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CS-W001157 4
Total: USD 88.00

(S)-(-)-Perillic acid

  • CAS No. 23635-14-5

  • Cat. No. CS-0133322
  • Purity≥98%
  • MDL No.MFCD00062539

*For research and further manufacturing use only, not for direct human use.

(S)-(-)-Perillic acid|CS-0133322

Structure of 23635-14-5

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General Information

  • CAS No. 23635-14-5
  • Cat. No. CS-0133322
  • Purity ≥98%
  • MDL No. MFCD00062539
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄O₂
  • Molecular Weight 166.22
  • Synonym(s) None
  • SMILES O=C(C1=CC[C@@H](C(C)=C)CC1)O

Description

(S)-(−)-Perillic acid (CAS 23635-14-5) inhibits fungal ergosterol biosynthesis and induces apoptosis in carcinoma cell lines through mitochondrial membrane depolarization.

Application

(S)-(−)-Perillic acid (CAS 23635-14-5) drives the synthesis of bioactive aryl amides with potent in vitro antiproliferative effects, including N-(3-(trifluoromethyl)phenyl)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxamide and its amino-substituted analog. It also enables access to machaeriols and cannabinoid-like antimalarials. This scaffold supports efficient construction of tricyclic-β-lactones via sequential cyclization with 1-chloro-N,N-dimethylpropenylamine and dimethylketomalonate, followed by 9-azajulolidine addition.

Synthesis

  • Route1

    References

    • Kitahara, Takeshi; Horiguchi, Akira; Mori, Kenji Tetrahedron, 1988 , vol. 44, # 15 p. 4713 - 4720
  • Route2
    • null|null
      146763-95-3
    • ~%
    • In-stock
      (S)-(-)-Perillic acid|CS-0133322
      23635-14-5

    References

    • Phytochemistry (Elsevier), , vol. 34, # 6 p. 1545 - 1548
  • Route3
    • null|null
      7785-70-8
    • ~%
    • In-stock
      (S)-(-)-Perillic acid|CS-0133322
      23635-14-5

    References

    • Tetrahedron, , vol. 49, # 3 p. 619 - 638

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.3736
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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