Dimethomorph (CED0010018)

Record Information

Version

1.0

Creation Date

2014-08-29 06:51:42 UTC

Update Date

2026-08-21 18:44:57 UTC

SynCED ID

CED0010018

Secondary Accession Numbers

CHEM003455
T3D4495

Identification

Common Name

Dimethomorph

Class

Small Molecule

Description

Dimethomorph is an exogenous organic compound with the formula C21H22ClNO4 and an average molecular weight of 387.86 g/mol. It exists as a solid at room temperature. Dimethomorph belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. Used industrially as a biocide, this compound is a fungicide effective against Oomycetes in vines, tomatoes, and other crops, providing a systemic effect and good protective activity. It also functions as a lipid synthesis inhibitor. There are 18 recorded protein targets for dimethomorph, including ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1 (CD38), Tumor necrosis factor (TNF), C-C motif chemokine 2 (CCL2), and Nuclear receptor subfamily 1 group I member 2 (NR1I2), among 14 other proteins. Dimethomorph has been recorded in two sources: drinking water (drinking water & water supply) and the preparation of malt (food, food processing & cookware). The recorded route of exposure for this compound is oral.

Contaminant Type

Amide
Amine
Ester
Ether
Fungicide
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-(3-(4-Chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)morpholine	ChEBI
4-(3-(4-Chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl)morpholine	MeSH
Dimethomorph, (e)-isomer	MeSH
Dimethomorph, (Z)-isomer	MeSH

Chemical Formula

C₂₁H₂₂ClNO₄

Average Molecular Mass

387.857 g/mol

Monoisotopic Mass

387.124 g/mol

CAS Registry Number

110488-70-5

IUPAC Name

3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one

Traditional Name

3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one

SMILES

COC1=C(OC)C=C(C=C1)C(=CC(=O)N1CCOCC1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H22ClNO4/c1-25-19-8-5-16(13-20(19)26-2)18(15-3-6-17(22)7-4-15)14-21(24)23-9-11-27-12-10-23/h3-8,13-14H,9-12H2,1-2H3

InChI Key

QNBTYORWCCMPQP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Cinnamic acid or derivatives
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Chlorobenzene
Halobenzene
Oxazinane
Aryl chloride
Aryl halide
Morpholine
Tertiary carboxylic acid amide
Carboxamide group
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Dialkyl ether
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organohalogen compound
Carbonyl group
Organochloride
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

mixture (CHEBI:81848 )
morpholine fungicide (CHEBI:81848 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

fungicide (PMC9102307 , PMC11049364 )?
pesticide (PMC12103188 )?

Chemical Roles

Not Available

Organoleptic Effects

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	0.0084 g/L	ALOGPS
logP	3.82	ALOGPS
logP	3.28	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-0.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.03 m³·mol⁻¹	ChemAxon
Polarizability	40.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0419000000-c7e1c4a69a0194b01a2b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0769000000-d390cb7945d65abd3595	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0000900000-31b2976005376f7b4f5e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0000900000-bab09df6455b732a5a2d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uy0-0519000000-6bd64448e96adf5b3ca4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-2019000000-9283ceaaf440c0e10241	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-5249000000-a2399f29871f023827dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-9121000000-d22e47250589cc5da058	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0009000000-afdf123be8e4144add41	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-4029000000-6d0c3916d9181e38e4bc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000l-9042000000-ed8f57d724bac90c3719	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0009000000-91d12b1c2c95673370dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fe0-0059000000-ee258a14525ee8d271a1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dr-1594000000-9236b0ad6a759b484dfe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0009000000-4018b87b29a6ebde9672	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ri-1196000000-25e5fb9604ffa0980e89	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-7098000000-f77f6dc6413e1b68034f	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2689.0 Log mg/kg [1500:4800]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
CEDs000181	Ballast water?Ballast water, taken on by ships to maintain stability and balance, often contains a diverse array of microorganisms, including bacteria, viruses, and plankton.	Marine, shipping & aquaculture	PubChem
CEDs000182	Bilge water?Bilge water is a byproduct generated from the accumulation of water in the lowest part of a ship's hull, which may include a mixture of seawater, oil, fuel residues, and various contaminants.	Marine, shipping & aquaculture	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000547	Preparation Of Malt?Malt preparation involves the germination and drying of cereal grains, primarily barley, to produce malt for brewing and food products.	Food, food processing & cookware	PubChem
CEDs000583	Anchoring Equipment?Anchoring equipment, commonly used in marine applications, can be a source of synthetic chemical contamination due to the materials and coatings utilized in their manufacturing.	Marine, shipping & aquaculture	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000738	Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs01302	Wine	Food, food processing & cookware	PMC9957501
CEDs02265	River Water	Aquatic systems & sediments	PMC12414100
CEDs02281	Water Sample	Aquatic systems & sediments	PMC9693205
CEDs03133	Agricultural Wastewater	Wastewater, sanitation & biosolids	PMC9102307

