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  1. General Info
  2. Effects Info
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Drug Details
01. General Information
Name Capecitabine
PubChem CID 60953
Molecular Weight 359.35g/mol
Synonyms

CAPECITABINE, 154361-50-9, Xeloda, Capiibine, Capecitibine, Captabin, Capecytabine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine, Caxeta, Xabine, Capecitabine Sun, Capecitabine Teva, Capecitabine Medac, Capecitabine Accord, Ro 09-1978, capecitabina, capecitabinum, Capecitabin, Ecansya, Ro 09-1978/000, Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate, N(4)-Pentyloxycarbonyl-5'-deoxy-5-fluorocytidine, UNII-6804DJ8Z9U, Pentyl 1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinecarbamate, 5'-Deoxy-5-fluoro-N-((pentyloxy)carbonyl)cytidine, DTXSID3046451, CHEBI:31348, HSDB 7656, Ro-091978000, Cytidine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-, 6804DJ8Z9U, NSC-759853, (1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester, Carbamic acid, (1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-, pentyl ester, pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate, DTXCID1026451, RO-09-1978000, XELIRI COMPONENT CAPECITIBINE, Capecitabine [USAN:USP:INN:BAN], NSC 759853, Capecitabine [USAN], Ro-09-1978-000, Pentyl [1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl]carbamate, CAPECITABINE (MART.), CAPECITABINE [MART.], pentyl 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-ylcarbamate, CAPECITABINE (USP-RS), CAPECITABINE [USP-RS], Cytidine, 5'-deoxy-5-fluoro-N-((pentyloxy)carbonyl)-, CAPECITABINE (EP MONOGRAPH), CAPECITABINE (USP IMPURITY), CAPECITABINE [EP MONOGRAPH], CAPECITABINE [USP IMPURITY], Capecitabine (USAN:USP:INN:BAN), CAPECITABINE (USP MONOGRAPH), CAPECITABINE [USP MONOGRAPH], Capecitabine (Xeloda), SMR002530052, Xeloda (TN), CAS-154361-50-9, R340, NSC712807, NCGC00164569-01, Pentyl (1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate, Capecitabine 150mg, Capecitabine 500mg, RG-340, Capecitabine- Bio-X, Ro-09-1978, CAPECITABINE [MI], R-340, CAPECITABINE [INN], CAPECITABINE [JAN], CAPECITABINE [HSDB], Xelox component capecitabine, SCHEMBL8153, CAPECITABINE [VANDF], CHEMBL1773, MLS003915642, MLS004774137, pentyl N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate, CAPECITABINE [WHO-DD], Capecitabine (JAN/USP/INN), Capecitabine Tablets, 150 mg, Capecitabine Tablets, 500 mg, GTPL6799, CAPECITABINE [EMA EPAR], Capecitabine, analytical standard, Capecitabine, >=98% (HPLC), EX-A835, L01BC06, BCPP000300, CAPECITABINE [ORANGE BOOK], GLXC-03327, HY-B0016, Tox21_112198, s1156, AKOS015920130, Tox21_112198_1, AM84502, BCP9000483, BS-1000, CCG-264841, CS-0768, DB01101, NCGC00164569-02, NCGC00164569-05, NCGC00164569-11, BC164277, BP-58647, NS00000464, D01223, n4-pentyloxycarbonyl-5'-deoxy-5-fluorocytidine, AB01274776-01, AB01274776-02, AB01274776_04, 5'-deoxy-5-fluoro-N4-(pentyloxycarbonyl)cytidine, Q420207, SR-01000931255, 5'-Deoxy-5-fluoro-N-((pentyloxy)carbonyl)-cytidine, J-700154, Q-200788, SR-01000931255-3, BRD-K61192372-001-08-9, Z1501480421, Capecitabine, European Pharmacopoeia (EP) Reference Standard, Capecitabine, United States Pharmacopeia (USP) Reference Standard, Capecitabine, Pharmaceutical Secondary Standard; Certified Reference Material, CARBAMIC ACID, (1-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)-, PENTYL ESTER, PENTYL 1-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-1,2-DIHYDRO-2-OXO-4-PYRIMIDINECARBAMATE

Drug Type Small molecule
Formula C₁₅H₂₂FN₃O₆
SMILES CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)O)O
InChI 1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1
InChIKey GAGWJHPBXLXJQN-UORFTKCHSA-N
CAS Number 154361-50-9
ChEMBL ID CHEMBL1773
ChEBI ID CHEBI:31348
TTD ID D00HCQ
Drug Bank ID DB01101
KEGG ID D01223
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Enhancing Drug Efficacy
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Combination Pair ID: 992
Pair Name Hesperetin, Capecitabine
Partner Name Hesperetin
Disease Info [ICD-11: 2B90] Colon cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression IL4 hsa3565
Up-regulation Expression IL4 hsa3565
Down-regulation Expression MKI67 hsa4288
Up-regulation Expression TP53 hsa7157
Up-regulation Expression TP53 hsa7157
In Vivo Model The current study was designed to evaluate the anti-carcinogenic effects of hesperetin (HES) alone and in combination with capecitabine (CAP) on 1,2 dimethylhydrazine (DMH)-induced colon carcinogenesis in Wistar rats. The rats were given DMH at 20 mg/kg body weight (b.w.)/week for 12 weeks and were orally treated with HES (25 mg/kg b.w.) and/or CAP (200 mg/kg b.w.) every other day for 8 weeks.
