ChemFOnt: Showing chemical card for Momordin (CFc000334216)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:15:07 UTC

Chemfont ID

CFc000334216

Molecule Identification

Common Name

Momordin

Definition

(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).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	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

Chemical Formula

C₇H₁₄NO₅P

Average Molecular Weight

223.1635

Monoisotopic Molecular Weight

223.060959075

IUPAC Name

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

Traditional Name

monocrotophos

CAS Registry Number

6923-22-4

SMILES

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

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

Chemical Taxonomy

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 )

Functional Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: HMDB0031805)
Hypotension (HMDB: HMDB0031805)

Blood and lymphatic system disorder

Hypoglycemia (HMDB: HMDB0031805)

Observation

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Mood disorder

Major depressive disorder (HMDB: HMDB0031805)

Neurotic, stress-related, or somatoform disorder

Anxiety (HMDB: HMDB0031805)

Coma (HMDB: HMDB0031805)

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0031805)
Extracellular (HMDB: HMDB0031805)

Source

Endogenous

Endogenous (HMDB: HMDB0031805)

Exogenous

Food

Food (HMDB: HMDB0031805)

Gourd

Bitter gourd (FooDB: FOOD00115)

Synthetic

Synthetic (HMDB: HMDB0031805)

Process

Not Available

Role

Environmental role

Air pollutant (HMDB: HMDB0031805)

Industrial application

Agriculture

Pesticide

Acaricide (HMDB: HMDB0031805)

Physical Properties

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