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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Caffeic acid phenethyl ester
PubChem CID 5281787
Molecular Weight 284.31g/mol
Synonyms

caffeic acid phenethyl ester, caffeic acid phenyl ester, CAPE compound, CAPEEE, phenethyl caffeate, phenyl caffeate

Formula C₁₇H₁₆O₄
SMILES C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O
InChI 1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+
InChIKey SWUARLUWKZWEBQ-VQHVLOKHSA-N
CAS Number 115610-29-2
ChEMBL ID CHEMBL319244
ChEBI ID CHEBI:8062
KEGG ID C10484
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Apis mellifera Cold
Chineses Pinyin FengJiao
Use Part Bee glue
Habitat Shandong, Beijing, Henan, Jiangsu, Hangzhou, Xinjiang
Flavor Pungent; Bitter
Meridian Tropism Spleen; Stomach
Species
>Kingdom: Metazoa
 -->Phylum: Arthropoda
  -->Class: Insecta
   -->Order: Hymenoptera
    -->Family: Apidae
     -->Genus: Apis
      -->Species: Apis mellifera
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 322
Pair Name Caffeic acid phenethyl ester, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAX hsa581
Up-regulation Expression CASP3 hsa836
In Vitro Model MCF-7 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0031
Result This study demonstrated the cytotoxicity of CAPE potential to induce apoptosis of breast cancer MCF-7 cell line single and cytotoxic-cytostatic combination with 5-FU. Therefore, further studies to develop CAPE and its derivatives will be required to discover new candidates for breast cancer agents.
Combination Pair ID: 323
Pair Name Caffeic acid phenethyl ester, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C73] Ovarian cancer Investigative
Gene Regulation Up-regulation Cleavage CASP3 hsa836
Up-regulation Expression PSMD9 hsa5715
Up-regulation Expression TP53 hsa7157
Down-regulation Expression USP8 hsa9101
In Vitro Model TOV-112D Ovarian endometrioid adenocarcinoma Homo sapiens (Human) CVCL_3612
IGROV-1/Pt1 Ovarian endometrioid adenocarcinoma Homo sapiens (Human) CVCL_EQ62
In Vivo Model Exponentially growing cells (1×10⁷/mouse) were inoculated i.p. or s.c. into the right flank on day 0 forming experimental groups of 7 animals.
Result This study reveals the therapeutic potential of CAPE in cisplatin-resistant ovarian tumors as well as in tumors expressing USP8.
Combination Pair ID: 324
Pair Name Caffeic acid phenethyl ester, Bortezomib
Partner Name Bortezomib
Disease Info [ICD-11: 2A83] Multiple myeloma Investigative
Gene Regulation Down-regulation Expression IL6 hsa3569
Down-regulation Activity NFKB1 hsa4790
In Vitro Model ARH-77 Plasma cell myeloma Homo sapiens (Human) CVCL_1072
In Vivo Model Female BALB/c mice (5–6 weeks old) were use in this study.
Result We think that our study, which is the first to demonstrate the in vitro and in vivo effectiveness of the.combined use of CAPE and bortezomib, will be a pioneer for future human applications of CAPE in MM.
Combination Pair ID: 779
Pair Name Caffeic acid phenethyl ester, Paclitaxel
Partner Name Paclitaxel
Disease Info [ICD-11: 2C73] Ovarian cancer Investigative
Biological Phenomena Inhibition-->Cell migration
In Vitro Model OV7 Ovarian carcinoma Homo sapiens (Human) CVCL_2675
Result The simultaneous administration of PTX and CAPE enhanced the anti-migration activity of the chemotherapeutic used in this study.
Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 780
Pair Name Caffeic acid phenethyl ester, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Inhibition-->Lipid metabolism
Gene Regulation Down-regulation Expression ACACA hsa31
Down-regulation Phosphorylation AKT1 hsa207
Down-regulation Expression FASN hsa2194
Down-regulation Phosphorylation MTOR hsa2475
Down-regulation Expression SCD hsa6319
Down-regulation Expression SREBF1 hsa6720
In Vitro Model MCF-7 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0031
Result Our results suggest that CAPE treatment reversed DOX resistance in breast cancer cells, at least in part by inhibiting Akt/mTOR/SREBP1 pathway-mediated lipid metabolism, indicating that CAPE may be an effective substance to assist in the treatment of breast cancer.
04. Reference
No. Title Href
1 Caffeic Acid Phenethyl Ester as a DHODH Inhibitor and Its Synergistic Anticancer Properties in Combination with 5-Fluorouracil in a Breast Cancer Cell Line. J Exp Pharmacol. 2022 Jul 23;14:243-253. doi: 10.2147/JEP.S365159. Click
2 Caffeic acid phenethyl ester targets ubiquitin-specific protease 8 and synergizes with cisplatin in endometrioid ovarian carcinoma cells. Biochem Pharmacol. 2022 Mar;197:114900. doi: 10.1016/j.bcp.2021.114900. Click
3 An in vitro and in vivo investigation of the cytotoxic effects of caffeic acid (3,4-dihydroxycinnamic acid) phenethyl ester and bortezomib in multiple myeloma cells. Turk J Med Sci. 2015;45(1):38-46. doi: 10.3906/sag-1401-127. Click
4 Caffeic Acid Phenethyl Ester (CAPE) Synergistically Enhances Paclitaxel Activity in Ovarian Cancer Cells. Molecules. 2023 Aug 1;28(15):5813. doi: 10.3390/molecules28155813. Click
5 Caffeic acid phenethyl ester reverses doxorubicin resistance in breast cancer cells via lipid metabolism regulation at least partly by suppressing the Akt/mTOR/SREBP1 pathway. Kaohsiung J Med Sci. 2023 Jun;39(6):605-615. doi: 10.1002/kjm2.12675. Click
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