General Information of the Drug (ID: ferrodrug0068)
Name
Borneol
Synonyms
(+)-Borneol; 464-43-7; Borneol; Camphol; d-Borneol; Hechenglongnao; Bingpian; Malayan camphor; Baros camphor; endo-Borneol; Bhimsaim camphor; Isoborneol; 2-Hydroxybornane; 2-Camphanol; 507-70-0; 2-borneol; 2-Hydroxycamphane; FEMA No. 2157; DL-Isoborneol; Borneol, dl-; Dryobalanops camphor; (1R,2S,4R)-Borneol; Borneolum syntheticum; 2-Bornanol, endo-; 2-endo-Bornyl alcohol; Camphane, 2-hydroxy-; Borneol, (+)-; (1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol; (1R,2S,4R)-rel-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol; UNII-M89NIB437X; Bornyl alcohol; CCRIS 7300; HSDB 946; M89NIB437X; EINECS 208-080-0; NSC-60223; Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-; 8D24LWT4FK; Borneocamphor; Borneo camphor; endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol; Sumatra camphor; AI3-00116; 2-Hydroxy-1,7,7-trimethylnorbornane, endo-; BORNEOL, (+/-)-; BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, endo-; CHEBI:15393; DL-Borneol; Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-rel-; NSC 60223; 1,7,7-Trimethyl-bicyclo(2.2.1)heptan-2-ol, endo-; 124-76-5; BORNEOL (MART.); BORNEOL [MART.]; (1R-endo)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol; Endo-2-camphanol; trans-Borneol; Endo-2-hydroxycamphane; (+-)-borneol; BORNEOL, D-; UNII-8D24LWT4FK; (1R-endo)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-rel-; CCRIS 6550; Borneol (contains ca. 20% Isoborneol); (+)-Borneol 100 microg/mL in Methanol; EINECS 207-352-6; endo-2-Hydroxy-1,7,7-trimethylnorbornane; UN1312; (-) Borneol; D-CAMPHANOL; BRN 2038056; BORNEOL D-FORM; BORNEOL [FHFI]; BORNEOL [HSDB]; BORNEOL [INCI]; BORNEOL [FCC]; BORNEOL [MI]; BORNEOL [WHO-DD]; (+)-Borneol, 97%; D-BORNEOL [WHO-DD]; SCHEMBL56713; BORNEOL D-FORM [MI]; 4-06-00-00281 (Beilstein Handbook Reference); endo-1,7,7-Trimethylbicyclo; CHEMBL486208; GTPL6413; DTXSID2058700; DTXSID3052143; REL-(1S,2R,4S)-1,7,7-TRIMETHYLBICYCLO(2.2.1)HEPTAN-2-OL; BDBM36265; HY-N1368A; (+)-Borneol, analytical standard; BORNEOLUM SYNTHETICUM [CHP]; ENDO-(+-)-BORNAN-2-OL; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1R-endo)-; CCG-36088; MFCD00066427; AKOS016004136; CS-7758; Borneol [UN1312] [Flammable solid]; BS-42578; FEMA NO. 2157, (+)-; BORNEOL (CONSTITUENT OF BLACK PEPPER); EN300-84951; A14485; D96054; Q412435; BORNEOL (CONSTITUENT OF BLACK PEPPER) [DSC]; Q-100570; F0001-1255; Z1255372631; (1R,3S,4R)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-ol; (1R,4R,6S)-1,7,7-trimethylbicyclo[2.2.1]heptan-6-ol; Flavor and Extract Manufacturers' Association Number 2157

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Structure
Formula
C10H18O
IUPAC Name
(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
Canonical SMILES
CC1(C2CCC1(C(C2)O)C)C
InChI
InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m1/s1
InChIKey
DTGKSKDOIYIVQL-WEDXCCLWSA-N
PubChem CID
6552009
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 2 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Lung cancer ICD-11: 2C25
Responsed Regulator Poly(rC)-binding protein 2 (PCBP2) Suppressor
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Autophagy hsa04140
Cell adhesion molecules hsa04514
Cell Process Cell ferroptosis
Cell autophagy
In Vitro Model H460/CisR cells Lung large cell carcinoma Homo sapiens CVCL_C5S1
In Vivo Model
Male Balb/c nude mice (4-week-old) were purchased from SPF (Beijing) biotechnology co., LTD and maintained in the Experimental Animal Research Center of Chengdu University of TCM. After 1 week of adaptable feeding, H460/CDDP cells (5 x 106 cells in 0.1 ml phosphate-buffered saline) were subcutaneously injected into the right dorsal flank to establish tumor model. When the tumor volume grows to 100 mm3, the tumor-bearing mice were randomly divided into the following four treatment groups: a control group (Con, n = 6): intraperitoneal injection of saline once a day; vehicle group (Vehicle, n = 6): intragastric administration of 2% tween and intraperitoneal injection of saline; d-borneol low-dose group (Bor-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day; d-borneol high-dose group (Bor-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day; CDDP group (CDDP, n = 6): intraperitoneal injection of cisplatin (3 mg/kg) every two days; a low-dose combination treatment group (C+B-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days; a high-dose combination treatment group (C+B-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days. We usually first orally gavage d-borneol, and then inject cisplatin intraperitoneally half an hour later. After 14 days treatment, the samples were obtained from the mice for the further experiments.

