An iridoid glycoside with diverse biological activities
Related Products
Metabolite(s)
20647Secologanin
Parent Compound(s)
28402Loganic Acid
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Loganin

Item No. 19997

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(β-D-glucopyranosyloxy)-1S,4aS,5,6S,7R,7aS-hexahydro-6-hydroxy-7-methyl-cyclopenta[c]pyran-4-carboxylic acid, methyl ester
CAS Number
18524-94-2
Synonyms
  • NSC 606403
  • 7-hydroxy-6-desoxy Verbenalin
Molecular Formula
C17H26O10
Formula Weight
390.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
236 nm
SMILES
OC[C@H]1O[C@](O[C@@H]2OC=C(C(OC)=O)[C@]3([H])[C@@]2([H])[C@@H](C)[C@@H](O)C3)([H])[C@H](O)[C@@H](O)[C@@H]1O
InChi Code
InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1
InChi Key
AMBQHHVBBHTQBF-UOUCRYGSSA-N
Origin
Plant/Cornus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $37

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    10 mg

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    25 mg

    $142

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    100 mg

    $280

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    Product Description

    Loganin is an iridoid glycoside that has been found in C. fructus and has diverse biological activities.1,2,3,4 It reduces hydrogen peroxide-induced apoptosis in SH-SY5Y cells when used at concentrations ranging from 0.25 to 12.5 µM.1 Loganin inhibits COX-1 activity (IC50 = 3.55 µM), as well as LPS-induced TNF-α formation (IC50 = 154.6 µM) in RAW 264.7 cells.2 In vivo, loganin (20 and 100 mg/kg) reduces food intake, blood glucose levels, and serum triglyceride levels, as well as increases serum HDL levels in db/db diabetic mice.3 It attenuates scopolamine-induced memory deficits in the Morris water maze and passive avoidance test in mice.4 Loganin (20 and 1,000 mg/kg) reduces serum and kidney advanced glycation end-product (AGE) and malondialdehyde (MDA) levels and improves renal function in a mouse model of diabetic nephropathy.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kwon, S.-H., Kim, J.-A., Hong, S.-I., et al. Loganin protects against hydrogen peroxide-induced apoptosis by inhibiting phosphorylation of JNK, p38, and ERK ½ MAPKs in SH-SY5Y cells. Neurochem Int. 58(4), 533-541 (2011).

    2. Park, K.S., Kim, B.H., and Chang, I.-M. Inhibitory potencies of several iridoids on cyclooxygenase-1, cyclooxygnase-2 enzymes activities, tumor necrosis factor-α and nitric oxide production in vitro. Evid. Based Complement. Alternat. Med. 7(1), 41-45 (2010).

    3. Yamabe, N., Noh, J.S., Park, C.H., et al. Evaluation of loganin, iridoid glycoside from corni fructus, on hepatic and renal glucolipotoxicity and inflammation in type 2 diabetic db/db Mice. Eur. J. Pharmacol. 648(1-3), 179-187 (2010).

    4. Lee, K.Y., Sung, S.H., Kim, S.H., et al. Cognitive-enhancing activity of loganin isolated from Cornus officinalis in scopolamine-induced amnesic mice. Arch. Pharm. Res. 32(5), 677-683 (2009).

    5. Liu, K., Xu, H., Lv, G., et al. Loganin attenuates diabetic nephropathy in C57BL/6J mice with diabetes induced by streptozotocin and fed with diets containing high level of advanced glycation end products. Life Sci. 123, 78-85 (2015).