U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula 10C4H6N2S4.9Mn.Zn
Molecular Weight 2663.49
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MANCOZEB

SMILES

[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Zn++].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S

InChI

InChIKey=UYNPYIFEUKYCHF-UHFFFAOYSA-A
InChI=1S/10C4H8N2S4.9Mn.Zn/c10*7-3(8)5-1-2-6-4(9)10;;;;;;;;;;/h10*1-2H2,(H2,5,7,8)(H2,6,9,10);;;;;;;;;;/q;;;;;;;;;;10*+2/p-20

HIDE SMILES / InChI

Molecular Formula C4H8N2S4
Molecular Weight 212.38
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Zn
Molecular Weight 65.409
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Mn
Molecular Weight 54.938
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Mancozeb is a broad spectrum fungicide used in agriculture, professional turf management, and horticulture. Mancozeb is a member of the ethylene bisdithiocarbamate (EBDC) group of fungicides. Mancozeb itself is not fungicidal and can effectively be considered a profungicide which, when exposed to water, breaks down to release ethylene bisisothiocyanate sulfide (EBIS), which is then converted via the action of UV light into ethylene bisisothiocyanate (EBI). Both EBIS and EBI are believed to be the active toxicants and are thought to interfere with enzymes containing sulphydryl groups. This fatal disruption of core enzymatic processes is postulated to inhibit or interfere with at least six different biochemical processes within the fungal cell cytoplasm and mitochondria. Mancozeb should be regarded as a suspected developmental hazard and a presumed reproductive hazard in humans.

Approval Year

PubMed

PubMed

TitleDatePubMed
Tumour initiating activity of mancozeb--a carbamate fungicide in mouse skin.
1987 Sep
[Contact eczema caused by pesticides in East Germany].
1989
Antimutagenic efficacy of higher doses of vitamin C.
1993 Jan
Occupational allergic contact dermatitis and airborne contact dermatitis from 5 fungicides in a vineyard worker. Cross-reactions between fungicides of the dithiocarbamate group?
1996 May
Photoallergic contact dermatitis from mancozeb, an agricultural fungicide.
1996 Sep
Induction of gonadal toxicity to male rats after chronic exposure to mancozeb.
1997
Interaction of Dithane M-45 (mancozeb) and lead acetate during a teratogenicity test in rats.
2000
Induction of gonadal toxicity to female rats after chronic exposure to mancozeb.
2001 Jul
One-generation reproduction toxicity study of Dithane M-45 (mancozeb) and lead acetate.
2002
Anti-implantation effect of a carbamate fungicide mancozeb in albino mice.
2002 Apr
Temporal effects of mancozeb on testes, accessory reproductive organs and biochemical constituents in albino mice.
2003 Dec
Morphometric analysis of follicular growth and biochemical constituents in albino rats exposed to mancozeb.
2004
Effects of pesticides on the peripheral and central nervous system in tobacco farmers in Malaysia: studies on peripheral nerve conduction, brain-evoked potentials and computerized posturography.
2005 Apr
Indicators of mancozeb exposure in relation to thyroid cancer and neural tube defects in farmers' families.
2005 Apr
Retinal degeneration and other eye disorders in wives of farmer pesticide applicators enrolled in the agricultural health study.
2005 Jun 1
Immunomodulatory effects of the fungicide Mancozeb in agricultural workers.
2005 Oct 15
Lymphohematopoietic cancers in the United Farm Workers of America (UFW), 1988-2001.
2005 Sep
Molecular mechanisms underlying mancozeb-induced inhibition of TNF-alpha production.
2006 Apr 15
Effect of the co-administration of phenobarbital, quercetin and mancozeb on nitrosomethylurea-induced pancreatic tumors in rats.
2006 Dec
DNA damage and apoptosis induction by the pesticide Mancozeb in rat cells: involvement of the oxidative mechanism.
2006 Mar 1
Pesticide use and thyroid disease among women in the Agricultural Health Study.
2010 Feb 15
Pesticide use and cutaneous melanoma in pesticide applicators in the agricultural heath study.
2010 Jun
Reversible Parkinsonism after accidental oral intake of mancozeb.
2011 Feb 15
Exposure to Mn/Zn ethylene-bis-dithiocarbamate and glyphosate pesticides leads to neurodegeneration in Caenorhabditis elegans.
2011 Jun
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011 Mar 28
Environmental impact on vascular development predicted by high-throughput screening.
2011 Nov
Zebrafish eleutheroembryos provide a suitable vertebrate model for screening chemicals that impair thyroid hormone synthesis.
2011 Sep 1
Exposure to glyphosate- and/or Mn/Zn-ethylene-bis-dithiocarbamate-containing pesticides leads to degeneration of γ-aminobutyric acid and dopamine neurons in Caenorhabditis elegans.
2012 Apr
Currently used pesticides and their mixtures affect the function of sex hormone receptors and aromatase enzyme activity.
2013 Oct 15
RTP801 regulates maneb- and mancozeb-induced cytotoxicity via NF-κB.
2014 Jul
Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects.
2015 Jan 5

Sample Use Guides

Using an in vitro model of reproductive toxicity, comprising parietal granulosa cells (GCs) from mouse antral follicles cultured with increasing concentrations of mancozeb (0.001-1 µg/ml). Morphometric analysis evidenced a reduction of mitochondrial length in GCs exposed to mancozeb 0.01-1 µg/ml and a dose-dependent increase of vacuole dimension.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:50:27 GMT 2023
Edited
by admin
on Fri Dec 15 17:50:27 GMT 2023
Record UNII
R0HY55EB9E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MANCOZEB
HSDB   ISO   MI  
Common Name English
POLYMERIC SALT OF ETHYLENEBISDITHIOCARBAMIC ACID CONTAINING 20% MANGANESE AND 2.5% ZINC
Common Name English
VONDOZEB
Brand Name English
ZINC ION-MANEB
Common Name English
FORE
Brand Name English
PENNCOZEB
Brand Name English
MANZATE
Brand Name English
NEMISPOR
Brand Name English
MANZIN
Brand Name English
ZINC MANGANESE ETHYLENEBISDITHIOCARBAMATE
Systematic Name English
MANCOZEB [HSDB]
Common Name English
MANCOZEB [ISO]
Common Name English
ETHYLENEBIS(DITHIOCARBAMIC ACID) MANGANESE ZINC COMPLEX
Common Name English
MANCOZEB [MI]
Common Name English
MANGANESE ETHYLENEBIS(DITHIOCARBAMATE) (POLYMERIC) COMPLEX WITH ZINC SALT
Common Name English
MANZEB
Common Name English
DITHANE M-45
Brand Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 14504
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
Code System Code Type Description
ALANWOOD
mancozeb
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
MERCK INDEX
m7050
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY Merck Index
HSDB
6792
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
PUBCHEM
76957227
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
CAS
8018-01-7
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
MESH
C011453
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
FDA UNII
R0HY55EB9E
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
MESH
C013099
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
CHEBI
52492
Created by admin on Fri Dec 15 17:50:27 GMT 2023 , Edited by admin on Fri Dec 15 17:50:27 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE