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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
Molecular Weight:
388.37
MDL Number:
MFCD16661163
MOL File:
19351-63-4.mol
Last updated:2023-05-04 17:34:35

SECOLOGANIN Properties

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)
FDA UNII NK7B26K93T

SAFETY

Risk and Safety Statements

WGK Germany  3
10-21

SECOLOGANIN price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 50741 Secologanin analytical standard 19351-63-4 5mg $112 2024-03-01 Buy
Cayman Chemical 20647 Secologanin ≥90% 19351-63-4 1mg $36 2024-03-01 Buy
Cayman Chemical 20647 Secologanin ≥90% 19351-63-4 5mg $134 2024-03-01 Buy
ChemScene CS-0092439 Secologanin 19351-63-4 5mg $250 2021-12-16 Buy
Biosynth Carbosynth FS65469 (-)-Secologanin 19351-63-4 1mg $50 2021-12-16 Buy
Product number Packaging Price Buy
50741 5mg $112 Buy
20647 1mg $36 Buy
20647 5mg $134 Buy
CS-0092439 5mg $250 Buy
FS65469 1mg $50 Buy

SECOLOGANIN Chemical Properties,Uses,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(-)-secologanin is an iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively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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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 Alphabetic SA - SM Analytical Standards Analytical Chromatography Product Catalog Natural Terpene StandardsChemical Class OtherChemical Class Oxygen containingChemical Class S SA - SMMore...Close... Iridoids NeatsChemical Class Polyhydroxy compoundsAlphabetic Alcohols Aldehydes/DNPH AliphaticAnalytical Standards Chemical Class EstersChromatography Heterocyclics Life Sciences Standards Natural Compounds Natural CompoundsChemical Class