Sorgoleone
Basic information
- CAS
105018-76-6- Standard SMILES
C=CC/C=C\C/C=C\CCCCCCCC1=C(O)C(=O)C=C(OC)C1=O- InChIKey
FGWRUVXUQWGLOX-AFJQJTPPSA-N- Molecular formula
- C22H30O4
- Average molar mass
- 358.5 g/mol
- Monoisotopic mass
- 358.21440943
Overview
Sorgoleone is a member of the family of benzoquinones, sorgoleone is 2-hydroxy-5-methoxy-1,4-benzoquinone in which the hydrogen at position 3 is substituted by a (4Z,7Z)-pentadeca-1,4,7-trien-15-yl group. It is a conjugate acid of a sorgoleone(1-).
Names & identifiers
- Preferred name
- Sorgoleone
- IUPAC
- 2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trienyl]cyclohexa-2,5-diene-1,4-dione
Names & synonyms
sorgoleoneCHEBI:611172-hydroxy-5-methoxy-3-((8Z,11Z)-pentadeca-8,11,14-trien-1-yl)cyclohexa-2,5-diene-1,4-dione2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trien-1-yl]cyclohexa-2,5-diene-1,4-dione2-hydroxy-5-methoxy-3-[(8Z,11Z)-pentadeca-8,11,14-trienyl]cyclohexa-2,5-diene-1,4-dione2-hydroxy-5-methoxy-3-((8Z,11Z)-pentadeca-8,11,14-trienyl)cyclohexa-2,5-diene-1,4-dione2-hydroxy-5-methoxy-3-((Z,Z)-8',11',14'-pentadecatriene)-p-benzoquinoneRefChem:184473105018-76-62-hydroxy-5-methoxy-3-[(Z,Z)-8',11',14'- pentadecatriene]-p-benzoquinone2-hydroxy-5-methoxy-3-(8'Z,11'Z)-pentadeca-8',11',14'-trienyl-1,4-benzoquinone2-hydroxy-5-methoxy-3-(8'Z,11'Z)-pentadeca-8',11',14'-trienyl-p-benzoquinone
Show more names
CHEMBL463021SCHEMBL16174036LMPK15050001AT41495Q271308242-hydroxy-5-methoxy-3-(8Z,11Z,14Z-pentadecatrien-1-yl)-1,4-benzoquinone
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 6
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 13
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 606
Experimental & physicochemical properties
LipidsLipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Alkyl hydroquinones and derivatives [PK1505]
Related reactions
0 records
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Compound notes
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