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Showing NP-Card for Sinapoylspermine (NP0335817)

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Record Information
Version2.0
Created at2024-09-11 03:22:50 UTC
Updated at2024-09-11 03:22:50 UTC
NP-MRD IDNP0335817
Secondary Accession NumbersNone
Natural Product Identification
Common NameSinapoylspermine
DescriptionSinapoylspermine belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. Sinapoylspermine is a very strong basic compound (based on its pKa). Outside of the human body, Sinapoylspermine has been detected, but not quantified in, brassicas. This could make sinapoylspermine a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335817 (Sinapoylspermine)


  Mrv0541 05061307082D          

 29 29  0  0  0  0            999 V2000
    0.2725    2.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616   -1.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0680   -2.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6916   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875   -3.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8853   -2.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584   -1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230   -2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    0.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    1.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -1.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198    1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4712   -2.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -3.9677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -2.0774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -0.4571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166    1.7033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    1.1632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 12  5  1  0  0  0  0
 13  4  1  0  0  0  0
 14  6  1  0  0  0  0
 17  7  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  2  0  0  0  0
 20  8  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 13  1  0  0  0  0
 25 14  1  0  0  0  0
 25 20  1  0  0  0  0
 26 20  2  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28 18  1  0  0  0  0
 29  2  1  0  0  0  0
 29 19  1  0  0  0  0
M  END
Download

3D MOL for NP0335817 (Sinapoylspermine)

Download
3D SDF for NP0335817 (Sinapoylspermine)

  Mrv0541 05061307082D          

 29 29  0  0  0  0            999 V2000
    0.2725    2.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616   -1.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0680   -2.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6916   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875   -3.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8853   -2.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584   -1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230   -2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    0.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875    0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    1.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -1.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198    1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4712   -2.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2080   -3.9677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -2.0774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -0.4571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    2.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166    1.7033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    1.1632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 12  5  1  0  0  0  0
 13  4  1  0  0  0  0
 14  6  1  0  0  0  0
 17  7  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  2  0  0  0  0
 20  8  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25 13  1  0  0  0  0
 25 14  1  0  0  0  0
 25 20  1  0  0  0  0
 26 20  2  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28 18  1  0  0  0  0
 29  2  1  0  0  0  0
 29 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C/C(=O)N(CCCN)CCCCNCCCN)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H36N4O4/c1-28-18-15-17(16-19(29-2)21(18)27)7-8-20(26)25(14-6-10-23)13-4-3-11-24-12-5-9-22/h7-8,15-16,24,27H,3-6,9-14,22-23H2,1-2H3/b8-7-

> <INCHI_KEY>
WBJCGTCMGYUEFL-FPLPWBNLSA-N

> <FORMULA>
C21H36N4O4

> <MOLECULAR_WEIGHT>
408.5349

> <EXACT_MASS>
408.27365566

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
46.0198741369205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-N-(3-aminopropyl)-N-{4-[(3-aminopropyl)amino]butyl}-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
-1.2429870835328272

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.29057800764637

> <JCHEM_PKA_STRONGEST_BASIC>
10.669533295111918

> <JCHEM_POLAR_SURFACE_AREA>
123.07000000000001

> <JCHEM_REFRACTIVITY>
117.44759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-(3-aminopropyl)-N-{4-[(3-aminopropyl)amino]butyl}-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335817 (Sinapoylspermine)
Download
PDB for NP0335817 (Sinapoylspermine)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.509   4.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.747   3.683   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.822  -3.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.367  -3.878   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.060  -4.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.964  -1.861   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.128  -2.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.224  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.710  -6.902   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.986  -4.382   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.605  -4.886   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.202  -2.870   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.456  -4.886   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.091   0.659   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.710   0.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.255  -0.349   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.382   2.171   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   1.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.583  -2.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.837   2.675   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      17.680  -4.886   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       2.255  -7.406   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      12.441  -3.878   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       5.747  -3.374   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       4.874  -0.853   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.128   4.187   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.218   3.179   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.456   2.171   0.000  0.00  0.00           O+0
CONECT    1   28                                                            
CONECT    2   29                                                            
CONECT    3    4   11                                                       
CONECT    4    3   13                                                       
CONECT    5    9   12                                                       
CONECT    6   10   14                                                       
CONECT    7    8   17                                                       
CONECT    8    7   20                                                       
CONECT    9    5   22                                                       
CONECT   10    6   23                                                       
CONECT   11    3   24                                                       
CONECT   12    5   24                                                       
CONECT   13    4   25                                                       
CONECT   14    6   25                                                       
CONECT   15   17   18                                                       
CONECT   16   17   19                                                       
CONECT   17    7   15   16                                                  
CONECT   18   15   21   28                                                  
CONECT   19   16   21   29                                                  
CONECT   20    8   25   26                                                  
CONECT   21   18   19   27                                                  
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11   12                                                       
CONECT   25   13   14   20                                                  
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28    1   18                                                       
CONECT   29    2   19                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

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3D PDB for NP0335817 (Sinapoylspermine)
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SMILES for NP0335817 (Sinapoylspermine)
COC1=CC(\C=C/C(=O)N(CCCN)CCCCNCCCN)=CC(OC)=C1O
Download
INCHI for NP0335817 (Sinapoylspermine)
InChI=1S/C21H36N4O4/c1-28-18-15-17(16-19(29-2)21(18)27)7-8-20(26)25(14-6-10-23)13-4-3-11-24-12-5-9-22/h7-8,15-16,24,27H,3-6,9-14,22-23H2,1-2H3/b8-7-
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View in JSmol
SynonymsNot Available
Chemical FormulaC21H36N4O4
Average Mass408.5349 Da
Monoisotopic Mass408.27366 Da
IUPAC Name(2Z)-N-(3-aminopropyl)-N-{4-[(3-aminopropyl)amino]butyl}-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide
Traditional Name(2Z)-N-(3-aminopropyl)-N-{4-[(3-aminopropyl)amino]butyl}-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide
CAS Registry NumberNot Available
SMILES
COC1=CC(\C=C/C(=O)N(CCCN)CCCCNCCCN)=CC(OC)=C1O
InChI Identifier
InChI=1S/C21H36N4O4/c1-28-18-15-17(16-19(29-2)21(18)27)7-8-20(26)25(14-6-10-23)13-4-3-11-24-12-5-9-22/h7-8,15-16,24,27H,3-6,9-14,22-23H2,1-2H3/b8-7-
InChI KeyWBJCGTCMGYUEFL-FPLPWBNLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCinnamic acids and derivatives  
Sub ClassHydroxycinnamic acids and derivatives  
Direct ParentHydroxycinnamic acids and derivatives  
Alternative Parents
Substituents
  • Hydroxycinnamic acid or derivatives
    • 

  • Methoxyphenol
    • 

  • Dimethoxybenzene
    • 

  • M-dimethoxybenzene
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Styrene
    • 

  • Methoxybenzene
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Tertiary carboxylic acid amide
    • 

  • Carboxamide group
    • 

  • Amino acid or derivatives
    • 

  • Ether
    • 

  • Secondary aliphatic amine
    • 

  • Carboxylic acid derivative
    • 

  • Secondary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.2ALOGPS
logP-1.2ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)8.29ChemAxon
pKa (Strongest Basic)10.67ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area123.07 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity117.45 m³·mol⁻¹ChemAxon
Polarizability46.02 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033479  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011522  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751433  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available