-
CBNumber
CB2782898
Molecular Formula
C17H24O10
Formula Weight
388.37
MOL File
19351-63-4.mol
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SECOLOGANIN Property

Boiling point:
595.5±50.0 °C(Predicted)
Density 
1.42±0.1 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
Water: Slightly Soluble
pka
12.81±0.70(Predicted)
form 
Solid
color 
White to off-white
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Safety

WGK Germany 
3
10-21
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
50741
Product name
Secologanin
Purity
analytical standard
Packaging
5mg
Price
$112
Updated
2024/03/01
Cayman Chemical
Product number
20647
Product name
Secologanin
Purity
≥90%
Packaging
1mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
20647
Product name
Secologanin
Purity
≥90%
Packaging
5mg
Price
$134
Updated
2024/03/01
ChemScene
Product number
CS-0092439
Product name
Secologanin
Packaging
5mg
Price
$250
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS65469
Product name
(-)-Secologanin
Packaging
1mg
Price
$50
Updated
2021/12/16
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SECOLOGANIN Chemical Properties,Usage,Production

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(-)-secologanin is an iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively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.

SECOLOGANIN Preparation Products And Raw materials

Raw materials

Preparation Products

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SECOLOGANIN Suppliers

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19351-63-4, SECOLOGANINRelated Search:


  • LONICEROSIDE
  • (-)-SECOLOGANIN
  • SECOLOGANIN
  • (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
  • Loniceroside【iridoid】
  • (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
  • NSC 640525
  • 2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-, methyl ester, (2S,3R,4S)-
  • Secologanin (NSC 640525)
  • (-)-Secologanin
  • 19351-63-4
  • C17H24O10CHCl3
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