Human Metabolome Database: Showing metabocard for Norspermidine (HMDB0011634)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (20) Show 20 proteins XML

enzymes (20) Show 20 proteins

Record Information

Version

4.0

Status

Expected but not Quantified

Creation Date

2009-01-30 15:03:41 UTC

Update Date

2017-12-07 02:31:58 UTC

HMDB ID

HMDB0011634

Secondary Accession Numbers

HMDB11634

Metabolite Identification

Common Name

Norspermidine

Description

Norspermidine is a polyamine of similar structure to the more common spermidine. While norspermidine has been found to occur naturally in some species of plants, bacteria, and algae, it is not known to be a natural product in humans as spermidine is.

Structure

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

Synonyms

Value	Source
1,7-diamino-4-Azaheptane	ChEBI
3,3'-Iminobis(propylamine)	ChEBI
3,3'-Iminobispropylamine	ChEBI
3,3'-Iminodi(propylamine)	ChEBI
3,3-Diaminodipropylamine	ChEBI
4-Azaheptane-1,7-diamine	ChEBI
Dipropylenetriamine	ChEBI
N-(3-Aminopropyl)-1,3-propanediamine	ChEBI
N-(3-Aminopropyl)propane-1,3-diamine	ChEBI
N-3-Aminopropyl-1,3-diaminopropane	ChEBI
-1,3-Propanediamine	HMDB
3, 3'-Diaminodipropylamine	HMDB
3, {3'-iminobis[propylamine]}	HMDB
3,3'-diamino-Dipropylamine	HMDB
3,3'-Diaminodipropylamine	HMDB
3,3'-Iminobis-1-propanamine	HMDB
3,3'-Iminobis-propylamine	HMDB
3,3'-Iminopropylamine	HMDB
4-Azaheptamethylenediamine	HMDB
Aminobis(propylamine)	HMDB
Bis(3-aminopropyl)amine	HMDB
Caldine	HMDB
Dipropylene triamine	HMDB
Dipropylentriamin	HMDB
imino-Bis(3-propylamine)	HMDB
Iminobis(propylamine)	HMDB
Initiating explosive iminobispropylamine	HMDB
Initiating explosive iminobispropylamine (dot)	HMDB
N-(3-Aminopropyl)-1, 3-propanediamine	HMDB
N-3-Aminopropyl	HMDB

Chemical Formula

C₆H₁₇N₃

Average Molecular Weight

131.2193

Monoisotopic Molecular Weight

131.142247559

IUPAC Name

bis(3-aminopropyl)amine

Traditional Name

norspermidine

CAS Registry Number

56-18-8

SMILES

NCCCNCCCN

InChI Identifier

InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

InChI Key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylamines

Alternative Parents

Substituents

Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

polyazaalkane (CHEBI:16841 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-14 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	120 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.7	ChemAxon
logS	-0.04	ALOGPS
pKa (Strongest Basic)	10.85	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	64.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	40.32 m³·mol⁻¹	ChemAxon
Polarizability	16.71 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-2fe7f2c84b7ac5a1015c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001i-0900000000-e76eda3e2b74ed88d7ee	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-053r-7900000000-d2bbac4e463f15dc4beb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-053r-9800000000-9831b1b2d26ead77bb90	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-001i-0900000000-52e20d6ccbdbbadf204a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-00kb-9400000000-e7c781b49abb2c40bff5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0592-9000000000-c236ecd9d64d3e812b77	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-05fr-9000000000-a67dcf5d82b9e101ede8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-05mo-9000000000-d86d6a1c51a6868a498f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-0900000000-52e20d6ccbdbbadf204a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00kb-9400000000-5532ea2874d7f8cf6c6b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0592-9000000000-c236ecd9d64d3e812b77	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-05fr-9000000000-a67dcf5d82b9e101ede8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-05mo-9000000000-d86d6a1c51a6868a498f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-2900000000-f2c893d4cbb8db7f04ed	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0apl-9400000000-1e2b6452d5b9a58dcae6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-26cb076b25b0176b12c4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-80d92e7f1d06b41155e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-1629dea357713b1a5c53	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9000000000-652df53898c4bf860731	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Location

