Structure via PubChem · Public domain (PubChem)
Dendrobine
Sign in to saveDendrobine is an alkaloid found in Dendrobium nobile at an average of 0.5% by weight. It is a colorless solid at room temperature. It is related to the picrotoxin family of natural products. When given a fatal dose, death is usually caused by convulsions. It possesses a molecular structure that attracted interest in its total synthesis by organic chemists.
Chemical data
- Formula
- C16H25NO2
- Molecular weight
- 263.37 g/mol
- IUPAC name
- (1S,4S,7S,8R,11R,12R,13S)-2,12-dimethyl-13-propan-2-yl-10-oxa-2-azatetracyclo[5.4.1.18,11.04,12]tridecan-9-one
- SMILES
- CC(C)[C@H]1[C@H]2[C@@H]3CC[C@H]4[C@@]3([C@@H]([C@@H]1OC2=O)N(C4)C)C
- InChIKey
- RYAHJFGVOCZDEI-UFFNCVEVSA-N
- XLogP
- 3
- Polar surface area
- 29.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 263.188529
Show 5 more facts
- chemical formula
- C₁₆H₂₅NO₂
- canonical SMILES
- CC(C)C1C2C3CCC4C3(C(C1OC2=O)N(C4)C)C
- isomeric SMILES
- CC(C)[C@H]1[C@H]2[C@@H]3CC[C@H]4[C@@]3([C@@H]([C@@H]1OC2=O)N(C4)C)C
- found in taxon
- Dendrobium chrysanthum
- Commons category
- Dendrobine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- Effects
- Toxicity
- References
Dendrobine is an alkaloid found in Dendrobium nobile at an average of 0.5% by weight. It is a colorless solid at room temperature. It is related to the picrotoxin family of natural products. When given a fatal dose, death is usually caused by convulsions. It possesses a molecular structure that attracted interest in its total synthesis by organic chemists.
==Synthesis==
Excerpted from Wikipedia’s “Dendrobine” article, available under the CC BY-SA 4.0 licence.