A monolignol
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Coniferyl Alcohol

Item No. 29470

Technical Information
Formal Name
4-(3-hydroxy-1-propen-1-yl)-2-methoxy-phenol
CAS Number
458-35-5
Synonyms
  • Coniferol
Molecular Formula
C10H12O3
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 25mg/mLDMSO: 25mg/mLEthanol: 30mg/mLPBS (pH 7.2): 0.3mg/mL
λmax
266 nm
SMILES
OC1=C(OC)C=C(/C=C/CO)C=C1
InChi Code
InChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+
InChi Key
JMFRWRFFLBVWSI-NSCUHMNNSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Coniferyl alcohol is a monolignol that has been found in pine sap.1 It is a precursor in the biosynthesis of lignin and has been used in the synthesis of lignin and a variety of phytochemicals.2,3 Coniferyl alcohol is an inhibitor of S-adenosyl-homocysteine hydrolase (SAAH) in vitro (IC50 = 34 nM).4 It increases the promoter activity of Hsp25 and Hsp70 in NCI H460 cells, as well as protein levels of Hsf1, Hsp27, and Hsp70 in L132 human lung fibroblast cells when used at a concentration of 3 µM.5 It also prevents cell death of Hsf1+/+, but not Hsf1-/-, mouse embryonic fibroblasts induced by paclitaxel (Item No. 10461), cisplatin (Item No. 13119), or ionizing radiation (IR), and inhibits IR-induced bone marrow damage in mice when administered at a dose of 10 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schwalbe, C.G., and Neumann, K.E. New bark (and sap) of wood of spruce, pine and red beech. Cellulose-Chemie 11, 113-128 (1930).

    2. Watts, H.D., Mohamed, M.N., and Kubicki, J.D. Evaluation of potential reaction mechanisms leading to the formation of coniferyl alcohol α-linkages in lignin: A density functional theory study. Phys. Chem. Chem. Phys. 13(47), 20974-20985 (2011).

    3. Lv, Y., Cheng, X., Wu, D., et alImproving bioconversion of eugenol to coniferyl alcohol by in situ eliminating harmful H2O2. Bioresour. Technol. 267, 578-583 (2018).

    4. Hao, W., Li, Y., Shan, Q., et alCharacterization of human S-adenosyl-homocysteine hydrolase in vitro and identification of its potential inhibitors. J. Enzyme Inhib. Med. Chem. 32(1), 1209-1215 (2017).

    5. Choi, S.-K., Mun, G.-I., Choi, E., et alThe conjugated double bond of coniferyl aldehyde is essential for heat shock factor 1 mediated cytotoprotection. J. Nat. Prod. 80(8), 2379-2383 (2017).