Graphinone
Basic information
- CAS
19683-98-8- Standard SMILES
CO[C@@H]1C(=O)CC[C@]2(CO2)[C@@]1(O)[C@@]1(C)OC1CC=C(C)C- InChIKey
NESRXFGQJARQNM-LQFWQHRQSA-N- Molecular formula
- C16H24O5
- Average molar mass
- 296.36 g/mol
- Monoisotopic mass
- 296.16237386
Overview
Graphinone is a member of cyclohexanones.
Names & identifiers
- Preferred name
- Graphinone
- IUPAC
- (3S,4R,5S)-4-hydroxy-5-methoxy-4-[(2S)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-one
- English name
- ovalicin
- Molecular formula
- C16H24O5
- Molecular weight
- 296.36
Names & synonyms
GraphinoneAC1L9CP8C09674CHEBI:5539SCHEMBL29669982DTXSID409414434-Hydroxy-5-methoxy-4-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-oneQ27106799(3S,4R,5S)-4-Hydroxy-5-methoxy-4-[(2S)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-oneSL-1846ovalicin7-hydroxy-8-methoxy-7-[2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-4-oxaspiro[2.5]octan-2-one
Show more names
(3S)-4β-[(2S,3R)-2-Methyl-3-(3-methyl-2-butenyl)oxiranyl]-4α-hydroxy-5α-methoxy-1-oxaspiro[2.5]octan-6-one(3S)-4α-Hydroxy-4-[(2S)-2-methyl-3β-(3-methyl-2-butenyl)oxirane-2α-yl]-5α-methoxy-1-oxaspiro[2.5]octane-6-one1-Oxaspiro[2.5]octan-6-one, 4-hydroxy-5-methoxy-4-[(2S,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-, (3S,4R,5S)-
Database identifiers
- CAS
19683-98-8- PubChem CID
- 442372
- DTXSID
DTXSID40941443- ChEBI
CHEBI:5539
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 71.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 497
Physicochemical properties
- Melting point
- 94 · 94-95 °C
- Boiling point
- 443.8 · 443.8±45.0 °C(Predicted)
- Density
- 1.21 · 1.21±0.1 g/cm3(Predicted)
- pka
- 13.67 · 13.67±0.40(Predicted)
- Cosmetics Ingredients Functions
- ANTI-SEBORRHEICANTIMICROBIAL
- LogP
- -0.136 · -0.136 (est)
- FDA UNII
- 6 GMZ9TW · XBF6GMZ9TW
Chemistry & industry
Applications
UsesOvalicin is a potent angiogenesis inhibitor. Ovalicin can be used for the preparation of targeting ubiquitination composition libraries which can be used to identify proteins involved in a predetermined function of cells[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…