Cannabis Compound Database: Showing Compound Card for 1,3-Diaminopropane (CDB004779)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (7) Show 11 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 18:35:54 UTC

Updated at

2020-12-07 19:10:55 UTC

CannabisDB ID

CDB004779

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

1,3-Diaminopropane

Description

1,3-Diaminopropane, also known as 1,3-propanediamine or tn, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. 1,3-Diaminopropane is a very strong basic compound (based on its pKa). 1,3-Diaminopropane exists in all living species, ranging from bacteria to humans. Outside of the human body, 1,3-Diaminopropane has been detected, but not quantified in, several different foods, such as cassava, shiitakes, oyster mushrooms, muscadine grapes, and cinnamons. This could make 1,3-diaminopropane a potential biomarker for the consumption of these foods. An alkane-alpha,omega-diamine comprising a propane skeleton with amino substituents at positions 1 and 3. 1,3-Diaminopropane is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,3-Propanediamine	ChEBI
1,3-Propylenediamine	ChEBI
Propane-1,3-diamine	ChEBI
tn	ChEBI
Trimethylenediamine	Kegg
1,3-Diaminepropane	MeSH
Trimethylenediamine dihydrochloride	MeSH
Trimethylenediamine hydrochloride	MeSH
1,3-diamino-N-Propane	HMDB
1,3-Trimethylenediamine	HMDB
3-Aminopropylamine	HMDB
a,W-Propanediamine	HMDB
1,3-Diaminopropane	ChEBI

Chemical Formula

C₃H₁₀N₂

Average Molecular Weight

74.12

Monoisotopic Molecular Weight

74.0844

IUPAC Name

propane-1,3-diamine

Traditional Name

α,ω-propanediamine

CAS Registry Number

109-76-2

SMILES

NCCCN

InChI Identifier

InChI=1S/C3H10N2/c4-2-1-3-5/h1-5H2

InChI Key

XFNJVJPLKCPIBV-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:15725 )
a small molecule (CPD-313 )

Ontology

Leukemia

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-12 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	-1.43	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-1.4	ChemAxon
logS	0.77	ALOGPS
pKa (Strongest Basic)	10.17	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	2	ChemAxon
Refractivity	22.73 m³·mol⁻¹	ChemAxon
Polarizability	9.06 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a59-9000000000-8fe9c1c9a2f7a72fd871	2015-03-01	View Spectrum
GC-MS	1,3-Diaminopropane, 4 TMS, GC-MS Spectrum	splash10-00dr-1900000000-5d8fbabd14e52e72c81e	Spectrum
GC-MS	1,3-Diaminopropane, 4 TMS, GC-MS Spectrum	splash10-00di-1910000000-a06f00628b2c5d1b00d9	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-380b075ca78246d55dc0	Spectrum
GC-MS	1,3-Diaminopropane, 4 TMS, GC-MS Spectrum	splash10-00di-6910000000-aff47ff9c6e0a888ca86	Spectrum
GC-MS	1,3-Diaminopropane, 4 TMS, GC-MS Spectrum	splash10-00di-2910000000-48a829abd35cdd63a4f8	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-053r-9000000000-0a9fffbfecda98d5cee8	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-053r-9000000000-95ecfa758d5699a04f9f	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-004i-9000000000-aeecaf348c083323da27	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00dr-1900000000-5d8fbabd14e52e72c81e	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00di-1910000000-a06f00628b2c5d1b00d9	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-380b075ca78246d55dc0	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00di-6910000000-aff47ff9c6e0a888ca86	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00di-2910000000-48a829abd35cdd63a4f8	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00dr-2900000000-03807bd96e6c6edb1948	Spectrum
GC-MS	1,3-Diaminopropane, non-derivatized, GC-MS Spectrum	splash10-00dr-2900000000-4d07c816c8f74c70156f	Spectrum
Predicted GC-MS	1,3-Diaminopropane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-457e65b34947bb32a5b9	Spectrum
Predicted GC-MS	1,3-Diaminopropane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1,3-Diaminopropane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-9000000000-8df8541d3f928c3f42de	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-053u-9000000000-7bb459bade8978e3cba4	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001i-9000000000-f6bc23624268bb35a760	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-053r-9000000000-0a9fffbfecda98d5cee8	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-053r-9000000000-8fdaa5d68825655f464c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positive	splash10-004i-9000000000-aeecaf348c083323da27	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-004i-9000000000-1d904fa654446f8e7cc9	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a4i-9000000000-ea81063cc5dad3d70e4a	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-9000000000-ae248307978d5a58cad9	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a4l-9100000000-dad850c9eb355f048f2d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0006-9100000000-85942617edb7fb706c9f	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-9000000000-1d904fa654446f8e7cc9	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-ea81063cc5dad3d70e4a	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-9000000000-828d00784702e3b9ed72	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6u-9000000000-f15f05d0b854daa82e4e	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a218e83369069917d64f	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-9000000000-828d00784702e3b9ed72	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6u-9000000000-f15f05d0b854daa82e4e	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a218e83369069917d64f	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-ade35fabc5f3292f6937	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-9219bb3ff1da1a33cf92	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9000000000-67ebedbf9c51f6304af6	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-ade35fabc5f3292f6937	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-9219bb3ff1da1a33cf92	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9000000000-67ebedbf9c51f6304af6	2015-05-27	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Beta-Alanine Metabolism
GABA-Transaminase Deficiency		Not Available
Ureidopropionase Deficiency		Not Available
Carnosinuria, carnosinemia		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Spermine synthase	SMS	Xp22.1	P52788	details
Deoxyhypusine synthase	DHPS	19p13.2	P49366	details
Amiloride-sensitive amine oxidase [copper-containing]	ABP1	7q36.1	P19801	details
Membrane primary amine oxidase	AOC3	17q21	Q16853	details
Retina-specific copper amine oxidase	AOC2	17q21	O75106	details
S-adenosylmethionine decarboxylase proenzyme	AMD1	6q21	P17707	details
Ornithine decarboxylase	ODC1	2p25	P11926	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Amiloride-sensitive amine oxidase [copper-containing]	ABP1	7q36.1	P19801	details
Membrane primary amine oxidase	AOC3	17q21	Q16853	details
Retina-specific copper amine oxidase	AOC2	17q21	O75106	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Amiloride-sensitive amine oxidase [copper-containing]	ABP1	7q36.1	P19801	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0060172

