A β-allopyranoside with diverse biological activities
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Helicid

Item No. 33414

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(β-D-allopyranosyloxy)-benzaldehyde
CAS Number
80154-34-3
Synonyms
  • 4-Formylphenyl β-D-Allopyranoside
Molecular Formula
C13H16O7
Formula Weight
284.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
217, 272 nm
SMILES
OC[C@H]([C@H]([C@H]([C@H]1O)O)O)O[C@H]1OC2=CC=C(C=C2)C=O
InChi Code
InChI=1S/C13H16O7/c14-5-7-1-3-8(4-2-7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-5,9-13,15-18H,6H2/t9-,10-,11-,12-,13-/m1/s1
InChi Key
OLZAGZCCJJBKNZ-SYLRKERUSA-N
Origin
Plant/Cavanillesia arborea
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $63

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    10 g

    $118

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    25 g

    $274

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    Product Description

    Helicid is a β-allopyranoside originally isolated from Helicia erratica that has diverse biological activities.1,2,3,4 It reverses decreases in serum corticosterone (CORT) levels and the expression of the serotonin (5-HT) receptor subtype 5-HT1A in rat hippocampus in a model of chronic unpredictable mild stress-induced depression when administered at a dose of 32 mg/kg per day.2 It also reverses stress-induced decreases in sucrose preference and immobility time in the forced swim test, indicating antidepressant-like activity, as well as decreases in locomotor activity, in the same model. Helicid increases the expression of the serotonin transporter (SERT) and reduces escape latency in the Morris water maze in a rat model of chronic unpredictable mild stress.3 It increases the mechanical allodynia threshold and increases non-rapid eye movement (NREM) sleep time in a manner dependent on the time-of-day of administration in a mouse model of partial sciatic nerve ligation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, W.S., Lu, S.D., and Breitmaier, E. Helicid, a β-allopyranoside from Helicia erratica hook. Liebigs Ann. Chem. 981(10), 1893-1895 (1981).

    2. Tong, J., Zhou, Z., Qi, W., et al. Antidepressant effect of helicid in chronic unpredictable mild stress model in rats. Int. Immunopharmacol. 67, 13-21 (2019).

    3. Li, X.-Y., Qi, W.-W., Zhang, Y.-X., et al. Helicid ameliorates learning and cognitive ability and activities cAMP/PKA/CREB signaling in chronic unpredictable mild stress rats. Biol. Pharm. Bull. 42(7), 1146-1154 (2019).

    4. Zhang, M.-Q., Wang, T.-X., Li, R., et al. Helicid alleviates pain and sleep disturbances in a neuropathic pain-like model in mice. J. Sleep Res. 26(3), 386-393 (2017).