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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:41:22 UTC

Update Date

2021-09-26 23:04:21 UTC

HMDB ID

HMDB0252014

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethephon

Description

Ethephon, also known as 2-cepa, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Based on a literature review a significant number of articles have been published on Ethephon. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethephon is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethephon is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Cepa	ChEBI
2-Chloraethyl-phosphonsaeure	ChEBI
2-Chloroethanephosphonic acid	ChEBI
Acide chloro-2-ethyl-phosphonique	ChEBI
Chloroethylphosphonic acid	ChEBI
2-Chloroethanephosphonate	Generator
Chloroethylphosphonate	Generator
Camposan	MeSH
Ethrel	MeSH
beta-Chloroethylphosphonic acid	MeSH
2-Chloroethylphosphonic acid	MeSH

Chemical Formula

C₂H₆ClO₃P

Average Molecular Weight

144.494

Monoisotopic Molecular Weight

143.974308277

IUPAC Name

(2-chloroethyl)phosphonic acid

Traditional Name

ethephon

CAS Registry Number

Not Available

SMILES

OP(O)(=O)CCCl

InChI Identifier

InChI=1S/C2H6ClO3P/c3-1-2-7(4,5)6/h1-2H2,(H2,4,5,6)

InChI Key

UDPGUMQDCGORJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphonic acids and derivatives

Sub Class

Organic phosphonic acids

Direct Parent

Organic phosphonic acids

Alternative Parents

Substituents

Organophosphonic acid
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphonic acids (CHEBI:52741 )
Pesticides (C18399 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Cytoplasm (HMDB: HMDB0252014)
Extracellular (HMDB: HMDB0252014)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Agriculture

Growth agent

Plant growth regulator (HMDB: HMDB0252014)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.37	ALOGPS
logP	-0.57	ChemAxon
logS	-0.72	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.65 m³·mol⁻¹	ChemAxon
Polarizability	10.88 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	130.345	30932474
DeepCCS	[M-H]-	127.359	30932474
DeepCCS	[M-2H]-	164.154	30932474
DeepCCS	[M+Na]+	139.036	30932474
AllCCS	[M+H]+	131.9	32859911
AllCCS	[M+H-H2O]+	127.9	32859911
AllCCS	[M+NH4]+	135.7	32859911
AllCCS	[M+Na]+	136.8	32859911
AllCCS	[M-H]-	132.7	32859911
AllCCS	[M+Na-2H]-	136.6	32859911
AllCCS	[M+HCOO]-	141.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethephon	OP(O)(=O)CCCl	2278.7	Standard polar	33892256
Ethephon	OP(O)(=O)CCCl	1149.4	Standard non polar	33892256
Ethephon	OP(O)(=O)CCCl	1262.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethephon,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCCl	1302.6	Semi standard non polar	33892256
Ethephon,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCCl	1196.3	Standard non polar	33892256
Ethephon,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCCl	1610.7	Standard polar	33892256
Ethephon,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C	1360.1	Semi standard non polar	33892256
Ethephon,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C	1366.9	Standard non polar	33892256
Ethephon,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C	1355.3	Standard polar	33892256
Ethephon,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCl	1554.7	Semi standard non polar	33892256
Ethephon,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCl	1430.3	Standard non polar	33892256
Ethephon,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCCl	1769.2	Standard polar	33892256
Ethephon,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C(C)(C)C	1808.3	Semi standard non polar	33892256
Ethephon,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C(C)(C)C	1785.3	Standard non polar	33892256
Ethephon,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCCl)O[Si](C)(C)C(C)(C)C	1670.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethephon GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9500000000-2edc350844ce3fe8b968	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethephon GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-9100000000-d74513f7901e0d3c43af	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 10V, Positive-QTOF	splash10-0006-3900000000-360ec9d852c73378d291	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 20V, Positive-QTOF	splash10-000x-5900000000-300623b3e7d324b1341e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 40V, Positive-QTOF	splash10-03di-9000000000-7eaead4aea87a8258d88	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 10V, Negative-QTOF	splash10-0006-5900000000-97e2769d90649d846272	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 20V, Negative-QTOF	splash10-05iu-8900000000-44e0f368c4582fee6d0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 40V, Negative-QTOF	splash10-004i-9100000000-d3ee9a98eeda991030a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 10V, Positive-QTOF	splash10-002f-0900000000-3b56cb9970fd59295f24	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 20V, Positive-QTOF	splash10-003r-9600000000-ef010ce1c4a74d3bfc16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 40V, Positive-QTOF	splash10-03e9-9000000000-64351cc5428b9b10ba9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 10V, Negative-QTOF	splash10-004i-9400000000-a890d30c78912775026f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 20V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethephon 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26031

KEGG Compound ID

C18399

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethephon

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

52741

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1174491

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ethephon (HMDB0252014)

MOL for HMDB0252014 (Ethephon)

3D MOL for HMDB0252014 (Ethephon)

3D SDF for HMDB0252014 (Ethephon)

3D-SDF for HMDB0252014 (Ethephon)

PDB for HMDB0252014 (Ethephon)

3D PDB for HMDB0252014 (Ethephon)

SMILES for HMDB0252014 (Ethephon)

INCHI for HMDB0252014 (Ethephon)

Structure for HMDB0252014 (Ethephon)

3D Structure for HMDB0252014 (Ethephon)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra