(-)-CARYOPHYLLENE OXIDE


UNII	S2XU9K448U
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	NVEQFIOZRFFVFW-RGCMKSIDSA-N
Smiles	CC1(C)C[C@H]2[C@H]1CC[C@@]3(C)O[C@@H]3CCC2=C
InChI	InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H24O
Molecular Weight	220.35
AlogP	3.52
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	0.0
Polar Surface Area	12.53
Molecular species	None
Aromatic Rings	0.0
Heavy Atoms	16.0

Assay Description	Organism	Bioactivity
Antispasmodic activity in Oryctolagus cuniculus (rabbit) jejunum assessed as K+-induced contraction at 1 mg/ml	Oryctolagus cuniculus	31.6 %
Antispasmodic activity in rat ileum assessed as inhibition of barium chloride-induced contraction	Rattus norvegicus	23.78 nM
Antispasmodic activity in rat ileum assessed as inhibition of acetylcholine-induced contraction	Rattus norvegicus	34.4 nM
Antispasmodic activity in rat ileum assessed as inhibition of histamine-induced contraction	Rattus norvegicus	30.0 nM
Ratio IC50 for papaverine to IC50 for compound for antispasmodic activity in rat ileum	Rattus norvegicus	0.071
Antispasmodic activity in rat ileum assessed as inhibition of spontaneous contraction	Rattus norvegicus	1.36 nM
Insecticidal activity against acaricide-susceptible female Tetranychus urticae KST (two-spotted spider mite) in kidney bean assessed as mortality in 3 cm disks measured after 24 hr exposure by vapour-phase mortality bioassay	Tetranychus urticae	500.0 microg/cm3

Cross References

Resources	Reference
ChEMBL	CHEMBL508894
FDA SRS	S2XU9K448U
PubChem	1742210
SureChEMBL	SCHEMBL127077
ZINC	ZINC02083320

CONTENTS


PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains. Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).