Loganin

Names

[ Name ]:
Loganin

[Synonym ]:
7-HYDROXY-6-DESOXYVERBENALIN
(1S,4aS,6S,7R,7aS)-1-(β-D-Glucopyranosyloxy)-6-hydroxy-7-méthyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate de méthyle
Loganoside
Cuchiloside
Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methyl-, methyl ester, (1S,4aS,6S,7R,7aS)-
Methyl (1S,4aS,6S,7R,7aS)-1-(β-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
LOGANINE
Loganin
MFCD00075645
(1S,4aS,6S,7R,7aS)-6-Hydroxy-7-méthyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate de méthyle
loganic acid methyl ester
Methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
1-(b-D-Glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic Acid Methyl Ester
Methyl-(1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylat
Loganin, loganoside
Meliatin
EINECS 242-398-0

Biological Activity

[Description]:

Loganin, a major iridoid glycoside obtained from Corni fructus, has been shown to have anti-inflammatory and anti-shock effects. Loganin exhibits an anti-inflammatory effect in cases of AP and its pulmonary complications through inhibition of NF-κB activation.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Natural Products >> Terpenoids and Glycosides

[References]

[1]. Kim MJ, et al. Loganin protects against pancreatitis by inhibiting NF-κB activation. Eur J Pharmacol. 2015 Oct 15;765:541-50.

[2]. Tsai WH, et al. Ba-Wei-Di-Huang-Wan through its active ingredient loganin counteracts substance P-enhanced NF-κB/ICAM-1 signaling in rats with bladder hyperactivity. Neurourol Urodyn. 2015 Aug 19.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
608.8±55.0 °C at 760 mmHg

[ Melting Point ]:
222°C

[ Molecular Formula ]:
C₁₇H₂₆O₁₀

[ Molecular Weight ]:
390.382

[ Flash Point ]:
217.9±25.0 °C

[ Exact Mass ]:
390.152588

[ PSA ]:
155.14000

[ LogP ]:
-2.73

[ Vapour Pressure ]:
0.0±4.0 mmHg at 25°C

[ Index of Refraction ]:
1.600

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S45

[ RIDADR ]:
1544

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

Articles

Allergy-preventive effects of chlorogenic acid and iridoid derivatives from flower buds of Lonicera japonica.

Biol. Pharm. Bull. 34(8) , 1330-3, (2011)

Allergy-preventive activity of flower buds of Lonicera japonica THUNB. was found in the 35% EtOH extract (LJ) using an in vivo assay, The assay system uses monitoring of a decrease in blood flow (BF) ...

[Optimization of microwave-assisted extraction with RSM and HPLC determination for three iridoid glycosides in Cornus officinalis].

Zhong Yao Cai 34(7) , 1118-22, (2011)

To establish a method of microwave-assisted extraction and high performance liquid chromatographic (HPLC) for simultaneous determination of three iridoid glycosides including loganin, sweroside and co...

Anti-inflammatory and analgesic activities of SKLJI, a highly purified and injectable herbal extract of Lonicera japonica.

Biosci. Biotechnol. Biochem. 74(10) , 2022-8, (2010)

The parenteral route has many merits over the oral route, including greater predictability, reproducibility of absorption, and rapid drug action, but injectable phytomedicines are uncommon due to prot...