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(+)-DELTA-CADINENE

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(+)-DELTA-CADINENE Basic information

Product Name:
(+)-DELTA-CADINENE
Synonyms:
  • [1S,8aR,(+)]-1,2,3,5,6,8a-Hexahydro-4,7-dimethyl-1-isopropylnaphthalene
  • 1,2,3,5,6,8a-Hexahydro-1-isopropyl-4,7-dimethylnaphthalene
  • (+)-delta-Cadinene
  • (1S-cis)-4,7-dimethyl-1,2,3,5,6,8a-hexa-hydro-1-(1-methylethyl)-naphthalene
  • (1S-cis)-4,7-dimethyl-1,2,3,5,6,8-hexahydro-1-(1-methylethyl)naphthalene
  • 1-Isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene
  • Cadina-1(10),4-diene
  • delta-Cadinene
CAS:
483-76-1
MF:
C15H24
MW:
204.35
Mol File:
483-76-1.mol
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(+)-DELTA-CADINENE Chemical Properties

Boiling point:
277.87°C (rough estimate)
Density 
0.9160
refractive index 
n20/D 1.509
Flash point:
38 °C
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 1 mg/ml
form 
A liquid
color 
Colorless to off-white
Odor
at 100.00 %. thyme herbal woody dry
Odor Type
herbal
InChI
InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15-/m0/s1
InChIKey
FUCYIEXQVQJBKY-ZFWWWQNUSA-N
SMILES
[C@H]1(C(C)C)[C@@]2([H])C(CCC(C)=C2)=C(C)CC1
LogP
6.271 (est)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
26-36
RIDADR 
UN 2319 3/PG 3
WGK Germany 
3
RTECS 
EU8900000
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(+)-DELTA-CADINENE Usage And Synthesis

Uses

δ-Cadinene ((+)-δ-Cadinene) is a sesquiterpene in essential oils. δ-Cadinene shows antiproliferative and pro-apoptotic effects on human ovary cancer (OVCAR-3) cells. δ-Cadinene has trichomonacidal, antimicrobial, antifungal and anticancer properties[1][2].

Definition

ChEBI: (+)-delta-cadinene is a member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (the 1S,8aR-enantiomer). It is a delta-cadinene and a cadinene. It is an enantiomer of a (-)-delta-cadinene.

References

[1] José Thyálisson da Costa Silva, et al. Eugenia Pohliana Leaves Essential Oil Inhibits Fungal Virulence and Restores Antibiotic Efficacy in Multidrug-Resistant Bacterial Strains. Chem Biodivers. 2024 Aug 15:e202401604. DOI:10.1002/cbdv.202401604
[2] Li-Mei Hui, et al. δ-Cadinene inhibits the growth of ovarian cancer cells via caspase-dependent apoptosis and cell cycle arrest. Int J Clin Exp Pathol. 2015 Jun 1;8(6):6046-56. PMID:26261482

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