Abyssinone V
Basic information
- CAS
77263-11-7- Standard SMILES
CC(C)=CCc1cc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc(CC=C(C)C)c1O- InChIKey
LQHKFMYWTKORCE-QFIPXVFZSA-N- Molecular formula
- C25H28O5
- Average molar mass
- 408.5 g/mol
- Monoisotopic mass
- 408.19367399
Overview
Abyssinone V is a trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7 and 4' and prenyl groups at positions 3' and 5' respectively. It has a role as a metabolite. It is a member of 4'-hydroxyflavanones, a member of phenols and a trihydroxyflavanone.
Names & identifiers
- Preferred name
- Abyssinone V
- IUPAC
- (2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
- English name
- 5,7-Dihydroxy-2-(4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl)-2,3-dihy dro-4H-chromen-4-one
- Molecular formula
- C25H28O5
- Molecular weight
- 408.49
Names & synonyms
Abyssinone V77263-11-7Abyssinone-VCHEBI:2368DTXSID001318016(2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one(2S)-5,7-dihydroxy-2-(4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl)-2,3-dihydrochromen-4-oneRefChem:108596DTXCID101747808CHEMBL255890(S)-5,7-Dihydroxy-2-(4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl)chroman-4-one(2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-2,3-dihydro-4H-chromen-4-one
Show more names
5,7-Dihydroxy-2-(4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl)-2,3-dihy dro-4H-chromen-4-one4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methyl-2-buten-1-yl)phenyl]-, (2S)-
NSC618154MEGxp0_000009SCHEMBL27013521ACon0_000344ACon1_000328HY-N8265BDBM50241416LMPK12140275
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 630
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
Chemistry & industry
Applications
UsesAbyssinone V is a prenylated flavonoid with predicted anti-viral activity. Abyssinone V can be isolated from the stem bark of Erythrina melanacantha. Abyssinone V possesses good pharmacodynamics properties. Abyssinone V is predicted to be antivirals including anti-herpes (HSV) agent, with mechanisms comprising inhibition of polymerase, ATPase and membrane integrity[1][2].
Additional notes
DefinitionChEBI: A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7 and 4' and prenyl groups at positions 3' and 5' respectively.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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