UNDECANOL


Synonyms	1-Undecanol Undecan-1-ol Undecanol
UNII	06MJ0P28T3
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	KJIOQYGWTQBHNH-UHFFFAOYSA-N
Smiles	CCCCCCCCCCCO
InChI	InChI=1S/C11H24O/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C11H24O
Molecular Weight	172.31
AlogP	4.16
Hydrogen Bond Acceptor	1.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	9.0
Polar Surface Area	20.23
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	12.0

Reference

Journal : J Agric Food Chem

Title : Structure-activity relationship of aliphatic compounds for nematicidal activity against pine wood nematode (Bursaphelenchus xylophilus).

PubMed ID : 20055406

DOI : 10.1021/jf902575f

Year : 2010

Volume : 58

Issue : 3

First Page : 1823

Last Page : 1827

Authors : Seo SM, Kim J, Kim E, Park HM, Kim YJ, Park IK.

Abstract : Nematicidal activity of aliphatic compounds was tested to determine a structure-activity relationship. There was a significant difference in nematicidal activity among functional groups. In a test with alkanols and 2E-alkenols, compounds with C(8)-C(11) chain length showed 100% nematicidal activity against pine wood nematode, Bursaphelenchus xylophilus , at 0.5 mg/mL concentration. C(6)-C(10) 2E-alkenals exhibited >95% nematicidal activity, but the other compounds with C(11)-C(14) chain length showed weak activity. Nematicidal activity of alkyl acetates with C(7)-C(11) chain length was strong. Compounds belonging to hydrocarbons, alkanals, and alkanoic acetates showed weak activity at 0.5 mg/mL concentration. Nematicidal activity of active compounds was determined at lower concentrations. At 0.25 mg/mL concentration, whole compounds except C(8) alkanol, C(8) 2E-alkenol, and C(7) alkanoic acid showed >80% nematicidal activity. C(9)-C(11) alkanols, C(10)-C(11) 2E-alkenols, C(8)-C(9) 2E-alkenals, and C(9)-C(10) alkanoic acids showed >80% nematicidal activity at 0.125 mg/mL concentration. Only C(11) alkanol exhibited strong nematicidal activity at 0.0625 mg/mL concentration, the lowest concentration that was tested.

Reference

Journal : J Agric Food Chem

Title : Structure-activity relationship of aliphatic compounds for nematicidal activity against pine wood nematode (Bursaphelenchus xylophilus).

PubMed ID : 20055406

DOI : 10.1021/jf902575f

Year : 2010

Volume : 58

Issue : 3

First Page : 1823

Last Page : 1827

Authors : Seo SM, Kim J, Kim E, Park HM, Kim YJ, Park IK.

Reference

Journal : J Agric Food Chem

Title : Structure-activity relationship of aliphatic compounds for nematicidal activity against pine wood nematode (Bursaphelenchus xylophilus).

PubMed ID : 20055406

DOI : 10.1021/jf902575f

Year : 2010

Volume : 58

Issue : 3

First Page : 1823

Last Page : 1827

Authors : Seo SM, Kim J, Kim E, Park HM, Kim YJ, Park IK.

Reference

Journal : J Agric Food Chem

Title : Structure-activity relationship of aliphatic compounds for nematicidal activity against pine wood nematode (Bursaphelenchus xylophilus).

PubMed ID : 20055406

DOI : 10.1021/jf902575f

Year : 2010

Volume : 58

Issue : 3

First Page : 1823

Last Page : 1827

Authors : Seo SM, Kim J, Kim E, Park HM, Kim YJ, Park IK.

Reference

Journal : J Agric Food Chem

Title : Molecular design of antifungal agents.

PubMed ID : 12083872

DOI : 10.1021/jf020088v

Year : 2002

Volume : 50

Issue : 14

First Page : 3992

Last Page : 3998

Authors : Kubo I, Xiao P, Nihei K, Fujita K, Yamagiwa Y, Kamikawa T.

Abstract : In a rational approach to the design of antifungal agents against Saccharomyces cerevisiae, a series of alkyl gallates (3,4,5-trihydroxybenzoates) were synthesized and assayed. Nonyl gallate (1) was found to be the most effective with a minimum fungicidal concentration (MFC) of 12.5 microg/mL (42 microM), followed by octyl gallate (2) with an MFC of 25 microg/mL (89 microM). These MFCs are little influenced by pH values. A time-kill curve study indicates that nonyl gallate exhibits fungicidal activity against S. cerevisiae at any growing stage. The antifungal activity of nonyl gallate is due primarily to its ability to act as a nonionic surface-active agent (surfactant). The length of the alkyl group is not a major contributor but plays a role in eliciting the activity to a large extent. As far as alkyl gallates are concerned, their antimicrobial spectra and potency depend largely on the hydrophobic portion of the molecules.

Assay Description	Organism	Bioactivity
Nematicidal activity against Bursaphelenchus xylophilus assessed as mortality at 0.0625 mg/ml measured after 48 hr under microscope	Bursaphelenchus xylophilus	98.3 %
Nematicidal activity against Bursaphelenchus xylophilus assessed as mortality at 0.125 mg/ml measured after 48 hr under microscope	Bursaphelenchus xylophilus	99.4 %
Nematicidal activity against Bursaphelenchus xylophilus assessed as mortality at 0.25 mg/ml measured after 48 hr under microscope	Bursaphelenchus xylophilus	100.0 %
Nematicidal activity against Bursaphelenchus xylophilus at 0.5 mg/ml measured after 48 hr under microscope	Bursaphelenchus xylophilus	100.0 %
Antifungal activity against Saccharomyces cerevisiae ATCC 7754 after 48 hr by microdilution method	Saccharomyces cerevisiae	25.0 ug ml-1	Antifungal activity against Saccharomyces cerevisiae ATCC 7754 after 48 hr by microdilution method	Saccharomyces cerevisiae	25.0 ug.mL-1

Cross References

Resources	Reference
ChEMBL	CHEMBL444525
FDA SRS	06MJ0P28T3
PDB	ZFC
PubChem	8184
SureChEMBL	SCHEMBL20655

CONTENTS

Structure
Chemical and Physical Properties