Showing Compound Momordin (FDB006215)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:02 UTC

Update date

2020-02-24 19:10:54 UTC

Primary ID

FDB006215

Secondary Accession Numbers

FDB008479

Chemical Information

FooDB Name

Momordin

Description

(e)-monocrotophos, also known as azodrin or dimethyl (E)-3-hydroxy-N-methylcrotonamide, is a member of the class of compounds known as dialkyl phosphates. Dialkyl phosphates are organic compounds containing a phosphate group that is linked to exactly two alkyl chain (e)-monocrotophos is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Within the cell, (e)-monocrotophos is primarily located in the cytoplasm. It can also be found in the extracellular space (e)-monocrotophos is a non-carcinogenic (not listed by IARC) potentially toxic compound. If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally (T3DB).

CAS Number

6923-22-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Azodrin	ChEBI
Dimethyl (e)-1-methyl-2-(methylcarbamoyl)vinyl phosphate	ChEBI
Dimethyl (e)-3-hydroxy-N-methylcrotonamide	ChEBI
Phosphoric acid, dimethyl (e)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester	ChEBI
Dimethyl (e)-1-methyl-2-(methylcarbamoyl)vinyl phosphoric acid	Generator
Phosphate, dimethyl (e)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester	Generator
3-(Dimethoxyphosphinyloxy)N-methyl-cis-crotonamide	HMDB
3-Dimethoxyphosphinoyloxy-N-methylisocrotonamide	HMDB
3-Hydroxy-N-methyl-cis-crotonamide dimethyl phosphate	HMDB
3-Hydroxy-N-methyl-cis-crotonamide dimethyl phosphate ester	HMDB
3-Hydroxy-N-methyl-dimethylphosphate(e)-crotonamide	HMDB
3-Hydroxy-N-methyl-dimethylphosphatecis-crotonamide	HMDB
Aimocron	HMDB
Apadrin	HMDB
Azadrin	HMDB
Azodrin 202R	HMDB
Azodrin insecticide	HMDB
Azodrin-71	HMDB
Biloborn	HMDB
Bilobran	HMDB
cis-1-Methyl-2-methyl carbamoyl vinyl phosphate	HMDB
Corophos	HMDB
Crisodin	HMDB
Crisodrin	HMDB
Croton 36	HMDB
Crotos	HMDB
Des-N-methyl dicrotophos	HMDB
Dimethyl 1-methyl-2-(methylcarbamoyl)vinyl phosphate, cis	HMDB
Dimethyl phosphate OF 3-hydroxy-N-methyl-cis-crotonamide	HMDB
e-Monocrotophos	HMDB
Glore phos 36	HMDB
Hazodrin	HMDB
Monocil	HMDB
Monocil 40	HMDB
Monocron	HMDB
Monocrotophos 40 ec	HMDB
Monodrin	HMDB
Monokrotofosz	HMDB
Monostar	HMDB
N-Desmethyl bidrin	HMDB
Nuvacron	HMDB
Nuvacron 20	HMDB
Nuvacron-20	HMDB
O,O-Dimethyl cis-1-methyl-2-methylcarbamoylvinylphosphate	HMDB
O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl)-fosfaat	HMDB
O,O-Dimetil-O-(2-N-metilcarbamoil-1-metil-vinil)-fosfato	HMDB
Pandar	HMDB
Parryfos	HMDB
Pillardrin	HMDB
Plantdrin	HMDB
Rapid X	HMDB
Shell SD 9129	HMDB
Susvin	HMDB
Ulvair	HMDB
(e)-Monocrotophos	ChEBI

Predicted Properties

Property	Value	Source
Water Solubility	8.7 g/L	ALOGPS
logP	-0.26	ALOGPS
logP	-0.47	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	15.73	ChemAxon
pKa (Strongest Basic)	-0.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.86 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.64 m³·mol⁻¹	ChemAxon
Polarizability	20.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C7H14NO5P

IUPAC name

(2E)-3-[(dimethoxyphosphoryl)oxy]-N-methylbut-2-enamide

InChI Identifier

InChI=1S/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)/b6-5+

InChI Key

KRTSDMXIXPKRQR-AATRIKPKSA-N

Isomeric SMILES

CNC(=O)\C=C(/C)OP(=O)(OC)OC

Average Molecular Weight

223.1635

Monoisotopic Molecular Weight

223.060959075

Classification

Description

Belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Dialkyl phosphates

Alternative Parents

Substituents

Dialkyl phosphate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:38728 )
dialkyl phosphate (CHEBI:38728 )
organophosphate insecticide (CHEBI:38728 )
alkenyl phosphate (CHEBI:38728 )
Organophosphorus insecticides (C18663 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Household products:

Pesticide:

Environmental role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004i-8900000000-0426bb5e86a7ce455ca3	Spectrum
GC-MS	Momordin, non-derivatized, GC-MS Spectrum	splash10-004i-4900000000-e97ee38f28a0c37d737a	Spectrum
GC-MS	Momordin, non-derivatized, GC-MS Spectrum	splash10-004i-4900000000-e97ee38f28a0c37d737a	Spectrum
Predicted GC-MS	Momordin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0adi-1910000000-d0a2fd9e1d3db52548cf	Spectrum
Predicted GC-MS	Momordin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Momordin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-002f-0900000000-bc93c9f49b96b126240c	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-0900000000-5bef9f97534886d7bbc1	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-0900000000-62b02093267f5b04a4c6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-0900000000-c0b68f0a70caf30dde61	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-004i-0900000000-45b4da314919775f4d8b	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-002f-0900000000-117fc8ca973d0f3a2269	Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0900000000-31c044afec62150ed234	Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-0900000000-6f006f7dd8fb4313bb4d	Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-004i-0900000000-9ab358a8bea057c26f2a	Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-004i-0900000000-45b4da314919775f4d8b	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-b733d425aecee271615f	Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0900000000-6d8b96a01aee3a46f311	Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0900000000-c0b68f0a70caf30dde61	Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-0900000000-372d6bf8c22bd7aeb50a	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-002f-0900000000-fef4343d64994e5383dc	Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0900000000-3da25e2416a223eb8529	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fft-7930000000-7407d8205c3ca4de8df8	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-054k-9510000000-55fdc29c7e5ebc6c1393	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00or-9500000000-fab7d8fe424250861d0b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-1960000000-1dc3d4bd92c27f7b5848	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-2910000000-9db8c31b2df0f599540d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9200000000-1386bb26d28d0f9dfa6e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00ba-7950000000-683d6727b83458b9961f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9300000000-21f6ab78dfd677e72a53	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-4900000000-61a6cd864c33f5fb06b8	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

13632905

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

MOMORDIN

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Momordin (FDB006215)

Structure for FDB006215 (Momordin)