HINOKITIOL ACETATE


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	MXIFGPOBQOJDNG-UHFFFAOYSA-N
Smiles	CC(C)C1=CC=CC(=O)C(=C1)OC(=O)C
InChI	InChI=1S/C12H14O3/c1-8(2)10-5-4-6-11(14)12(7-10)15-9(3)13/h4-8H,1-3H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C12H14O3
Molecular Weight	206.24
AlogP	1.91
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	3.0
Polar Surface Area	43.37
Molecular species	None
Aromatic Rings	0.0
Heavy Atoms	15.0

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Abstract : Hinokitiol (beta-thujaplicin), beta-dolabrin and gamma-thujaplicin isolated from Thujopsis dolabrata SIEB. et ZUCC var hondai MAKINO showed antifungal activities against all of the wood-rotting fungi examined. The antifungal activity of three compounds on Daedalea dickinsii IFO-4979 was especially strong, their minimum inhibitory concentration (MIC) values being 0.2 microg/ml. Their antifungal activities on D. dickinsii IFO-4979 were as high as that of amphotericin B used as a positive control. Three compounds had strong insecticidal activities on Tyrophagus putrescentiae [50%-lethal concentration (LC50 : g/m2) 0.25 in hinokitiol, 0.02 in beta-dolabrin and gamma-thujaplicin. Their insecticidal activities were higher than that of N,N-diethyl-m-toluamide (DEET, LC50 : 1.46 g/m2) used as a positive control. Three compounds also showed strong insecticidal activity on Coptotermes formosanus [LC50 (g/m2) 0.07 in hinokitiol, 0.05 in beta-dolabrin and gamma-thujaplicin], although their insecticidal activities were much lower than that of commercial chloropyrifos (LC50 : 0.00016 g/m2).

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Reference

Journal : Biol. Pharm. Bull.

Title : Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed ID : 10963310

DOI : 10.1248/bpb.23.995

Year : 2000

Volume : 23

Issue : 8

First Page : 995

Last Page : 997

Authors : Inamori Y, Sakagami Y, Morita Y, Shibata M, Sugiura M, Kumeda Y, Okabe T, Tsujibo H, Ishida N.

Assay Description	Organism	Bioactivity
Insecticidal activity against Coptotermes formosanus assessed as mortality after 24 to 48 hr	Coptotermes formosanus	None
Insecticidal activity against Tyrophagus putrescentiae assessed as mortality after 24 hr by clip method	Tyrophagus putrescentiae	None
Antifungal activity against Pycnoporus coccineus IFO-4924 assessed as growth inhibition after 7 days by agar dilution method	Pycnoporus coccineus	None
Antifungal activity against Lenzites betulinus IFO-4964 assessed as growth inhibition after 7 days by agar dilution method	Lenzites betulinus	None
Antifungal activity against Schizophyllum commune IFO-4928 assessed as growth inhibition after 7 days by agar dilution method	Schizophyllum commune	None
Antifungal activity against Trametes versicolor IFO-4940 assessed as growth inhibition after 7 days by agar dilution method	Trametes versicolor	None
Antifungal activity against Daedalea dickinsii IFO-4979 assessed as growth inhibition after 7 days by agar dilution method	Daedalea dickinsii	None

Cross References

Resources	Reference
ChEMBL	CHEMBL2270058

CONTENTS

Structure
Chemical and Physical Properties