ContaminantDB: Fenhexamid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (7)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:51 UTC

Update Date

2016-11-09 01:08:58 UTC

Accession Number

CHEM002799

Identification

Common Name

Fenhexamid

Class

Small Molecule

Description

Fenhexamid is a locally systemic, protectant fungicide. Fenhexamid prevents fungi from infecting plants by inhibiting spore germination and mycelial growth. The fungicide is absorbed into the outer waxy layer of plant surfaces and is protected from being washed off by rainfall or irrigation. Used for control of Botrytis diseases on grapes, greenhouse tomatoes, ornamentals and berry crops, including blackberries, blueberries, currants, loganberries, raspberries and strawberries; and Monilinia brown rot on cherries, peaches and nectarines.

Contaminant Sources

HPV EPA Chemicals
My Exposome Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amide
Amine
Fungicide
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2',3'-Dichloro-4'-hydroxy-1-methylcyclohexanecarboxanilide	ChEBI
Fenhexamide	ChEBI
KBR 2738	ChEBI
KBR-2738	ChEBI
N-(2,3-Dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide	ChEBI
Teldor	ChEBI
N-(2,3-Dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide	MeSH

Chemical Formula

C₁₄H₁₇Cl₂NO₂

Average Molecular Mass

302.196 g/mol

Monoisotopic Mass

301.064 g/mol

CAS Registry Number

126833-17-8

IUPAC Name

N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide

Traditional Name

fenhexamid

SMILES

CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1

InChI Identifier

InChI=1S/C14H17Cl2NO2/c1-14(7-3-2-4-8-14)13(19)17-9-5-6-10(18)12(16)11(9)15/h5-6,18H,2-4,7-8H2,1H3,(H,17,19)

InChI Key

VDLGAVXLJYLFDH-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
1,2-dichlorobenzene
3-halophenol
2-halophenol
3-chlorophenol
2-chlorophenol
N-arylamide
Chlorobenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl halide
Aryl chloride
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:81853 )
phenols (CHEBI:81853 )
dichlorobenzene (CHEBI:81853 )
aromatic amide (CHEBI:81853 )
anilide fungicide (CHEBI:81853 )
Amide fungicides (C18593 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	5.39	ALOGPS
logP	4.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.4	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.21 m³·mol⁻¹	ChemAxon
Polarizability	30.53 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 9V, positive	splash10-0udi-0009000000-a0221ceb0f6408135342	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 18V, positive	splash10-0udi-2009000000-5ca632e131ff4102c86a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 27V, positive	splash10-0002-9101000000-86f58bd795207d7b946c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 36V, positive	splash10-0002-9100000000-0177447a40be2e61659f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 45V, positive	splash10-0002-9100000000-b25d2948f9f280cf47b9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 54V, positive	splash10-0a4j-9200000000-05240ecc8d0960cbc70f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 9V, negative	splash10-0udi-0019000000-993b9c46bf4267789476	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 18V, negative	splash10-0ik9-0095000000-298c2d6f4d52edea34a4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 27V, negative	splash10-03di-0090000000-9561a2d856296ed50b97	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 36V, negative	splash10-03dj-0190000000-5ac80e42f89cc9a18d3e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 45V, negative	splash10-006t-0490000000-91fae1a00ef8046f3af6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 54V, negative	splash10-00dm-0790000000-40c417e731fadce3bb94	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0002-9100000000-0177447a40be2e61659f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0002-9100000000-b25d2948f9f280cf47b9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0udi-0019000000-993b9c46bf4267789476	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0a4j-9200000000-05240ecc8d0960cbc70f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-03dj-0190000000-5ac80e42f89cc9a18d3e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-006t-0490000000-91fae1a00ef8046f3af6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-03di-0090000000-9561a2d856296ed50b97	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1319000000-67a50fb634183842872c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-3922000000-23f762d9dc3f7c0dadd8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6u-9200000000-4271ee05a18e446d5177	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-ce76f4d5f98393dfc2cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-3359000000-23786371c860ebc40b18	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fgd-6920000000-9d2151c7003a514d1f23	Spectrum