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

1,3-Diaminopropane

METLIN ID

Not Available

PubChem Compound

428

PDB ID

Not Available

ChEBI ID

15725

References

General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

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Enzymes

Enzyme Details

1. Spermine synthase

General function:: Involved in spermine synthase activity
Specific function:: Catalyzes the production of spermine from spermidine and decarboxylated S-adenosylmethionine (dcSAM).
Gene Name:: SMS
Uniprot ID:: P52788
Molecular weight:: 35278.2

Enzyme Details

2. Deoxyhypusine synthase

General function:: Involved in peptidyl-lysine modification to hypusine
Specific function:: Catalyzes the NAD-dependent oxidative cleavage of spermidine and the subsequent transfer of the butylamine moiety of spermidine to the epsilon-amino group of a specific lysine residue of the eIF-5A precursor protein to form the intermediate deoxyhypusine residue.
Gene Name:: DHPS
Uniprot ID:: P49366
Molecular weight:: 40970.28

Enzyme Details

3. Amiloride-sensitive amine oxidase [copper-containing]

General function:: Involved in copper ion binding
Specific function:: Catalyzes the degradation of compounds such as putrescine, histamine, spermine, and spermidine, substances involved in allergic and immune responses, cell proliferation, tissue differentiation, tumor formation, and possibly apoptosis. Placental DAO is thought to play a role in the regulation of the female reproductive function.
Gene Name:: ABP1
Uniprot ID:: P19801
Molecular weight:: 85377.1

Enzyme Details

4. Membrane primary amine oxidase

General function:: Involved in copper ion binding
Specific function:: Cell adhesion protein that participates in lymphocyte recirculation by mediating the binding of lymphocytes to peripheral lymph node vascular endothelial cells in an L-selectin-independent fashion. Has a monoamine oxidase activity. May play a role in adipogenesis.
Gene Name:: AOC3
Uniprot ID:: Q16853
Molecular weight:: 84621.27

Enzyme Details

5. Retina-specific copper amine oxidase

General function:: Involved in copper ion binding
Specific function:: Has a monoamine oxidase activity with substrate specificity for 2-phenylethylamine and tryptamine. May play a role in adipogenesis. May be a critical modulator of signal transmission in retina.
Gene Name:: AOC2
Uniprot ID:: O75106
Molecular weight:: 80515.11

Enzyme Details

6. S-adenosylmethionine decarboxylase proenzyme

General function:: Involved in adenosylmethionine decarboxylase activity
Specific function:: Not Available
Gene Name:: AMD1
Uniprot ID:: P17707
Molecular weight:: 21301.015

Enzyme Details

7. Ornithine decarboxylase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ODC1
Uniprot ID:: P11926
Molecular weight:: 51147.73

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing Compound Card for 1,3-Diaminopropane (CDB004779)

Structure for CDB004779 (1,3-Diaminopropane)

Enzymes