An internal standard for the quantification of trans-trismethoxy resveratrol
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Unlabeled Version(s)
10188trans-trismethoxy Resveratrol
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trans-trismethoxy Resveratrol-d4

Item No. 13129

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-6-methoxy-benzene-1,2,4,5-d4
CAS Number
1089051-64-8
Synonyms
  • (E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzene diol-d4
  • TMS-d4
  • trans-3,5,4'-Trimethoxystilbene-d4
Molecular Formula
C17H14D4O3
Formula Weight
274.4
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 500 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.25 mg/mlEthanol: 10 mg/ml
λmax
218, 305, 320 nm
SMILES
COc1ccc(cc1)\C=C/c1cc(OC)cc(OC)c1
InChi Code
InChI=1S/C17H18O3/c1-18-15-8-6-13(7-9-15)4-5-14-10-16(19-2)12-17(11-14)20-3/h4-12H,1-3H3/b5-4+/i6D,7D,8D,9D
InChi Key
GDHNBPHYVRHYCC-XEGZCKIBSA-N
Origin
Plant/Virola cuspidata
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Cayman Chemical
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    Product Description

    trans-trismethoxy Resveratrol-d4 is intended for use as an internal standard for the quantification of trans-trismethoxy resveratrol (Item No. 10188) by GC- or LC-MS. trans-trismethoxy Resveratrol is a polyketide synthase-derived stilbene originally isolated from Virola cuspidata that has diverse biological activities.1,2,3,4 It is cytotoxic to several cancer cell lines, including PC3, KB, HT-29, SW480, and HL-60 cells (IC50s =3.6, 10.2, 16.1, 54, and 2.5 µM, respectively).2 trans-trismethoxy Resveratrol (15 µM) inhibits TNF-α-induced activation of NF-κB in HEK293T cells in a reporter assay.3 It inhibits angiogenesis in zebrafish embryos when used at a concentration of 0.1 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Austin, M.B., and Noel, J.P. The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep. 20(1), 79-110 (2003).

    2. Aldawsari, F.S., and Velázquez-Martínez, C.A. 3,4',5-trans-Trimethoxystilbene; a natural analogue of resveratrol with enhanced anticancer potency. Invest. New Drugs 33(3), 775-786 (2015).

    3. Heynekamp, J.J., Weber, W.M., Hunsaker, L.A., et al. Subsitituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB. J. Med. Chem. 49(24), 7182-7189 (2006).

    4. Belleri, M., Ribatti, D., Nicoli, S., et al. Antiangiogenic and vascular-targeting activity of the microtubule-destabilizing trans-resveratrol derivative 3,5,4'-trimethoxystilbene. Mol. Pharmacol. 67(5), 1451-1459 (2005).