A furanocoumarin with diverse biological activities
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Byakangelicol

Item No. 34571

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-[[(2R)-3,3-dimethyl-2-oxiranyl]methoxy]-4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
CAS Number
26091-79-2
Molecular Formula
C17H16O6
Formula Weight
316.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 10 mg/ml
λmax
223, 241, 249, 267, 312 nm
SMILES
CC(C)(O1)[C@H]1COC2=C(OC=C3)C3=C(OC)C(C=C4)=C2OC4=O
InChi Code
InChI=1S/C17H16O6/c1-17(2)11(23-17)8-21-16-14-10(6-7-20-14)13(19-3)9-4-5-12(18)22-15(9)16/h4-7,11H,8H2,1-3H3/t11-/m1/s1
InChi Key
ORBITTMJKIGFNH-LLVKDONJSA-N
Origin
Plant/Unspecified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

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    10 mg

    $423

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    25 mg

    $762

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    Product Description

    Byakangelicol is a furanocoumarin that has been found in A. dahurica and has diverse biological activities.1,2,3,4 It inhibits acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 46.3 and 45.2 µM, respectively).1 Byakangelicol inhibits LPS-induced production of nitric oxide (NO) in RAW 264.7 cells (IC50 = 16.9 µg/ml) and IL-1β-induced COX-2 activity and prostaglandin E2 (PGE2) release in A549 cells when used at concentrations ranging from 10 to 50 µM.2,3 It also reduces cytotoxicity induced by tacrine (Item No. 70240) in HepG2 cells (EC50 = 36.6 µM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seo, W.D., Kim, J.Y., Ryu, H.W., et al. Identification and characterisation of coumarins from the roots of Angelica dahurica and their inhibitory effects against cholinesterase. J. Funct. Foods 5(3), 1421-1431 (2013).

    2. Wang, C.-C., Lai, J.-E., Chen, L.-G., et al. Inducible nitric oxide synthase inhibitors of Chinese herbs. Part 2: Naturally occurring furanocoumarins. Bioorg. Med. Chem. 8(12), 2701-2707 (2000).

    3. Lin, C.-H., Chang, C.-W., Wang, C.-C., et al. Byakangelicol, isolated from Angelica dahurica, inhibits both the activity and induction of cyclooxygenase-2 in human pulmonary epithelial cells. J. Pharm. Pharmacol. 54(9), 1271-1278 (2002).

    4. Oh, H., Lee, H.-S., Kim, T., et al. Furocoumarins from Angelica dahurica with hepatoprotective activity on tacrine-induced cytotoxicity in Hep G2 cells. Planta Med. 68(5), 463-464 (2002).