Page last updated: 2024-12-05

methyl isothiocyanate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Methyl isothiocyanate (MITC) is a naturally occurring compound found in various plants, particularly cruciferous vegetables like cabbage, broccoli, and Brussels sprouts. It is synthesized via the breakdown of glucosinolates, a class of plant secondary metabolites, upon enzymatic hydrolysis by the enzyme myrosinase. MITC exhibits a pungent, mustard-like odor and is known for its biological activities, including antimicrobial, antifungal, and anti-inflammatory properties. Research suggests that MITC may possess anticancer effects, particularly against certain types of leukemia and colon cancer. Its potential for promoting detoxification and supporting liver health is also being explored. Due to its diverse biological activities, MITC has become a subject of extensive research in the fields of food science, medicine, and agriculture. The compound's potential for promoting human health and its role in plant defense mechanisms continue to be investigated, making it a valuable area of study.'

methyl isothiocyanate: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methyl isothiocyanate : An isothiocyanate having a methyl group attached to the nitrogen. It is also the active nematicide of the pronematicide metam-sodium. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID11167
CHEMBL ID396000
CHEBI ID78337
MeSH IDM0046622

Synonyms (104)

Synonym
isothiocyanic acid methyl ester
isothiocyanic acid, methyl ester
methane, isothiocyanato-
einecs 209-132-5
epa pesticide chemical code 068103
isotiocianato di metile [italian]
hsdb 6396
methyl-isothiocyanat [german]
methylisothiocyanat [denmark]
vorlex 201 (nor-am)
vortex
methyl mustard
isothiocyanate de methyle [iso-french]
isothiocyanate de methyle [french]
methyl isothiocyanate [bsi:iso]
mitc
caswell no. 573
trapex-40
morton ep-161e
wn 12
ai3-28257
methylisothiokyanat [czech]
trapexide
vorlex (nor-am)
methylsenfoel [german]
isotiocianato de metilo [spanish]
methylisothiocyanaat [dutch]
un2477
methylisothiocyanaat [netherlands]
metile isotiocianato [italian]
methylisothiocyanate
inchi=1/c2h3ns/c1-3-2-4/h1h
biomet 33
methyl isothiocyanate
methane, (methylimino)thioxo-
556-61-6
trapex
degussa methyl isothiocyanate
isothiocyanatomethane
mencs
(methylimino)(thioxo)methane
NCGC00090735-01
methyl isothiocyanate, 97%
NCGC00090735-02
NCGC00090735-03
chebi:78337 ,
CHEMBL396000
methylimino(sulfanylidene)methane
STK802388
AKOS000119315
NCGC00090735-05
NCGC00090735-04
C18587
dtxcid707204
NCGC00254816-01
dtxsid2027204 ,
NCGC00259097-01
cas-556-61-6
tox21_201548
tox21_300912
A830741
BBL011120
I0189
methyl-isothiocyanat
methylsenfoel
methylisothiocyanaat
ec 209-132-5
methylisothiokyanat
isotiocianato de metilo
isotiocianato di metile
isothiocyanate de methyle
unii-rwe2m5ydw1
metile isotiocianato
methylisothiocyanat
rwe2m5ydw1 ,
methyl isothiocyanate [un2477] [poison]
FT-0627523
fema no. 4426
methyl isothiocyanate [fhfi]
methyl isothiocyanate [hsdb]
methyl isothiocyanate [mi]
methyl isothiocyanate [iso]
methyl thioisocyanate
(methylimino)(thioxo)-methane
methylisothiocynate
ch3ncs
methyl-isothiocyanate
methyl isothio-cyanate
un 2477
tropex
methane isothiocyanate
ep-161e
(methylimino)(thioxo)methane #
methylimino-sulfanylidenemethane
mfcd00004818
methyl isothiocyanate, pestanal(r), analytical standard
isothiocyanato-methane
isothiocyanatomethane, 9ci
(methylimino)thioxo-methane
imazalil tp2
Q908840
AMY11073
P20003
EN300-19011

