(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one

Modify Date: 2024-01-09 15:44:17

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure
(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one structure
Common Name (4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one
CAS Number 56324-54-0 Molecular Weight 298.419
Density 1.1±0.1 g/cm3 Boiling Point 402.2±44.0 °C at 760 mmHg
Molecular Formula C20H26O2 Melting Point N/A
MSDS N/A Flash Point 193.2±21.1 °C

 Use of (4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one


Hedychenone (compound 3) is a labdane diterpene. Hedychenone can be isolated from the rhizomes of Hedychium yunnanense. Hedychenone against HeLa cell with IC50 value of 9.76 μg/ml.

 Names

Name (4S,4aR,8aS)-4-[(E)-2-(3-Furyl)vinyl]-3,4a,8,8-tetramethyl-4a,5,6 ,7,8,8a-hexahydro-1(4H)-naphthalenone
Synonym More Synonyms

  Biological Activity

Description Hedychenone (compound 3) is a labdane diterpene. Hedychenone can be isolated from the rhizomes of Hedychium yunnanense. Hedychenone against HeLa cell with IC50 value of 9.76 μg/ml.
Related Catalog
References

[1]. Yu-Peng Li, et al. New Labdane diterpenes from Hedychium yunnanense with cytotoxicity and inhibitory effects on nitric oxide production. Natural Product Research. 2016.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 402.2±44.0 °C at 760 mmHg
Molecular Formula C20H26O2
Molecular Weight 298.419
Flash Point 193.2±21.1 °C
Exact Mass 298.193268
PSA 30.21000
LogP 5.45
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.571

 Safety Information

Hazard Codes Xi

 Synthetic Route

~98%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

~%

(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Structure

(4S)-4α-[(Z)-2-...

CAS#:56324-54-0

Literature: Aslaoui, Jamila; Li, Haibing; Morin, Christophe Tetrahedron Letters, 2005 , vol. 46, # 10 p. 1713 - 1716

 Synonyms

(4S,4aR,8aS)-4-[(E)-2-(3-Furyl)vinyl]-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-1(4H)-naphthalenone
1(4H)-Naphthalenone, 4-[(E)-2-(3-furanyl)ethenyl]-4a,5,6,7,8,8a-hexahydro-3,4a,8,8-tetramethyl-, (4S,4aR,8aS)-
Hebevinoside VIII
hedychenone