fucoxanthin, fucoxanthin, (3S,3'S,5R,5'R,6S,6'R,cis)-isomer, fucoxanthin, (6'R,13'-cis)-isomer, fucoxanthin, (6'R,13-cis)-isomer, fucoxanthin, (6'S)-isomer
| Name | Fucoxanthin | ||
| PubChem CID | 5281239 | ||
| Molecular Weight | 658.9g/mol | ||
| Synonyms |
fucoxanthin, fucoxanthin, (3S,3'S,5R,5'R,6S,6'R,cis)-isomer, fucoxanthin, (6'R,13'-cis)-isomer, fucoxanthin, (6'R,13-cis)-isomer, fucoxanthin, (6'S)-isomer |
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| Formula | C₄₂H₅₈O₆ | ||
| SMILES | CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=C=C3C(CC(CC3(C)O)OC(=O)C)(C)C | ||
| InChI | 1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23?,34-,35-,40+,41+,42-/m0/s1 | ||
| InChIKey | SJWWTRQNNRNTPU-ABBNZJFMSA-N | ||
| CAS Number | 3351-86-8 | ||
| ChEMBL ID | CHEMBL1575074 | ||
| ChEBI ID | CHEBI:5186 | ||
| Herb ID | HBIN026808 | ||
| Drug Bank ID | DB15462 | ||
| KEGG ID | C08596 | ||
| Structure | 
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Download
2D
MOL
3D
MOL
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| Chineses Pinyin | KunBu | ||
| Use Part | Dried Thallus | ||
| Habitat | ShanDong, LiaoNing, ZheJiang | ||
| Flavor | Salty | ||
| Meridian Tropism | Liver, Stomach, Kidney | ||
| Chineses Pinyin | FanQie | ||
| Use Part | Fresh Fruit | ||
| Habitat | China | ||
| Flavor | Sour, Sweet | ||
| Meridian Tropism | Liver, Lung, Stomach | ||
| Chineses Pinyin | XiHongShi | ||
| Use Part | Fruit | ||
| Habitat | China | ||
| Flavor | Sweet | ||
| Meridian Tropism | Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Solanales
-->Family: Solanaceae
-->Genus: Solanum
-->Species: Solanum lycopersicum
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| Pair Name | Fucoxanthin, TNF-related apoptosis inducing ligand | |||
| Partner Name | TNF-related apoptosis inducing ligand | |||
| Disease Info | [ICD-11: 2C77] | Cervical cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Down-regulation | Phosphorylation | AKT1 | hsa207 |
| Up-regulation | Expression | BAX | hsa581 | |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Up-regulation | Cleavage | CASP3 | hsa836 | |
| Down-regulation | Expression | RELA | hsa5970 | |
| In Vitro Model | HeLa | Human papillomavirus-related cervical adenocarcinoma | Homo sapiens (Human) | CVCL_0030 |
| SiHa | Human papillomavirus-related cervical squamous cell carcinoma | Homo sapiens (Human) | CVCL_0032 | |
| Ca Ski | Human papillomavirus-related cervical squamous cell carcinoma | Homo sapiens (Human) | CVCL_1100 | |
| Result | We found that fucoxanthin- or TRAIL-induced apoptosis of human cervical cancer cells was obviously down-regulated. CONCLUSIONS Taken together, these findings suggest that fucoxanthin and TRAIL increased the apoptosis in human cervical cancer cells by targeting the PI3K/Akt/NF-κB signaling pathway. | |||
| Pair Name | Fucoxanthin, Doxorubicin | |||
| Partner Name | Doxorubicin | |||
| Disease Info | [ICD-11: 2C12] | Hepatocellular carcinoma | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Down-regulation | Expression | ABCB1 | hsa5243 |
| Down-regulation | Expression | ABCG2 | hsa9429 | |
| Up-regulation | Activity | CASP3 | hsa836 | |
| Up-regulation | Activity | CASP8 | hsa841 | |
| Down-regulation | Expression | CD9 | hsa928 | |
| Down-regulation | Activity | CYP3A4 | hsa1576 | |
| Down-regulation | Activity | GSTT1 | hsa2952 | |
| Up-regulation | Activity | TP53 | hsa7157 | |
| In Vitro Model | NCI-ADR-RES | High grade ovarian serous adenocarcinoma | Homo sapiens (Human) | CVCL_1452 |
