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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:06:27 UTC

Update Date

2021-09-26 23:08:54 UTC

HMDB ID

HMDB0254717

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Milacemide

Description

Milacemide, also known as CP 1552-S, belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. Based on a literature review a significant number of articles have been published on Milacemide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Milacemide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Milacemide 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-N-Pentylaminoacetamide	HMDB
CP 1552-S	HMDB

Chemical Formula

C₇H₁₆N₂O

Average Molecular Weight

144.218

Monoisotopic Molecular Weight

144.126263143

IUPAC Name

2-(pentylamino)acetamide

Traditional Name

milacemide

CAS Registry Number

Not Available

SMILES

CCCCCNCC(N)=O

InChI Identifier

InChI=1S/C7H16N2O/c1-2-3-4-5-9-6-7(8)10/h9H,2-6H2,1H3,(H2,8,10)

InChI Key

GJNNXIYZWIZFRH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
Primary carboxylic acid amide
Carboxamide group
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	0.38	ALOGPS
logP	0.25	ChemAxon
logS	-0.73	ALOGPS
pKa (Strongest Acidic)	16.79	ChemAxon
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	41.07 m³·mol⁻¹	ChemAxon
Polarizability	16.99 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]+	140.308	30932474
DeepCCS	[M-H]-	138.323	30932474
DeepCCS	[M-2H]-	174.377	30932474
DeepCCS	[M+Na]+	149.191	30932474
AllCCS	[M+H]+	133.6	32859911
AllCCS	[M+H-H2O]+	129.6	32859911
AllCCS	[M+NH4]+	137.4	32859911
AllCCS	[M+Na]+	138.4	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	136.7	32859911
AllCCS	[M+HCOO]-	139.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Milacemide	CCCCCNCC(N)=O	2191.6	Standard polar	33892256
Milacemide	CCCCCNCC(N)=O	1289.7	Standard non polar	33892256
Milacemide	CCCCCNCC(N)=O	1395.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Milacemide,1TMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C	1492.9	Semi standard non polar	33892256
Milacemide,1TMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C	1416.9	Standard non polar	33892256
Milacemide,1TMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C	2006.0	Standard polar	33892256
Milacemide,1TMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C	1504.9	Semi standard non polar	33892256
Milacemide,1TMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C	1417.2	Standard non polar	33892256
Milacemide,1TMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C	2203.1	Standard polar	33892256
Milacemide,2TMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C)[Si](C)(C)C	1551.4	Semi standard non polar	33892256
Milacemide,2TMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C)[Si](C)(C)C	1604.6	Standard non polar	33892256
Milacemide,2TMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C)[Si](C)(C)C	1799.7	Standard polar	33892256
Milacemide,2TMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C)[Si](C)(C)C	1555.8	Semi standard non polar	33892256
Milacemide,2TMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C)[Si](C)(C)C	1604.2	Standard non polar	33892256
Milacemide,2TMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C)[Si](C)(C)C	1756.3	Standard polar	33892256
Milacemide,3TMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1679.4	Semi standard non polar	33892256
Milacemide,3TMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1717.2	Standard non polar	33892256
Milacemide,3TMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1698.5	Standard polar	33892256
Milacemide,1TBDMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C(C)(C)C	1717.9	Semi standard non polar	33892256
Milacemide,1TBDMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C(C)(C)C	1621.5	Standard non polar	33892256
Milacemide,1TBDMS,isomer #1	CCCCCNCC(=O)N[Si](C)(C)C(C)(C)C	2040.7	Standard polar	33892256
Milacemide,1TBDMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C(C)(C)C	1708.2	Semi standard non polar	33892256
Milacemide,1TBDMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C(C)(C)C	1633.0	Standard non polar	33892256
Milacemide,1TBDMS,isomer #2	CCCCCN(CC(N)=O)[Si](C)(C)C(C)(C)C	2283.4	Standard polar	33892256
Milacemide,2TBDMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2020.3	Semi standard non polar	33892256
Milacemide,2TBDMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1993.4	Standard non polar	33892256
Milacemide,2TBDMS,isomer #1	CCCCCN(CC(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2003.0	Standard polar	33892256
Milacemide,2TBDMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2040.4	Semi standard non polar	33892256
Milacemide,2TBDMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1999.1	Standard non polar	33892256
Milacemide,2TBDMS,isomer #2	CCCCCNCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1932.8	Standard polar	33892256
Milacemide,3TBDMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2333.6	Semi standard non polar	33892256
Milacemide,3TBDMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2293.8	Standard non polar	33892256
Milacemide,3TBDMS,isomer #1	CCCCCN(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2058.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Milacemide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9100000000-f9b0f4c3c33a9b6a7a80	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milacemide 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 - Milacemide 10V, Positive-QTOF	splash10-0002-3900000000-d0e10b5b26f0b66c99d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milacemide 20V, Positive-QTOF	splash10-0596-9000000000-09c5d932acb9800acd0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milacemide 40V, Positive-QTOF	splash10-0a4i-9000000000-e11a5086bd25fa2afca4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milacemide 10V, Negative-QTOF	splash10-0006-0900000000-06eb4301061bc014635d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milacemide 20V, Negative-QTOF	splash10-0006-3900000000-264525abf3759840f32d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milacemide 40V, Negative-QTOF	splash10-0006-9000000000-90726b17dc36e29c5299	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

48376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Milacemide

METLIN ID

Not Available

PubChem Compound

53569

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Milacemide (HMDB0254717)

MOL for HMDB0254717 (Milacemide)

3D MOL for HMDB0254717 (Milacemide)

3D SDF for HMDB0254717 (Milacemide)

3D-SDF for HMDB0254717 (Milacemide)

PDB for HMDB0254717 (Milacemide)

3D PDB for HMDB0254717 (Milacemide)

SMILES for HMDB0254717 (Milacemide)

INCHI for HMDB0254717 (Milacemide)

Structure for HMDB0254717 (Milacemide)

3D Structure for HMDB0254717 (Milacemide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra