Coronarin A
Basic information
- CAS
119188-33-9- Standard SMILES
C=C1[C@@H](O)C[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1/C=C/c1ccoc1- InChIKey
RHCBUXSXDFNUAG-UDMCIFMYSA-N- Molecular formula
- C20H28O2
- Average molar mass
- 300.4 g/mol
Overview
(2S,4R,4aS,8aS)-4-[(1E)-2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-hexahydro-1H-naphthalen-2-ol has been reported in Hedychium coronarium and Hedychium gardnerianum with data available.
Names & identifiers
- Preferred name
- Coronarin A
- IUPAC
- (2S,4R,4aS,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol
- English name
- Coronarin A
- Molecular formula
- C20H28O2
- Molecular weight
- 300.44
Names & synonyms
Coronarin A(2S,4R,4aS,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol(2S,4R,4aS,8aS)-4-((E)-2-(furan-3-yl)ethenyl)-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-olRefChem:128056119188-33-92-Naphthalenol, 4-[(1E)-2-(3-furanyl)ethenyl]decahydro-4a,8,8-trimethyl-3-methylene-, (2S,4R,4aS,8aS)-CHEMBL64407orb1682899SCHEMBL29380800(2S,4R,4aS,8aS)-4-[(1E)-2-(3-Furanyl)ethenyl]decahydro-4a,8,8-trimethyl-3-methylene-2-naphthalenol; (+)-Coronarin AHY-N3628MFCD17214879
Show more names
(2S,4R,4aS,8aS)-4-[(E)-2-(3-Furyl)vinyl]-4a,8,8-trimethyl-3-methylenedecahydro-2-naphthalenol
TN3706AKOS032948149DA-62464FS-10213CS-0023963F93972(2S,4R,4aS,8aS)-4-[(E)-2-(3-furyl)vinyl]-4a,8,8-trimethyl-3-methylene-decalin-2-ol
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 33.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 464
Physicochemical properties
- Melting point
- 100 · 100-102 °C(Solvent: Hexane)
- Boiling point
- 401.122 · 401.122±40.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.053 · 1.053±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 14.632 · 14.632±0.70(predicted)
- form
- Solid
- color
- White to off-white
Chemistry & industry
Applications
UsesCoronarin A is an orally active natural compound that inhibits mTORC1 and S6K1 to increase IRS1 activity. Coronarin A shows anti-inflammatory activity and can also be used for type 2 diabetes mellitus research[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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