(±)-Dihydroactinidiolide

Names

[ Name ]:
(±)-Dihydroactinidiolide

[Synonym ]:
dihydroactinidiolide
T56 BVO AH&TJ A1 F1 F1
2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-4,4,7a-trimethyl-, (S)-
2-Hydroxy-2,6,6-trimethylcyclohexylideneacetic acid γ-lactone
5,6,7,7a-Tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone
2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-4,4,7a-trimethyl-, (7aS)-
(±)-(2,6,6,-Trimethyl-2-hydroxycyclohexylidene)acetic acid γ-lactone
4,4,7a-Trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one
4,4,7a-Trimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one
UNII:BH8469LVA9
(7aS)-4,4,7a-Trimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one
2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-4,4,7a-trimethyl-

Biological Activity

[Description]:

(±)-Dihydroactinidiolide, an important aroma compound of black tea and tobacco, has been isolated from several plants. (±)-Dihydroactinidiolide can be formation from β-Carotene by the treatment of polyphenoloxidase, the lipoxygenase, and the xanthine oxidase[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Kaneko H, et, al. The Aroma of Cigar Tobacco. Part I. Isolation of 2-Hydroxy-2,6,6-trimethylcyclohexylidene-1-acetic Acid Lactone (Dihydroactinidiolide) from Ether Extract of Cigar Leaves. Agricultural and Biological Chemistry. 1968 Jou; 32(11): 1337-40.

[2]. Bosser A, et, al. A Simple Way to (±)-Dihydroactinidiolide from β-Ionone Related to the Enzymic Co-oxidation of β-Carotene in Aqueous Solution. Biotechnology Progress. 1995 Jou; 11(6): 689-92.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
296.1±9.0 °C at 760 mmHg

[ Melting Point ]:
42-43°

[ Molecular Formula ]:
C₁₁H₁₆O₂

[ Molecular Weight ]:
180.243

[ Flash Point ]:
120.2±16.1 °C

[ Exact Mass ]:
180.115036

[ PSA ]:
26.30000

[ LogP ]:
2.26

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.504

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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