A phenol with diverse biological activities
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Isomer(s)
364294-Methylcatechol 34467Orcinol
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4-Hydroxybenzyl Alcohol

Item No. 31209

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-benzenemethanol
CAS Number
623-05-2
Synonyms
  • NSC 227926
  • p-Hydroxybenzyl Alcohol
Molecular Formula
C7H8O2
Formula Weight
124.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.09 mg/mlEthanol: 15 mg/ml
λmax
226 nm
SMILES
OC1=CC=C(CO)C=C1
InChi Code
InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
InChi Key
BVJSUAQZOZWCKN-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

    $36

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    50 g

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    100 g

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    250 g

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    Cayman Chemical
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    Product Description

    4-Hydroxybenzyl alcohol is a phenol and an aglycone form of gastrodin (Item No. 28828) that has been found in Gastrodia and has diverse biological activities.1,2,3,4 It inhibits LPS-induced production of nitric oxide (NO) and reactive oxygen species (ROS) and decreases inducible nitric oxide synthase (iNOS), but not COX-2, levels in RAW 264.7 cells when used at concentrations of 0.5 and 1 mM.2 4-Hydroxybenzyl alcohol (1.5 and 4.5 mg/animal) reduces exudate volume and leukocyte infiltration in a rat model of carrageenan-induced air pouch inflammation, and inhibits acetic acid-induced writhing in mice when administered at doses of 50 and 100 mg/kg. It reduces infarct volume and the number of TUNEL-positive neurons in the ipsilateral cortex in a rat model of focal cerebral ischemia induced by transient middle cerebral artery occlusion (MCAO) when administered at a dose of 50 mg/kg.3 4-Hydroxybenzyl alcohol (50 and 100 mg/kg) increases the number of entries into, and the percentage of time spent in, the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hsieh, M.-T., Wu, C.-R., and Chen, C.-F. Gastrodin and p-hydroxybenzyl alcohol facilitate memory consolidation and retrieval, but not acquisition, on the passive avoidance task in rats. J. Ethnopharmacol. 56(1), 45-54 (1997).

    2. Lim, E.-J., Kang, H.-J., Jung, H.-J., et al. Anti-angiogenic, anti-inflammatory and antinociceptive activity of 4-hydroxybenzyl alcohol. J. Pharm. Pharmacol. 59(9), 1235-1240 (2007).

    3. Yu, S.-S., Zhao, J., Zheng, W.-P., et al. Neuroprotective effect of 4-hydroxybenzyl alcohol against transient focal cerebral ischemia via anti-apoptosis in rats. Brain Res. 1308, 167-175 (2010).

    4. Jung, J.W., Yoon, B.H., Oh, H.R., et al. Anxiolytic-like effects of Gastrodia elata and its phenolic constituents in mice. Biol. Pharm. Bull. 29(2), 261-265 (2006).