| Hep-G2 | Hepatoblastoma | Homo sapiens (Human) | CVCL_0027 | |
| SK-OV-3 | Ovarian serous cystadenocarcinoma | Homo sapiens (Human) | CVCL_0532 | |
| Result | The carotenoid fucoxanthin can sensitize multidrug resistant cancer cells to doxorubicin via induction of apoptosis, inhibition of multidrug resistance proteins and metabolic enzymes | |||
| Pair Name | Fucoxanthin, Gemcitabine | |||
| Partner Name | Gemcitabine | |||
| Disease Info | [ICD-11: 2C10] | Pancreatic cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| In Vitro Model | MIA PaCa-2 | Pancreatic ductal adenocarcinoma | Homo sapiens (Human) | CVCL_0428 |
| PANC-1 | Pancreatic ductal adenocarcinoma | Homo sapiens (Human) | CVCL_0480 | |
| Result | Fucoxanthin improved the cytotoxicity of gemcitabine on human pancreatic cancer cells at concentrations that were not cytotoxic to non-cancer cells. Thus, fucoxanthin has the potential to be used as an adjunct in pancreatic cancer treatment. | |||
| Pair Name | Fucoxanthin, TNF-related apoptosis inducing ligand | |||
| Partner Name | TNF-related apoptosis inducing ligand | |||
| Disease Info | [ICD-11: 2C77] | Cervical cancer | Investigative | |
| Gene Regulation | Down-regulation | Phosphorylation | AKT1 | hsa207 |
| Down-regulation | Phosphorylation | PIK3CA | hsa5290 | |
| In Vitro Model | Ca Ski | Human papillomavirus-related cervical squamous cell carcinoma | Homo sapiens (Human) | CVCL_1100 |
| In Vivo Model | Five-week-old nude BALB/c mice were used for subcutaneous implantation of human cervical tumor cells HeLa (2×10⁶ per site). | |||
| Result | The findings of this study suggest that the combined use of fucoxanthin and TRAIL might be a useful strategy against TRAIL-resistant cervical cancer. | |||
| Pair Name | Fucoxanthin, Fluorouracil | |||
| Partner Name | Fluorouracil | |||
| Disease Info | [ICD-11: 2B90] | Colon cancer | Investigative | |
| Biological Phenomena | Induction-->DNA damage and cell death | |||
| In Vitro Model | HCT 116 | Colon carcinoma | Homo sapiens (Human) | CVCL_0291 |
| HT-29 | Colon adenocarcinoma | Homo sapiens (Human) | CVCL_0320 | |
| Result | Since Phloroglucinol and Fucoxanthin alone reduced cancer cell line viability without an effect on normal cells and when in combination enhanced the cytotoxic effect of 5-Fu only in colon cancer cells | |||
| No. | Title | Href |
|---|---|---|
| 1 | Fucoxanthin and Tumor Necrosis Factor-Related Apoptosis-Inducing Ligand (TRAIL) Synergistically Promotes Apoptosis of Human Cervical Cancer Cells by Targeting PI3K/Akt/NF-κB Signaling Pathway. Med Sci Monit. 2018 Jan 1;24:11-18. doi: 10.12659/msm.905360. | Click |
| 2 | The carotenoid fucoxanthin can sensitize multidrug resistant cancer cells to doxorubicin via induction of apoptosis, inhibition of multidrug resistance proteins and metabolic enzymes. Phytomedicine. 2020 Oct;77:153280. doi: 10.1016/j.phymed.2020.153280. | Click |
| 3 | Gemcitabine‑fucoxanthin combination in human pancreatic cancer cells. Biomed Rep. 2023 Jun 1;19(1):46. doi: 10.3892/br.2023.1629. | Click |
| 4 | Sensitization of TRAIL-resistant cervical cancer cells through combination of TRAIL and fucoxanthin treatments. Eur Rev Med Pharmacol Sci. 2017 Dec;21(24):5594-5601. doi: 10.26355/eurrev_201712_14000. | Click |
| 5 | Anticancer effects of seaweed compounds fucoxanthin and phloroglucinol, alone and in combination with 5-fluorouracil in colon cells. J Toxicol Environ Health A. 2017;80(13-15):776-787. doi: 10.1080/15287394.2017.1357297. | Click |
