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    Dihydrocapsaicin

    Available from stock

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      Dihydrocapsaicin

      SKU
      D0679

      Category: Phytochemicals

      Synonyms
      6,7-Dihydrocapsaicin , 8-Methyl-N-vanillylnonanamide , N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide
      19408-84-5
      CAS-Number
      C18H29NO3
      Molecular Formula
      307.43
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (HPLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      ethanol, DMSO, DMF (30 mg/ml)
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H301-H315-H319-H335
      Precautionary statements
      P261-P301 + P310-P305 + P351 + P338
      GHS Symbol
      GHS06
      Signal word
      Danger
      RIDADR
      UN 3462 6.1
      Transportation
      Packing Group II
      Description
      Dihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (capsicum). Dihydrocapsaicin accounts for about 10% of the total capsaicinoid mixture and separation by HPLC is required in order to obtain pure dihydrocapsaicin. Dihydrocapsaicin, similar as capsaicin elicits a sensation of burning pain by activation of VR1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. VR1 (vanilloid receptor 1) is a heat activated calcium ion channel which functions as a part of the normal nociceptive pain pathway. Shown to be analgesic against arthritis pain and inflammation and protective effects against high cholesterol levels and obesity. Induced autophagy, apoptosis in glioma cells via ROS-dependent pathways.
      Smiles
      OC1=C(OC)C=C(CNC(CCCCCCC(C)C)=O)C=C1
      InChi Key
      XJQPQKLURWNAAH-UHFFFAOYSA-N
      References
      (1) E. Leete & W.C. Louden, JACS 90, 6837 (1968) , (2) M.S. Miller, et al., Eur. J. Pharmacol. 83, 289 (1982) , (3) P.M. Gannett, et al., J. Org. Chem. 53, 1064 (1988) , (4) M.J. Caterina, et al., Nature 389, 816 (1997) , (5) J. Szocsany, Neuropeptides 38, 377 (2004) , (6) R. Kempaiah, et al., Mol. Cell. Biol. 275, 7 (2005) , (7) S.H. Oh, et al., Autophagy 4, 1009 (2008) , (8) M. Halme, et al., J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1009-1010, 17 (2016) , (9) J.J. Zhao, et al., Arch. Biochem. Biophys. 604, 27 (2016) , (10) L. Xie, et al., Mol. Med. Rep. 14, 4198 (2016)

      Dihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (capsicum). Dihydrocapsaicin accounts for about 10% of the total capsaicinoid mixture and separation by HPLC is required in order to obtain pure dihydrocapsaicin. Dihydrocapsaicin, similar as capsaicin elicits a sensation of burning pain by activation of VR1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. VR1 (vanilloid receptor 1) is a heat activated calcium ion channel which functions as a part of the normal nociceptive pain pathway. Shown to be analgesic against arthritis pain and inflammation and protective effects against high cholesterol levels and obesity. Induced autophagy, apoptosis in glioma cells via ROS-dependent pathways.

      SKU: D0679 Category: Phytochemicals
      • Additional information

      Additional information

      Synonyms

      6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide

      Purity

      ≥97% (HPLC)

      Appearance

      White to off-white powder

      CAS-Number

      19408-84-5

      Molecular Formula

      C18H29NO3

      Molecular Weight

      307.43

      Identity

      1H-NMR

      Solvents

      ethanol, DMSO, DMF (30 mg/ml)

      Smiles

      OC1=C(OC)C=C(CNC(CCCCCCC(C)C)=O)C=C1

      InChi Key

      XJQPQKLURWNAAH-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H301-H315-H319-H335

      Precautionary statements

      P261-P301 + P310-P305 + P351 + P338

      GHS Symbol

      GHS06

      Signal word

      Danger

      RIDADR

      UN 3462 6.1

      Transportation

      Packing Group II

      References

      (1) E. Leete & W.C. Louden, JACS 90, 6837 (1968), (2) M.S. Miller, et al., Eur. J. Pharmacol. 83, 289 (1982), (3) P.M. Gannett, et al., J. Org. Chem. 53, 1064 (1988), (4) M.J. Caterina, et al., Nature 389, 816 (1997), (5) J. Szocsany, Neuropeptides 38, 377 (2004), (6) R. Kempaiah, et al., Mol. Cell. Biol. 275, 7 (2005), (7) S.H. Oh, et al., Autophagy 4, 1009 (2008), (8) M. Halme, et al., J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1009-1010, 17 (2016), (9) J.J. Zhao, et al., Arch. Biochem. Biophys. 604, 27 (2016), (10) L. Xie, et al., Mol. Med. Rep. 14, 4198 (2016)

      Quantity

      5 mg, 25 mg, Bulk

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