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ChemicalBook >  Product Catalog >  Natural Products >  Terpenes >  (4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one

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

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

Product Name:
(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one
Synonyms:
  • (4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one
  • Hedychenone
  • Hedychene
  • 1(4H)-Naphthalenone, 4-[(1E)-2-(3-furanyl)ethenyl]-4a,5,6,7,8,8a-hexahydro-3,4a,8,8-tetramethyl-, (4S,4aR,8aS)-
  • (4S,4aR,8aS)-4-[(E)-2-(3-Furyl)vinyl]-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydro-1(4H)-naphthalenone
CAS:
56324-54-0
MF:
C20H26O2
MW:
298.42
Mol File:
56324-54-0.mol
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(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Chemical Properties

Boiling point:
402.2±44.0 °C(Predicted)
Density 
1.064±0.06 g/cm3(Predicted)
InChI
InChI=1S/C20H26O2/c1-14-12-17(21)18-19(2,3)9-5-10-20(18,4)16(14)7-6-15-8-11-22-13-15/h6-8,11-13,16,18H,5,9-10H2,1-4H3/b7-6+/t16-,18-,20+/m0/s1
InChIKey
MXTCKNHXBBXULO-ZJDHVTHPSA-N
SMILES
C1(=O)[C@]2([H])[C@](C)(CCCC2(C)C)[C@@H](/C=C/C2C=COC=2)C(C)=C1
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(4S)-4α-[(Z)-2-(3-Furyl)vinyl]-4a,5,6,7,8,8aβ-hexahydro-3,4aα,8,8-tetramethylnaphthalen-1(4H)-one Usage And Synthesis

Uses

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.

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.

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

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