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ChemicalBook--->CAS DataBase List--->6754-20-7

6754-20-7

6754-20-7 Structure

6754-20-7 Structure
IdentificationBack Directory
[Name]

POLYGODIAL
[CAS]

6754-20-7
[Synonyms]

Poligodial
POLYGODIAL
(-)-Tadeonal
Drim-7-ene-11,12-dial
Polygodial (Tadeonal)
1,4,4A,5,6,7,8,8A-Octahydro-5,5,8A-trimethyl-1,2-naphthalenedicarboxaldehyde
(1R,4aS,8aS)-1,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde
1,2-Naphthalenedicarboxaldehyde, 1alpha,4,4aalpha,5,6,7,8,8A-octahydro-5,5,8abata-trimethyl-
1,2-Naphthalenedicarboxaldehyde, 1,4,4A,5,6,7,8,8A-octahydro-5,5,8A-trimethyl-, (2R,4as,8as)-
1,2-Naphthalenedicarboxaldehyde, 1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (1R,4aS,8aS)-
1,2-Naphthalenedicarboxaldehyde, 1,4,4A,5,6,7,8,8A-octahydro-5,5,8A-trimethyl-, (1R-(1alpha,4abeta,8aalpha))-
[Molecular Formula]

C15H22O2
[MDL Number]

MFCD00238664
[MOL File]

6754-20-7.mol
[Molecular Weight]

234.33
Chemical PropertiesBack Directory
[Melting point ]

57° (Barnes, Loder)
[alpha ]

D24 -131° (c = 0.96 in ethanol)
[Boiling point ]

330.7±35.0 °C(Predicted)
[density ]

1.084±0.06 g/cm3(Predicted)
[RTECS ]

QJ2850000
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
[LogP]

3.522 (est)
Safety DataBack Directory
[Risk Statements ]

52/53
[Safety Statements ]

61
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Polygodial (6754-20-7) is a TRPA1 activator (EC50=400 nM).1?A naturally occurring drimane sesquiterpene dialdehyde found in a variety of plant species including water pepper (Polygonum hydropiper). Polygodial has been used in folk medicine for a variety of indications. Displays analgesic activity via desensitization of sensory neurons.2
[Uses]

Polygodial is a naturally occurring antifungal and antinociceptive.
[Definition]

ChEBI: Polygodial is an aldehyde.
[Biochem/physiol Actions]

Polygodial is a selective activator of Transient Receptor Potential Anykrin 1 (TRPA1) channels. Initially painful, polygodial acts as an analgesic by desensitizing sensory neuron. Polygodial also has broad antifungal properties, and is cytotoxic against bacteria and algae.
[storage]

Store at -20°C
[References]

1) Escalera et al. (2008), TRPA1 mediates the noxious effects of natural sesquiterpene deterrents; J. Biol. Chem., 283 24136 2) Andre et al. (2004), Evidence for the involvement of vanilloid receptor in the antinociception produced by the dialdehydes unsaturated sesquiterpenes polygodial and drimanial in rats; Neuropharmacology, 46 590
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