Pathways

1 pathwayPathway Source: PathBank

Abc transporters

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Leucine-rich repeat serine/threonine-protein kinase 2	Q5S007	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.4 Statistical Significance 0.0263 Supporting Reference Compounds 336 E-value 204.666
Click to view 3D structure	Superoxide dismutase	Q4DCQ3	Trypanosoma cruzi (strain CL Brener)	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.333 Statistical Significance 0.0018 Supporting Reference Compounds 1 E-value 13.7793
Click to view 3D structure	Tyrosine-protein kinase JAK2	O60674	Humans	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.4 Statistical Significance 0.0769 Supporting Reference Compounds 1022 E-value 599.05
Click to view 3D structure	Outer-membrane lipoprotein carrier protein	P61316	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.324 Applicability Domain 0.324 Statistical Significance 1.90e-04 Supporting Reference Compounds 1 E-value 1.47914
Click to view 3D structure	Serine/threonine-protein kinase/endoribonuclease IRE1	Q9EQY0	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.315 Statistical Significance 1.40e-04 Supporting Reference Compounds 1 E-value 1.08989
Click to view 3D structure	3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	Humans	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.329 Statistical Significance 0.003 Supporting Reference Compounds 121 E-value 23.3548
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.308 Applicability Domain 0.368 Statistical Significance 0.0291 Supporting Reference Compounds 315 E-value 226.386
Click to view 3D structure	3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.329 Statistical Significance 0.0066 Supporting Reference Compounds 170 E-value 51.2248
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.319 Statistical Significance 0.0298 Supporting Reference Compounds 122 E-value 232.146
Click to view 3D structure	MAP kinase-interacting serine/threonine-protein kinase 2	Q9HBH9	Humans	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.4 Statistical Significance 0.0699 Supporting Reference Compounds 550 E-value 544.322
Click to view 3D structure	Neuromedin-K receptor	P29371	Humans	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.319 Statistical Significance 0.0232 Supporting Reference Compounds 57 E-value 180.532
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.333 Statistical Significance 0.0864 Supporting Reference Compounds 1103 E-value 672.851
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.3 Applicability Domain 0.313 Statistical Significance 0.0568 Supporting Reference Compounds 524 E-value 442.495
Click to view 3D structure	Carnitine O-palmitoyltransferase 1, muscle isoform	Q92523	Humans	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.305 Statistical Significance 0.0013 Supporting Reference Compounds 9 E-value 9.809
Click to view 3D structure	Carnitine O-palmitoyltransferase 1, liver isoform	P50416	Humans	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.305 Statistical Significance 0.0022 Supporting Reference Compounds 21 E-value 16.8933
Click to view 3D structure	Mitogen-activated protein kinase 8	P45983	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.317 Statistical Significance 0.1037 Supporting Reference Compounds 782 E-value 807.063
Click to view 3D structure	Serine/threonine-protein phosphatase 5	P53042	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.297 Low confidence Statistical Significance 8.30e-04 Supporting Reference Compounds 1 E-value 6.46149
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.343 Statistical Significance 0.1415 Supporting Reference Compounds 1301 E-value 1101.72
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.31 Statistical Significance 0.1548 Supporting Reference Compounds 1245 E-value 1205.11
Click to view 3D structure	Carnitine O-palmitoyltransferase 1, liver isoform	P32198	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.305 Statistical Significance 0.0017 Supporting Reference Compounds 15 E-value 13.0787
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.333 Statistical Significance 0.0808 Supporting Reference Compounds 861 E-value 628.788
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.292 Applicability Domain 0.404 Statistical Significance 0.0562 Supporting Reference Compounds 472 E-value 437.435
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.291 Applicability Domain 0.343 Statistical Significance 0.1804 Supporting Reference Compounds 1660 E-value 1404.79
Click to view 3D structure	Plasma membrane ATPase 1	P05030	Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast)	Predicted (SEA)	Prediction Confidence Score 0.29 Applicability Domain 0.29 Low confidence Statistical Significance 5.10e-04 Supporting Reference Compounds 1 E-value 3.97031
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	Prediction Confidence Score 0.29 Applicability Domain 0.317 Statistical Significance 0.1129 Supporting Reference Compounds 742 E-value 878.684
Click to view 3D structure	3',5'-cyclic-AMP phosphodiesterase 4A	P27815	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Known	Not Available
Click to view 3D structure	E-selectin	P16581	Humans	Known	Not Available
Click to view 3D structure	Tumor necrosis factor	P01375	Humans	Known	Not Available
Click to view 3D structure	Tumor necrosis factor receptor superfamily member 5	P25942	Humans	Known	Not Available
Click to view 3D structure	Urokinase plasminogen activator surface receptor	Q03405	Humans	Known	Not Available
Click to view 3D structure	Androgen receptor	P10275	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 3A5	P20815	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Known	Not Available
Click to view 3D structure	ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1	P28907	Humans	Known	Not Available
Click to view 3D structure	C-C motif chemokine 2	P13500	Humans	Known	Not Available
Click to view 3D structure	Interleukin-8	P10145	Humans	Known	Not Available
Click to view 3D structure	Vascular cell adhesion protein 1	P19320	Humans	Known	Not Available
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	O75469	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Known	Not Available
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Known	Not Available
Click to view 3D structure	Equilibrative nucleoside transporter 1	Q99808	Humans	Known	Not Available