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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:25:05 UTC

Update Date

2021-09-26 22:51:52 UTC

HMDB ID

HMDB0244244

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,6-Hexanediamine

Description

1,6-Hexanediamine, also known as 1,6-diaminohexane or HMDA, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. 1,6-Hexanediamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 1,6-Hexanediamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,6-hexanediamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,6-Hexanediamine 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
1,6-Diamino-N-hexane	ChEBI
1,6-Diaminohexane	ChEBI
1,6-Hexamethylenediamine	ChEBI
1,6-Hexylenediamine	ChEBI
Diaminohexane	ChEBI
H2N(CH2)6nh2	ChEBI
HEX-NH2	ChEBI
Hexamethylene diamine	ChEBI
Hexamethylenediamine	ChEBI
Hexylenediamine	ChEBI
HMDA	ChEBI
1,6-Diaminohexane dihydrochloride	HMDB
1,6-Diaminohexane dihydrofluoride	HMDB
1,6-Hexane diamine	HMDB
1,6-Diaminohexamethylene	HMDB
1,6-Diaminohexane monohydrochloride	HMDB
Hexamethyldiamine	HMDB
1,6-Hexanediamine methanesulfonate	HMDB
1,6-Diaminohexane dihydrochloride, 1-(11)C-labeled	HMDB
HMDA CPD	HMDB
Hexane-1,6-diamine	HMDB
1,6-Hexanediamine	ChEBI

Chemical Formula

C₆H₁₆N₂

Average Molecular Weight

116.2046

Monoisotopic Molecular Weight

116.131348522

IUPAC Name

hexane-1,6-diamine

Traditional Name

1,6-diaminohexane

CAS Registry Number

Not Available

SMILES

NCCCCCCN

InChI Identifier

InChI=1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2

InChI Key

NAQMVNRVTILPCV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Monoalkylamines

