Structure via PubChem · Public domain (PubChem)
گنیپین
Sign in to saveGenipin is a chemical compound found in Genipa americana fruit extract. It is an aglycone derived from an iridoid glycoside called geniposide which is also present in fruit of Gardenia jasminoides.
Chemical data
- Formula
- C11H14O5
- Molecular weight
- 226.23 g/mol
- IUPAC name
- methyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
- SMILES
- COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
- InChIKey
- AZKVWQKMDGGDSV-BCMRRPTOSA-N
- XLogP
- -0.7
- Polar surface area
- 76 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- tendinitis
via ChEMBL · EBI
Research
2,018 papers- Genipin ameliorates diabetic retinopathy via the HIF-1α and AGEs-RAGE pathways.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2024
- Genipin-crosslinked hydrogels for food and biomedical applications: A scientometric review.International journal of biological macromolecules · 2024
- Genipin, a natural blue colorant precursor: Source, extraction, properties, and applications.Food chemistry · 2024
- Genipin-cross-linked hydrogels based on biomaterials for drug delivery: a review.Biomaterials science · 2021
- Genipin's potential as an anti-cancer agent: from phytochemical origins to clinical prospects.Medical oncology (Northwood, London, England) · 2024
via PubMed
Wikidata facts
- Subclass of
- iridoid
- Mass
- 226.084124
Show 5 more facts
- found in taxon
- Lamium album
- chemical formula
- C₁₁H₁₄O₅
- isomeric SMILES
- COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
- canonical SMILES
- COC(=O)C1=COC(C2C1CC=C2CO)O
- Commons category
- Genipin
via Wikidata · CC0