Result It can be suggested that both HES and CAP, singly or in combination, have the potential to exert chemopreventive effects against DMH-induced colon carcinogenesis via the suppression of oxidative stress, the stimulation of the antioxidant defense system, the attenuation of inflammatory effects, the reduction in cell proliferation and the enhancement of apoptosis.
Combination Pair ID: 929
Pair Name Gamma-Tocotrienol, Capecitabine
Partner Name Gamma-Tocotrienol
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Gene Regulation Down-regulation Expression BIRC2 hsa329
Down-regulation Expression BIRC3 hsa330
Down-regulation Expression BIRC5 hsa332
Down-regulation Expression CCND1 hsa595
Down-regulation Expression CXCR4 hsa7852
Down-regulation Expression ICAM1 hsa3383
Down-regulation Expression MMP9 hsa4318
Down-regulation Expression MYC hsa4609
Down-regulation Expression NFKB1 hsa4790
Down-regulation Expression VEGFA hsa7422
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
In Vivo Model Luciferase-transfected HCT 116 cells (2×10⁶) in PBS (50 μl) were injected subcutaneously into the leg of each mouse with a 27-gauge needle.
Result Our findings suggest that γ-T3 inhibited the growth of human CRC and sensitised CRC to capecitabine by regulating proteins linked to tumourigenesis.
Combination Pair ID: 926
Pair Name Gamma-Tocotrienol, Capecitabine
Partner Name Gamma-Tocotrienol
Disease Info [ICD-11: 2B72] Gastric cancer Investigative
Biological Phenomena Inhibition-->Angiogenesis
Gene Regulation Down-regulation Expression BCL2 hsa596
Down-regulation Expression BCL-xL hsa598
Down-regulation Expression BIRC5 hsa332
Down-regulation Expression CCND1 hsa595
Down-regulation Expression COX2 hsa4513
Down-regulation Expression CXCR4 hsa7852
Down-regulation Expression ICAM1 hsa3383
Down-regulation Expression MMP9 hsa4318
Up-regulation Expression PARP1 hsa142
Down-regulation Expression RELA hsa5970
Down-regulation Expression VEGFA hsa7422
Down-regulation Expression XIAP hsa331
In Vitro Model SNU-5 Gastric adenocarcinoma Homo sapiens (Human) CVCL_0078
SNU-16 Gastric adenocarcinoma Homo sapiens (Human) CVCL_0076
MKN45 Gastric adenocarcinoma Homo sapiens (Human) CVCL_0434
Result Our results show that γ-tocotrienol can potentiate the effects of capecitabine through suppression of NF-κB-regulated markers of proliferation, invasion, angiogenesis, and metastasis.
Combination Pair ID: 1002
Pair Name Dihydroartemisinin, Capecitabine
Partner Name Dihydroartemisinin
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Gene Regulation Down-regulation Expression CTNNB1 hsa1499
Down-regulation Expression GSK3B hsa2932
Down-regulation Expression MKI67 hsa4288
Down-regulation Expression MMP9 hsa4318
Down-regulation Expression PECAM1 hsa5175
Down-regulation Expression TCF7 hsa6932
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
DLD-1 Colon adenocarcinoma Homo sapiens (Human) CVCL_0248
HCT 15 Colon adenocarcinoma Homo sapiens (Human) CVCL_0292
SW620 Colon adenocarcinoma Homo sapiens (Human) CVCL_0547
CT26 Mouse colon adenocarcinoma Mus musculus (Mouse) CVCL_7254
In Vivo Model CT26 cells (8×10⁵) were injected into the tail vein of BALB/c mice to establish the lung metastasis model. HCT116 cells (2×106) were injected into the tail vein of BALB/c nude mice to establish the peritoneal metastasis model.
Result DHA in combination with Cap could be a novel therapeutic strategy for CRC with improved efficacy and reduced side effects.
03. Reference
No. Title Href
1 Hesperetin and Capecitabine Abate 1,2 Dimethylhydrazine-Induced Colon Carcinogenesis in Wistar Rats via Suppressing Oxidative Stress and Enhancing Antioxidant, Anti-Inflammatory and Apoptotic Actions. Life (Basel). 2023 Apr 11;13(4):984. doi: 10.3390/life13040984. Click
2 γ-Tocotrienol suppresses growth and sensitises human colorectal tumours to capecitabine in a nude mouse xenograft model by down-regulating multiple molecules. Br J Cancer. 2016 Sep 27;115(7):814-24. doi: 10.1038/bjc.2016.257. Click
3 First evidence that γ-tocotrienol inhibits the growth of human gastric cancer and chemosensitizes it to capecitabine in a xenograft mouse model through the modulation of NF-κB pathway. Clin Cancer Res. 2012 Apr 15;18(8):2220-9. doi: 10.1158/1078-0432.CCR-11-2470. Click
4 Dihydroartemisinin inhibits the development of colorectal cancer by GSK-3β/TCF7/MMP9 pathway and synergies with capecitabine. Cancer Lett. 2024 Feb 1;582:216596. doi: 10.1016/j.canlet.2023.216596. Click
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