Alternative Parents

Substituents

Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkane-alpha,omega-diamine (CHEBI:39618 )
a small molecule (CPD-7992 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	0.27	ALOGPS
logP	0.044	ChemAxon
logS	-0.7	ALOGPS
pKa (Strongest Basic)	10.51	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.58 m³·mol⁻¹	ChemAxon
Polarizability	15.18 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]+	130.12	30932474
DeepCCS	[M-H]-	127.954	30932474
DeepCCS	[M-2H]-	163.677	30932474
DeepCCS	[M+Na]+	138.669	30932474
AllCCS	[M+H]+	126.7	32859911
AllCCS	[M+H-H2O]+	122.5	32859911
AllCCS	[M+NH4]+	130.6	32859911
AllCCS	[M+Na]+	131.7	32859911
AllCCS	[M-H]-	128.0	32859911
AllCCS	[M+Na-2H]-	131.2	32859911
AllCCS	[M+HCOO]-	134.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,6-Hexanediamine	NCCCCCCN	1642.1	Standard polar	33892256
1,6-Hexanediamine	NCCCCCCN	1067.6	Standard non polar	33892256
1,6-Hexanediamine	NCCCCCCN	1060.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,6-Hexanediamine,1TMS,isomer #1	C[Si](C)(C)NCCCCCCN	1323.8	Semi standard non polar	33892256
1,6-Hexanediamine,1TMS,isomer #1	C[Si](C)(C)NCCCCCCN	1348.0	Standard non polar	33892256
1,6-Hexanediamine,1TMS,isomer #1	C[Si](C)(C)NCCCCCCN	2030.5	Standard polar	33892256
1,6-Hexanediamine,2TMS,isomer #1	C[Si](C)(C)NCCCCCCN[Si](C)(C)C	1473.7	Semi standard non polar	33892256
1,6-Hexanediamine,2TMS,isomer #1	C[Si](C)(C)NCCCCCCN[Si](C)(C)C	1578.8	Standard non polar	33892256
1,6-Hexanediamine,2TMS,isomer #1	C[Si](C)(C)NCCCCCCN[Si](C)(C)C	1610.5	Standard polar	33892256
1,6-Hexanediamine,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)[Si](C)(C)C	1563.5	Semi standard non polar	33892256
1,6-Hexanediamine,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)[Si](C)(C)C	1588.2	Standard non polar	33892256
1,6-Hexanediamine,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)[Si](C)(C)C	1985.0	Standard polar	33892256
1,6-Hexanediamine,3TMS,isomer #1	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1700.6	Semi standard non polar	33892256
1,6-Hexanediamine,3TMS,isomer #1	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1789.4	Standard non polar	33892256
1,6-Hexanediamine,3TMS,isomer #1	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1615.3	Standard polar	33892256
1,6-Hexanediamine,4TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1969.7	Semi standard non polar	33892256
1,6-Hexanediamine,4TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1978.9	Standard non polar	33892256
1,6-Hexanediamine,4TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1620.1	Standard polar	33892256
1,6-Hexanediamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN	1535.1	Semi standard non polar	33892256
1,6-Hexanediamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN	1550.9	Standard non polar	33892256
1,6-Hexanediamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN	2100.7	Standard polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN[Si](C)(C)C(C)(C)C	1956.7	Semi standard non polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN[Si](C)(C)C(C)(C)C	1935.7	Standard non polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN[Si](C)(C)C(C)(C)C	1831.7	Standard polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)[Si](C)(C)C(C)(C)C	1967.5	Semi standard non polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)[Si](C)(C)C(C)(C)C	1956.5	Standard non polar	33892256
1,6-Hexanediamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)[Si](C)(C)C(C)(C)C	2022.6	Standard polar	33892256
1,6-Hexanediamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2375.7	Semi standard non polar	33892256
1,6-Hexanediamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2317.3	Standard non polar	33892256
1,6-Hexanediamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1963.8	Standard polar	33892256
1,6-Hexanediamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2729.2	Semi standard non polar	33892256
1,6-Hexanediamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2629.4	Standard non polar	33892256
1,6-Hexanediamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2061.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1,6-Hexanediamine EI-B (Non-derivatized)	splash10-001i-9000000000-c85b1ab3c5c1532beccc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,6-Hexanediamine EI-B (Non-derivatized)	splash10-001i-9000000000-1eb8493bdcfab1196a0e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,6-Hexanediamine EI-B (Non-derivatized)	splash10-001i-9000000000-85f5487a61acc057e55c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,6-Hexanediamine CI-B (Non-derivatized)	splash10-014i-1900000000-81aad6b83772d1699a44	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Hexanediamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-5f413b6d4b08e747b331	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Hexanediamine 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 - 1,6-Hexanediamine 10V, Positive-QTOF	splash10-0gb9-1900000000-91ea44a557800710025b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 20V, Positive-QTOF	splash10-0uyi-5900000000-121a0d0475716298b764	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 40V, Positive-QTOF	splash10-052f-9000000000-84650e329a31fea95b43	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 10V, Negative-QTOF	splash10-014i-0900000000-7373b2033444c0f6e101	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 20V, Negative-QTOF	splash10-014i-1900000000-33ea44cad12ca1032d20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 40V, Negative-QTOF	splash10-014m-9100000000-b02b3da737976d4d3088	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 10V, Positive-QTOF	splash10-0uxr-3900000000-6e0f3de6909c39ca9825	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 20V, Positive-QTOF	splash10-053r-9100000000-ab00155c9756e239e2ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 40V, Positive-QTOF	splash10-0a4l-9000000000-11adb4256404106ec5da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 10V, Negative-QTOF	splash10-014i-0900000000-60f6277501ddf1524c96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 20V, Negative-QTOF	splash10-014i-0900000000-4799317e2b0426084cc4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanediamine 40V, Negative-QTOF	splash10-014l-9500000000-1f98cd9f30b307f969f9	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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

DB03260

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13835579

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexamethylenediamine

METLIN ID

Not Available

PubChem Compound

16402

PDB ID

Not Available

ChEBI ID

39618

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1250021

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 1,6-Hexanediamine (HMDB0244244)

MOL for HMDB0244244 (1,6-Hexanediamine)

3D MOL for HMDB0244244 (1,6-Hexanediamine)

3D SDF for HMDB0244244 (1,6-Hexanediamine)

3D-SDF for HMDB0244244 (1,6-Hexanediamine)

PDB for HMDB0244244 (1,6-Hexanediamine)

3D PDB for HMDB0244244 (1,6-Hexanediamine)

SMILES for HMDB0244244 (1,6-Hexanediamine)

INCHI for HMDB0244244 (1,6-Hexanediamine)

Structure for HMDB0244244 (1,6-Hexanediamine)

3D Structure for HMDB0244244 (1,6-Hexanediamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra