Structure via PubChem · Public domain (PubChem)
Haematopodin
Sign in to saveHaematopodin is the more stable breakdown product of Haematopodin B. Both compounds are found in the mushroom Mycena haematopus, although haematopodin only occurs in trace amounts in fresh fruit bodies. Similar pigments (with the 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline structure), known as batzellins and damirones, have been found in sea sponges. A chemical synthesis for haematopodin was reported in 1996. Key steps in the synthesis involved the addition of 3-[(2,4-dimethoxybenzyl)amino]-1-propanol to the indolo-6,7-quinone and cyclization of the resulting adduct with trifluoroacetic acid.
Chemical data
- Formula
- C13H12N2O3
- Molecular weight
- 244.25 g/mol
- IUPAC name
- (7R)-6-oxa-2,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),9,12(16)-triene-13,14-dione
- SMILES
- C1CN2[C@@H](CC3=CNC4=C3C2=CC(=O)C4=O)OC1
- InChIKey
- GTVMGUBGOSWMOJ-SNVBAGLBSA-N
- XLogP
- 0.6
- Polar surface area
- 62.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 244.084792244
Show 4 more facts
- isomeric SMILES
- O=C3/C=C2/N4CCCO[C@@H]4Cc1c[nH]c(c12)C3=O
- found in taxon
- Mycena haematopus
- chemical formula
- C₁₃H₁₂N₂O₃
- canonical SMILES
- O=C1C=C2C3=C(NC=C3CC4OCCCN24)C1=O
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Haematopodin is the more stable breakdown product of Haematopodin B. Both compounds are found in the mushroom Mycena haematopus, although haematopodin only occurs in trace amounts in fresh fruit bodies. Similar pigments (with the 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline structure), known as batzellins and damirones, have been found in sea sponges. A chemical synthesis for haematopodin was reported in 1996. Key steps in the synthesis involved the addition of 3-[(2,4-dimethoxybenzyl)amino]-1-propanol to the indolo-6,7-quinone and cyclization of the resulting adduct with trifluoroacetic acid.
== References ==
Excerpted from Wikipedia’s “Haematopodin” article, available under the CC BY-SA 4.0 licence.