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" In contrast, MITC significantly decreased thymus weight and cellularity and changed peripheral white blood cell populations in a manner similar to that noted for an equimolar dosage of SMD."( Role of decomposition products in sodium methyldithiocarbamate-induced immunotoxicity.
Barnes, DB; Keil, DE; Padgett, EL; Pruett, SB, 1996
)
0.29
" coli (strains 343/763 uvrB/recA and 343/765 uvr(+)/rec(+)), a pronounced dose-response effect (induction of repairable DNA-damage) was seen at low concentrations (>/=4microg/ml)."( Genotoxic effects of methyl isothiocyanate.
Kassie, F; Knasmüller, S; Kundi, M; Laky, B; Nobis, E, 2001
)
0.63
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
fumigantA volatile or volatilizable chemical compound utilized for control of pests in buildings, soil, grain, as well as during processing of goods to be imported or exported to prevent transfer of exotic organisms.
nematicideA substance used to destroy pests of the phylum Nematoda (roundworms).
lachrymatorAny substance that stimulates the corneal nerves in the eves to cause tears.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
isothiocyanateAn organosulfur compound with the general formula R-N=C=S.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (13)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
interleukin 8Homo sapiens (human)Potency66.82420.047349.480674.9780AID651758
RAR-related orphan receptor gammaMus musculus (house mouse)Potency69.02320.006038.004119,952.5996AID1159521; AID1159523
GLI family zinc finger 3Homo sapiens (human)Potency66.35000.000714.592883.7951AID1259369
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.48130.011212.4002100.0000AID1030
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency17.41080.003041.611522,387.1992AID1159552
retinoid X nuclear receptor alphaHomo sapiens (human)Potency3.49800.000817.505159.3239AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency9.77730.001530.607315,848.9004AID1224841
pregnane X nuclear receptorHomo sapiens (human)Potency30.91850.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency19.95260.000229.305416,493.5996AID588514
aryl hydrocarbon receptorHomo sapiens (human)Potency69.21790.000723.06741,258.9301AID743122
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency0.00160.010039.53711,122.0200AID588545
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency61.69050.000323.4451159.6830AID743065
heat shock protein beta-1Homo sapiens (human)Potency55.43880.042027.378961.6448AID743210; AID743228
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (32)

Assay IDTitleYearJournalArticle
AID1105130Fungitoxic activity in Sclerotinia sclerotiorum assessed as viability in volatile phase at 731 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105123Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of carpogenic germination in volatile phase at 146 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105221Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 1316 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1082888Nematicidal activity against Meloidogyne incognita (root-knot nematode) juveniles J2 assessed as paralysis after 1 day2012Journal of agricultural and food chemistry, Aug-01, Volume: 60, Issue:30
Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.
AID1105148Fungitoxic activity in Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 1024 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105251Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 1460 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105183Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of germination in volatile phase at 1462 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105126Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105253Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 732 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105222Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 1024 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105096In vivo antifungal Sclerotinia sclerotiorum in Pepper (Capsicum annuum L. cv. Sera Demre) assessed as inhibition of mycelial growth in volatile phase at 292 umol/L measured after 10 to 14 weeks2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105187Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of germination in volatile phase at 73 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105154Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 732 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105186Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of germination in volatile phase at 146 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1252689Inhibition of recombinant human PTP1B catalytic domain (1 to 322 amino acid residues) using pNPP as substrate assessed as p-nitrophenolate release by spectrophotometric analysis2015Bioorganic & medicinal chemistry letters, Oct-15, Volume: 25, Issue:20
Inactivation of protein tyrosine phosphatases by dietary isothiocyanates.
AID1105121Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of carpogenic germination in volatile phase at 1460 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105184Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of germination in volatile phase at 731 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105252Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 1024 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105127Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105185Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of germination in volatile phase at 439 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105124Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of carpogenic germination in volatile phase at 73 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105218Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 4387 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105144Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 4387 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105220Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 1462 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105122Fungistatic activity in Sclerotinia sclerotiorum assessed as inhibition of carpogenic germination in volatile phase at 732 umol/l measured at 20 degC after 5 days relative to control2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID293043Nematocidal activity against Caenorhabditis elegans assessed as revised death rate after 24 to 48 hrs2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Tetrahydrobenzotriazines as a new class of nematocide.
AID1105125Fungistatic activity in Sclerotinia sclerotiorum assessed as sclerotial viability measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105219Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in contact phase at 2924 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1082889Nematicidal activity against Meloidogyne incognita (root-knot nematode) juveniles J2 assessed as paralysis after 1 hr2012Journal of agricultural and food chemistry, Aug-01, Volume: 60, Issue:30
Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.
AID1105254Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 146 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105255Antifungal activity against Sclerotinia sclerotiorum assessed as inhibition of mycelial growth in volatile phase at 73 umol/l measured at 20 degC after 5 days2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
AID1105098In vivo antifungal Sclerotinia sclerotiorum in Pepper (Capsicum annuum L. cv. Sera Demre) assessed as inhibition of mycelial growth in volatile phase at 146 umol/L measured after 10 to 14 weeks2011Pest management science, Jul, Volume: 67, Issue:7
In vitro and in vivo antifungal activity of synthetic pure isothiocyanates against Sclerotinia sclerotiorum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (58)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (12.07)18.7374
1990's9 (15.52)18.2507
2000's25 (43.10)29.6817
2010's17 (29.31)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.30

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index42.30 (24.57)
Research Supply Index4.17 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index59.66 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (42.30)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (4.69%)6.00%
Case Studies4 (6.25%)4.05%
Observational0 (0.00%)0.25%
Other57 (89.06%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]