Structure Database (LMSD)

Common Name
(+)-delta-Cadinene
Systematic Name
Synonyms
LM ID
LMPR0103330001
Formula
Exact Mass
Calculate m/z
204.1878
Status
Curated



Classification

Biological Context

(+)-δ-Cadinene is a sesquiterpene that has been found in upland cotton (G. hirsutum) and has antibacterial, insecticidal, and anticancer activities.1,2,3,4 It is active against S. pneumoniae (MIC = 31.25 µg/ml) and induces mortality in A. stephensi, A. aegypti, and C. quinquefasciatus third instar larvae (LC50s = 8.23, 9.03, and 9.86 µg/ml, respectively).2,3 (+)-δ-Cadinene (10, 50, and 100 µM) induces apoptosis in and inhibits proliferation of OVCAR-3 human ovarian cancer cells.4

This information has been provided by Cayman Chemical

References

1. Davis, G.D., and Essenberg, M. (+)-δ-Cadinene is a product of sesquiterpene cyclase activity in cotton. Phytochemistry 39(3), 553-567 (1995).
2. Pérez-López, A., Cirio, A.T., Rivas-Galindo, V.M., et al. Activity against Streptococcus pneumoniae of the essential oil and δ-cadinene isolated from Schinus molle fruit. J. Essent. Oil Res. 23(5), 25-28 (2011).

String Representations

InChiKey (Click to copy)
FUCYIEXQVQJBKY-ZFWWWQNUSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@@]12([H])C=C(CCC1=C(C)CC[C@H]2C(C)C)C

Other Databases

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 2
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 238.06
Topological Polar Surface Area 0.00
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 0
logP 4.73
Molar Refractivity 66.74

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Updated at
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