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Response regulation d-borneol in combination with cisplatin induced ferroptosisviaNCOA4-mediated ferritinophagy and also increased the expression levels of ACSL4, regulated PCBP2 and PRNP to promote the conversion of Fe3+to Fe2+, reduced the activity or expression of antioxidants enzymes (GSH and HO-1), and induced ROS accumulation and thereby promoted ferroptosis. In addition, activation of autophagy inhibited progression of the EMT and increased sensitivity to cisplatin in cisplatin-resistant lung cancer cells.
Experiment 2 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Lung cancer ICD-11: 2C25
Responsed Regulator Major prion protein (PRNP) Driver
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Autophagy hsa04140
Cell adhesion molecules hsa04514
Cell Process Cell ferroptosis
Cell autophagy
In Vitro Model H460/CisR cells Lung large cell carcinoma Homo sapiens CVCL_C5S1
In Vivo Model
Male Balb/c nude mice (4-week-old) were purchased from SPF (Beijing) biotechnology co., LTD and maintained in the Experimental Animal Research Center of Chengdu University of TCM. After 1 week of adaptable feeding, H460/CDDP cells (5 x 106 cells in 0.1 ml phosphate-buffered saline) were subcutaneously injected into the right dorsal flank to establish tumor model. When the tumor volume grows to 100 mm3, the tumor-bearing mice were randomly divided into the following four treatment groups: a control group (Con, n = 6): intraperitoneal injection of saline once a day; vehicle group (Vehicle, n = 6): intragastric administration of 2% tween and intraperitoneal injection of saline; d-borneol low-dose group (Bor-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day; d-borneol high-dose group (Bor-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day; CDDP group (CDDP, n = 6): intraperitoneal injection of cisplatin (3 mg/kg) every two days; a low-dose combination treatment group (C+B-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days; a high-dose combination treatment group (C+B-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days. We usually first orally gavage d-borneol, and then inject cisplatin intraperitoneally half an hour later. After 14 days treatment, the samples were obtained from the mice for the further experiments.

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Response regulation d-borneol in combination with cisplatin induced ferroptosisvia NCOA4-mediated ferritinophagy and also increased the expression levels of ACSL4, regulated PCBP2 and PRNP to promote the conversion of Fe3+ to Fe2+, reduced the activity or expression of antioxidants enzymes (GSH and HO-1), and induced ROS accumulation and thereby promoted ferroptosis. In addition, activation of autophagy inhibited progression of the EMT and increased sensitivity to cisplatin in cisplatin-resistant lung cancer cells.
Long-chain-fatty-acid--CoA ligase 4 (ACSL4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Driver
Responsed Disease Lung cancer ICD-11: 2C25
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Autophagy hsa04140
Cell adhesion molecules hsa04514
Cell Process Cell ferroptosis
Cell autophagy
In Vitro Model H460/CisR cells Lung large cell carcinoma Homo sapiens CVCL_C5S1
In Vivo Model
Male Balb/c nude mice (4-week-old) were purchased from SPF (Beijing) biotechnology co., LTD and maintained in the Experimental Animal Research Center of Chengdu University of TCM. After 1 week of adaptable feeding, H460/CDDP cells (5 x 106 cells in 0.1 ml phosphate-buffered saline) were subcutaneously injected into the right dorsal flank to establish tumor model. When the tumor volume grows to 100 mm3, the tumor-bearing mice were randomly divided into the following four treatment groups: a control group (Con, n = 6): intraperitoneal injection of saline once a day; vehicle group (Vehicle, n = 6): intragastric administration of 2% tween and intraperitoneal injection of saline; d-borneol low-dose group (Bor-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day; d-borneol high-dose group (Bor-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day; CDDP group (CDDP, n = 6): intraperitoneal injection of cisplatin (3 mg/kg) every two days; a low-dose combination treatment group (C+B-L, n = 6): intragastric administration of d-borneol (30 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days; a high-dose combination treatment group (C+B-H, n = 6): intragastric administration of d-borneol (60 mg/kg) once a day and intraperitoneal injection of cisplatin (3 mg/kg) every two days. We usually first orally gavage d-borneol, and then inject cisplatin intraperitoneally half an hour later. After 14 days treatment, the samples were obtained from the mice for the further experiments.

    Click to Show/Hide
Response regulation d-borneol in combination with cisplatin induced ferroptosisviaNCOA4-mediated ferritinophagy and also increased the expression levels of ACSL4, regulated PCBP2 and PRNP to promote the conversion of Fe3+to Fe2+, reduced the activity or expression of antioxidants enzymes (GSH and HO-1), and induced ROS accumulation and thereby promoted ferroptosis. In addition, activation of autophagy inhibited progression of the EMT and increased sensitivity to cisplatin in cisplatin-resistant lung cancer cells.
References
Ref 1 d-Borneol enhances cisplatin sensitivity via autophagy dependent EMT signaling and NCOA4-mediated ferritinophagy. Phytomedicine. 2022 Nov;106:154411. doi: 10.1016/j.phymed.2022.154411. Epub 2022 Aug 23.