NP-MRD: Showing NP-Card for Spermine dialdehyde (NP0339182)

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Record Information

Version

2.0

Created at

2024-09-11 20:12:22 UTC

Updated at

2024-09-11 20:12:22 UTC

NP-MRD ID

NP0339182

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spermine dialdehyde

Description

Spermine dialdehyde, also known as alsa or BPADB, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Spermine dialdehyde,an oxidized product of spermine, is a novel ex vivo purging agent for both allogeneic and autologous bone marrow transplantations It has been identified as the immunosuppressive agent "SAF" (suppressor activation factor) present in the supernatant of amutant cell line. Spermine dialdehyde was first documented in 1992 (PMID: 1428363). Spermine dialdehyde is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016492D          

 14 13  0  0  0  0            999 V2000
    8.5448   -6.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3698   -6.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7823   -5.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6073   -5.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0198   -4.9830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8448   -4.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2573   -4.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0823   -4.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4948   -3.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3197   -3.5544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7322   -2.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5572   -2.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9697   -2.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7947   -2.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339182

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=CCCNCCCCNCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H20N2O2/c13-9-3-7-11-5-1-2-6-12-8-4-10-14/h9-12H,1-8H2

> <INCHI_KEY>
WPBJCXUUUSDQJO-UHFFFAOYSA-N

> <FORMULA>
C10H20N2O2

> <MOLECULAR_WEIGHT>
200.278

> <EXACT_MASS>
200.152477894

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.528377742667345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-({4-[(3-oxopropyl)amino]butyl}amino)propanal

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
-0.8671998919999999

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
16.68043413669026

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.07837445515059

> <JCHEM_PKA_STRONGEST_BASIC>
10.232686435604318

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
56.645

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-({4-[(3-oxopropyl)amino]butyl}amino)propanal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      15.950 -11.969   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      17.490 -11.969   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.260 -10.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.800 -10.636   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      20.570  -9.302   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      22.110  -9.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.880  -7.969   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.420  -7.969   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.190  -6.635   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      26.730  -6.635   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      27.500  -5.301   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.040  -5.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.810  -3.967   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      31.350  -3.967   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
AlSA	HMDB
N,N'-bis(3-propanal)-1,4-diaminobutane	HMDB
Spermic dialdehyde	HMDB
BPADB	HMDB
N,N'-bis(3-propionaldehyde)-1,4-diaminobutane	HMDB
Spermine dialdehyde	MeSH

Chemical Formula

C₁₀H₂₀N₂O₂

Average Mass

200.2780 Da

Monoisotopic Mass

200.15248 Da

IUPAC Name

3-({4-[(3-oxopropyl)amino]butyl}amino)propanal

Traditional Name

3-({4-[(3-oxopropyl)amino]butyl}amino)propanal

CAS Registry Number

Not Available

SMILES

O=CCCNCCCCNCCC=O

InChI Identifier

InChI=1S/C10H20N2O2/c13-9-3-7-11-5-1-2-6-12-8-4-10-14/h9-12H,1-8H2

InChI Key

WPBJCXUUUSDQJO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

Alpha-hydrogen aldehyde
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.45	ALOGPS
logP	-0.87	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	16.08	ChemAxon
pKa (Strongest Basic)	10.23	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	56.64 m³·mol⁻¹	ChemAxon
Polarizability	23.53 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

External Links

HMDB ID

HMDB0013076

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029285

KNApSAcK ID

Not Available

Chemspider ID

188393

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

217390

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lau C, Wang E, Ishaque A, Jones K, Wong B, Kimsto L, Conant J: Spermine dialdehyde, a novel ex vivo purging agent for both allogenic and autologous bone marrow transplantations. Int J Immunopharmacol. 1992 Aug;14(6):1081-91. doi: 10.1016/0192-0561(92)90153-c. [PubMed:1428363 ]

Showing NP-Card for Spermine dialdehyde (NP0339182)

MOL for NP0339182 (Spermine dialdehyde)

3D MOL for NP0339182 (Spermine dialdehyde)

3D SDF for NP0339182 (Spermine dialdehyde)

3D-SDF for NP0339182 (Spermine dialdehyde)

PDB for NP0339182 (Spermine dialdehyde)

3D PDB for NP0339182 (Spermine dialdehyde)

SMILES for NP0339182 (Spermine dialdehyde)

INCHI for NP0339182 (Spermine dialdehyde)

Structure for NP0339182 (Spermine dialdehyde)

3D Structure for NP0339182 (Spermine dialdehyde)