Showing Compound Norspermidine (FDB028332)

Record Information

Version

1.0

Creation date

2011-09-21 01:38:06 UTC

Update date

2019-11-26 03:21:27 UTC

Primary ID

FDB028332

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Norspermidine

Description

Norspermidine, also known as caldine or dipropylentriamin, 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. Norspermidine is a very strong basic compound (based on its pKa). Norspermidine exists in all living organisms, ranging from bacteria to humans. Norspermidine is found, on average, in the highest concentration within white wines and red wines. Norspermidine has also been detected, but not quantified in, several different foods, such as yellow pond-lilies, garden tomato, arctic blackberries, ginsengs, and cucumbers. This could make norspermidine a potential biomarker for the consumption of these foods.

CAS Number

56-18-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
Bis(3-aminopropyl)amine	Kegg
-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
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
Bis(3,3'-aminopropyl)amine	HMDB
3,3'-Diaminopropylamine	HMDB
Norspermidine	ChEBI
-1,3-propanediamine	hmdb
3, {3'-Iminobis[propylamine]}	hmdb
3,3'-diamino-Dipropylamine	hmdb
3,3'-iminobis-1-Propanamine	hmdb
3,3'-iminobis-Propylamine	hmdb
Dipropylenetriamine (van)	hmdb
N-(3-aminopropyl)-1,3-Propanediamine	hmdb

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)	10.4	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	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H17N3

IUPAC name

bis(3-aminopropyl)amine

InChI Identifier

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

InChI Key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

Isomeric SMILES

NCCCNCCCN

Average Molecular Weight

131.2193

Monoisotopic Molecular Weight

131.142247559

Classification

Description

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

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Norspermidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-2fe7f2c84b7ac5a1015c	Spectrum
Predicted GC-MS	Norspermidine, 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)	splash10-001i-0900000000-e76eda3e2b74ed88d7ee	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-053r-7900000000-d2bbac4e463f15dc4beb	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-053r-9800000000-9831b1b2d26ead77bb90	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-001i-0900000000-52e20d6ccbdbbadf204a	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-00kb-9400000000-e7c781b49abb2c40bff5	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0592-9000000000-c236ecd9d64d3e812b77	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-05fr-9000000000-a67dcf5d82b9e101ede8	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-05mo-9000000000-d86d6a1c51a6868a498f	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-0900000000-52e20d6ccbdbbadf204a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00kb-9400000000-5532ea2874d7f8cf6c6b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0592-9000000000-c236ecd9d64d3e812b77	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-05fr-9000000000-a67dcf5d82b9e101ede8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-05mo-9000000000-d86d6a1c51a6868a498f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-9000000000-2905b6c621b8c4375eba	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-5900000000-d7547633c293620e2e63	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-549ec96a6b2cc4f881d8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-9000000000-f97ba40a35801850bfaa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-067j-7900000000-9edaf9e25e87e873057f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-f30bf2b82da69f216325	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-2900000000-f2c893d4cbb8db7f04ed	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0apl-9400000000-1e2b6452d5b9a58dcae6	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-26cb076b25b0176b12c4	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-80d92e7f1d06b41155e8	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-1629dea357713b1a5c53	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9000000000-652df53898c4bf860731	2015-05-27	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 500 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

16841

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB11634

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

NSD

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Glycine amidinotransferase, mitochondrial	GATM	P50440
Histidine decarboxylase	HDC	P19113
Diamine acetyltransferase 1	SAT1	P21673
Spermine synthase	SMS	P52788
S-methyl-5'-thioadenosine phosphorylase	MTAP	Q13126
Ornithine decarboxylase	ODC1	P11926
Ornithine decarboxylase antizyme 1	OAZ1	P54368