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	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

FoodDB ID

FDB028332

KNApSAcK ID

Not Available

Chemspider ID

5729

KEGG Compound ID

C03375

BioCyc ID

NORSPERMIDINE

BiGG ID

Not Available

Wikipedia Link

Norspermidine

METLIN ID

Not Available

PubChem Compound

5942

PDB ID

NSD

ChEBI ID

16841

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Only showing the first 10 proteins. There are 20 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Diamine acetyltransferase 1

General function:: Involved in N-acetyltransferase activity
Specific function:: Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine = spermidine >> spermine > N(1)-acetylspermine > putrescine. This highly regulated enzyme allows a fine attenuation of the intracellular concentration of polyamines. Also involved in the regulation of polyamine transport out of cells. Acts on 1,3-diaminopropane, 1,5-diaminopentane, putrescine, spermidine (forming N(1)- and N(8)-acetylspermidine), spermine, N(1)-acetylspermidine and N(8)-acetylspermidine.
Gene Name:: SAT1
Uniprot ID:: P21673
Molecular weight:: 20023.8

Enzyme Details

2. Choline dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity, acting on CH-OH group of donors
Specific function:: Not Available
Gene Name:: CHDH
Uniprot ID:: Q8NE62
Molecular weight:: 65358.005

Enzyme Details

3. Dimethylglycine dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: DMGDH
Uniprot ID:: Q9UI17
Molecular weight:: 96810.135

Enzyme Details

4. 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

5. 4-trimethylaminobutyraldehyde dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Converts gamma-trimethylaminobutyraldehyde into gamma-butyrobetaine. Catalyzes the irreversible oxidation of a broad range of aldehydes to the corresponding acids in an NAD-dependent reaction.
Gene Name:: ALDH9A1
Uniprot ID:: P49189
Molecular weight:: 56291.485

Enzyme Details

6. Gamma-butyrobetaine dioxygenase

General function:: Involved in iron ion binding
Specific function:: Catalyzes the formation of L-carnitine from gamma-butyrobetaine.
Gene Name:: BBOX1
Uniprot ID:: O75936
Molecular weight:: 44714.6

Enzyme Details

7. S-methyl-5'-thioadenosine phosphorylase

General function:: Involved in transferase activity, transferring pentosyl groups
Specific function:: Catalyzes the reversible phosphorylation of S-methyl-5'-thioadenosine (MTA) to adenine and 5-methylthioribose-1-phosphate. Involved in the breakdown of MTA, a major by-product of polyamine biosynthesis. Responsible for the first step in the methionine salvage pathway after MTA has been generated from S-adenosylmethionine. Has broad substrate specificity with 6-aminopurine nucleosides as preferred substrates.
Gene Name:: MTAP
Uniprot ID:: Q13126
Molecular weight:: 31235.76

Enzyme Details

8. 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

9. Glycine amidinotransferase, mitochondrial

General function:: Amino acid transport and metabolism
Specific function:: Catalyzes the biosynthesis of guanidinoacetate, the immediate precursor of creatine. Creatine plays a vital role in energy metabolism in muscle tissues. May play a role in embryonic and central nervous system development. May be involved in the response to heart failure by elevating local creatine synthesis.
Gene Name:: GATM
Uniprot ID:: P50440
Molecular weight:: 48455.01

Enzyme Details

10. Betaine--homocysteine S-methyltransferase 1

General function:: Involved in zinc ion binding
Specific function:: Involved in the regulation of homocysteine metabolism. Converts betaine and homocysteine to dimethylglycine and methionine, respectively. This reaction is also required for the irreversible oxidation of choline.
Gene Name:: BHMT
Uniprot ID:: Q93088
Molecular weight:: 44998.205

Only showing the first 10 proteins. There are 20 proteins in total.

Show all enzymes and transporters

Showing metabocard for Norspermidine (HMDB0011634)

Structure for HMDB0011634 (Norspermidine)

Enzymes