Structure via PubChem · Public domain (PubChem)
Chemical data
- Formula
- C14H18N4O9
- Molecular weight
- 386.31 g/mol
- IUPAC name
- 2-hydroxypropane-1,2,3-tricarboxylic acid;1,3,7-trimethylpurine-2,6-dione
- SMILES
- CN1C=NC2=C1C(=O)N(C(=O)N2C)C.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
- InChIKey
- RCQXSQPPHJPGOF-UHFFFAOYSA-N
- Polar surface area
- 191 Ų
- H-bond donors
- 4
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1999
- Admin. routes
- oral, parenteral
- Indications
- premature birth, liver disease, retinopathy of prematurity, pain
via ChEMBL · EBI
Research
311 papers- Extended Caffeine for Apnea in Moderately Preterm Infants: The MoCHA Randomized Clinical Trial.JAMA · 2025
- Caffeine citrate: a review of its use in apnoea of prematurity.Paediatric drugs · 2001
- Caffeine citrate - Is it a silver bullet in neonatology?Pediatrics and neonatology · 2017
- Caffeine citrate: when and for how long. A literature review.The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians · 2012
- Caffeine for apnea and prevention of neurodevelopmental impairment in preterm infants: systematic review and meta-analysis.Journal of perinatology : official journal of the California Perinatal Association · 2024
via PubMed
Wikidata facts
- Instance of
- essential medicine
- Has part
- citric acid
- Mass
- 386.107
- Image
- Caffeine citrate.png
Show 3 more facts
- chemical formula
- C₁₄H₁₈N₄O₉
- canonical SMILES
- CN1C=NC2=C1C(=O)N(C(=O)N2C)C.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
- subject has role
- stimulant
via Wikidata · CC0