Structure via PubChem · Public domain (PubChem)
xantocillin
Sign in to saveAlso known as xanthocillin X, 4,4′-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bisphenol, ophthocillin
Xantocillin (INN), also known as xanthocillin X or ophthocillin, was the first reported natural product found to contain the isocyanide functional group. It was first isolated from Penicillium notatum by Rothe in 1950 and subsequently from several other sources.
Chemical data
- Formula
- C18H12N2O2
- Molecular weight
- 288.3 g/mol
- IUPAC name
- 4-[(1Z,3Z)-4-(4-hydroxyphenyl)-2,3-diisocyanobuta-1,3-dienyl]phenol
- SMILES
- [C-]#[N+]/C(=C\C1=CC=C(C=C1)O)/C(=C/C2=CC=C(C=C2)O)/[N+]#[C-]
- InChIKey
- YBMVKDUTYAGKEW-WHYMJUELSA-N
- XLogP
- 3.1
- Polar surface area
- 49.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 288.089877624
Show 4 more facts
- isomeric SMILES
- [C-]#[N+]C(=C\c1ccc(O)cc1)/C(=C/c1ccc(O)cc1)[N+]#[C-]
- canonical SMILES
- [C-]#[N+]C(=CC1=CC=C(O)C=C1)C([N+]#[C-])=CC2=CC=C(O)C=C2
- chemical formula
- C₁₈H₁₂N₂O₂
- Commons category
- Xantocillin
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Xantocillin (INN), also known as xanthocillin X or ophthocillin, was the first reported natural product found to contain the isocyanide functional group. It was first isolated from Penicillium notatum by Rothe in 1950 and subsequently from several other sources.
== References ==
Excerpted from Wikipedia’s “xantocillin” article, available under the CC BY-SA 4.0 licence.