Natural Product (NP) Details

General Information of the NP (ID: NP0393)
Name
Caffeine citrate
Synonyms
Caffeine citrate; 69-22-7; Caffeine, Citrated; Caffeine citrated; UNII-U26EO4675Q; U26EO4675Q; NCGC00015208-09; Caffeina citrate; Citrated caffein; 2-hydroxypropane-1,2,3-tricarboxylic acid;1,3,7-trimethylpurine-2,6-dione; DSSTox_CID_26938; DSSTox_RID_82023; DSSTox_GSID_46938; Caffeine citrate (1:1); CAS-69-22-7; CAFFEINECITRATED; C8H10N4O2.C6H8O7; Caffeine, citrated [NF]; Citric acid, compd. with caffeine (1:1); Cafcit (TN); 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione; Caffeine citrate (USP); caffeine-citric acid 1/1; SCHEMBL452067; CHEMBL1200569; DTXSID5046938; Caffeine mixture with citric acid; NSC63248; Tox21_110099; 7902AF; NSC-63248; AKOS030254796; Tox21_110099_1; NCGC00015208-19; DB-055239; FT-0623368; D07603; Q2974480; 1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione 2-hydroxypropane-1,2,3-tricarboxylate
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Species Origin Paullinia cupana ...     Click to Show/Hide
Paullinia cupana
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Sapindales
Family: Sapindaceae
Genus: Paullinia
Species: Paullinia cupana
Disease Apnea [ICD-11: KB2A] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C14H18N4O9
PubChem CID
6241
Canonical SMILES
CN1C=NC2=C1C(=O)N(C(=O)N2C)C.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
1S/C8H10N4O2.C6H8O7/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2;7-3(8)1-6(13,5(11)12)2-4(9)10/h4H,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey
RCQXSQPPHJPGOF-UHFFFAOYSA-N
CAS Number
CAS 69-22-7
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Biological
                    Regulation		 Up-regulation Cell cycle arrest in G0/G1 phase
                    In-vitro Model HOS CVCL_0312 Osteosarcoma Homo sapiens
HT-1080 CVCL_0317 Fibrosarcoma Homo sapiens
DLM8 CVCL_6669 Mouse osteosarcoma Mus musculus
                    In-vivo Model LM8 and HT1080 cells were suspended (5 * 105 cells/100 ul) in Matrigel and injected subcutaneously into female athymic nude mice.
                    Experimental
                    Result(s)		 Cisplatin combined with caffeine citrate significantly reinforced the anticancer effect compared with cisplatin alone, combination of cisplatin and anhydrous caffeine, and combination of cisplatin and citric acid.
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2000
Reference 2 Caffeine citrate enhanced cisplatin antitumor effects in osteosarcoma and fibrosarcoma in vitro and in vivo. BMC Cancer. 2019 Jul 15;19(1):689.
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