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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:05:14 UTC

Update Date

2023-02-21 17:27:00 UTC

HMDB ID

HMDB0039583

Secondary Accession Numbers

HMDB39583

Metabolite Identification

Common Name

2-Ethyl-5-imino-1-cyclopenten-1-ol

Description

2-Ethyl-5-imino-1-cyclopenten-1-ol belongs to the class of organic compounds known as ketimines. These are organic compounds bearing the ketimine functional group, with the general structure R2C=NR' ( R is not a hydrogen ). Based on a literature review very few articles have been published on 2-Ethyl-5-imino-1-cyclopenten-1-ol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Ethyl-2-hydroxy-2-cyclopentenimine	HMDB

Chemical Formula

C₇H₁₁NO

Average Molecular Weight

125.1683

Monoisotopic Molecular Weight

125.084063979

IUPAC Name

2-ethyl-5-iminocyclopent-1-en-1-ol

Traditional Name

2-ethyl-5-iminocyclopent-1-en-1-ol

CAS Registry Number

90554-84-0

SMILES

CCC1=C(O)C(=N)CC1

InChI Identifier

InChI=1S/C7H11NO/c1-2-5-3-4-6(8)7(5)9/h8-9H,2-4H2,1H3

InChI Key

QWYZDNYETGLKEE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketimines. These are organic compounds bearing the ketimine functional group, with the general structure R2C=NR' ( R is not a hydrogen ).

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Imines

Direct Parent

Ketimines

Alternative Parents

Substituents

Ketimine
Enol
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039583)
Cytoplasm (HMDB: HMDB0039583)

Source

Exogenous

Exogenous (HMDB: HMDB0039583)

Food

Food (HMDB: HMDB0039583)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039583)

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	2277 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.32 g/L	ALOGPS
logP	1.03	ALOGPS
logP	0.82	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.38	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.08 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.06 m³·mol⁻¹	ChemAxon
Polarizability	13.98 Å³	ChemAxon
Number of Rings	1	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]+	132.966	30932474
DeepCCS	[M-H]-	129.387	30932474
DeepCCS	[M-2H]-	166.642	30932474
DeepCCS	[M+Na]+	141.921	30932474
AllCCS	[M+H]+	127.9	32859911
AllCCS	[M+H-H2O]+	123.3	32859911
AllCCS	[M+NH4]+	132.3	32859911
AllCCS	[M+Na]+	133.5	32859911
AllCCS	[M-H]-	127.3	32859911
AllCCS	[M+Na-2H]-	129.4	32859911
AllCCS	[M+HCOO]-	131.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.41 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0571 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	55.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1198.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	332.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	103.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	437.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	340.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	718.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	249.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1003.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	214.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	503.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	150.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-5-imino-1-cyclopenten-1-ol	CCC1=C(O)C(=N)CC1	1953.0	Standard polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol	CCC1=C(O)C(=N)CC1	1141.4	Standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol	CCC1=C(O)C(=N)CC1	1228.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-5-imino-1-cyclopenten-1-ol,1TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(=N)CC1	1357.9	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,1TMS,isomer #2	CCC1=C(O)C(=N[Si](C)(C)C)CC1	1342.2	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,2TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(=N[Si](C)(C)C)CC1	1457.2	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,2TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(=N[Si](C)(C)C)CC1	1445.9	Standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,1TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(=N)CC1	1581.8	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,1TBDMS,isomer #2	CCC1=C(O)C(=N[Si](C)(C)C(C)(C)C)CC1	1568.4	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,2TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)CC1	1888.6	Semi standard non polar	33892256
2-Ethyl-5-imino-1-cyclopenten-1-ol,2TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)CC1	1837.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-056v-9200000000-317049ba8698a1cd074b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9800000000-42516e9a950bad36aafb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 10V, Positive-QTOF	splash10-056r-0900000000-475cd69a618ae47c379b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 20V, Positive-QTOF	splash10-0pdi-9700000000-813b1b24ede9ba87b44c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 40V, Positive-QTOF	splash10-0udi-9000000000-5067b47851bb2a587e35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 10V, Negative-QTOF	splash10-00di-0900000000-4b1fa99eacbe1dcfc296	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 20V, Negative-QTOF	splash10-00di-4900000000-44c44149aba6b017560a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 40V, Negative-QTOF	splash10-052f-9100000000-1c1afb2192032dda8ded	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 10V, Positive-QTOF	splash10-004i-0900000000-2a261d36bd773d896617	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 20V, Positive-QTOF	splash10-001i-9300000000-4b5c86845a11227e5316	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 40V, Positive-QTOF	splash10-052o-9000000000-f64346f4426193ac818a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 10V, Negative-QTOF	splash10-00di-0900000000-855cdd7f72785452a050	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 20V, Negative-QTOF	splash10-05fu-9800000000-4726e956dc84770a49a8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-imino-1-cyclopenten-1-ol 40V, Negative-QTOF	splash10-00kf-9100000000-f4d598b8fd3955080f45	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB019208

KNApSAcK ID

Not Available

Chemspider ID

30777355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129720151

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1878581

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Ethyl-5-imino-1-cyclopenten-1-ol (HMDB0039583)

MOL for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

3D MOL for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

3D SDF for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

3D-SDF for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

PDB for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

3D PDB for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

SMILES for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

INCHI for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

Structure for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

3D Structure for HMDB0039583 (2-Ethyl-5-imino-1-cyclopenten-1-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra