(+)-absinthin

Names

[ Name ]:
(+)-absinthin

[Synonym ]:
Sbsinthin
(1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-Dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0.0.0.0.0]hexacosa-3,25-diene-7,22-dione
ABSINTHII TINCTURA
ABSYNTHIN
Absinthiin
Absynthine
2H-7,13b-Ethenofuro[2'',3'':4',5']azuleno[1',2':2,3]azuleno[4,5-b]furan-2,12(11H)-dione, 3,3a,4,5,6,6a,6b,7,7a,8,9,10,10a,13a,13c,14b-hexadecahydro-6,8-dihydroxy-3,6,8,11,14,15-hexamethyl-, (3S,3aS,6S,6aR,6bS,7S,7aR,8S,10aS,11S,13aS,13bR,13cR,14bS)-

Biological Activity

[Description]:

Absinthin is a structurally unique triterpene, and is responsible for the high bitter value of wormwood. Absinthin is an agonist of the bitter taste receptor hTAS2R46, which reduces cytosolic Ca2+-rises induced by histamine by a receptor-specific mechanism mediated by hTAS2R46[1][2][3].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Zhang W, et al. Total synthesis of absinthin. J Am Chem Soc. 2005 Jan 12;127(1):18-9.

[2]. Lachenmeier DW, et al. Absinthe--a review. Crit Rev Food Sci Nutr. 2006;46(5):365-77.

[3]. Talmon M, et al. Absinthin, an agonist of the bitter taste receptor hTAS2R46, uncovers an ER-to-mitochondria Ca2+-shuttling event. J Biol Chem. 2019 Aug 16;294(33):12472-12482.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
700.6±60.0 °C at 760 mmHg

[ Melting Point ]:
165-166℃ (dec.)

[ Molecular Formula ]:
C₃₀H₄₀O₆

[ Molecular Weight ]:
496.635

[ Flash Point ]:
230.8±26.4 °C

[ Exact Mass ]:
496.282501

[ PSA ]:
93.06000

[ LogP ]:
2.41

[ Vapour Pressure ]:
0.0±5.0 mmHg at 25°C

[ Index of Refraction ]:
1.609

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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