MiMeDB: Showing metabocard for N1,N7-bis-(2,3-dihydroxybenzoyl)norpermidine (MMDBc0010741)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:50:00 UTC

Update Date

2022-08-31 06:32:10 UTC

Metabolite ID

MMDBc0010741

Metabolite Identification

Common Name

N1,N7-bis-(2,3-dihydroxybenzoyl)norpermidine

Description

N(1),N(7)-Bis(2,3-dihydroxybenzoyl)norspermidine, also known as fluvi-moins-dipox, belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. Based on a literature review very few articles have been published on N(1),N(7)-Bis(2,3-dihydroxybenzoyl)norspermidine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104502D          

 29 30  0  0  0  0            999 V2000
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  2  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 14  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  4  0  0  0
 22 19  2  0  0  0  0
 23 12  1  4  0  0  0
 23 20  2  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
M  END


  Mrv1652305152104502D          

 29 30  0  0  0  0            999 V2000
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  2  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 14  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  4  0  0  0
 22 19  2  0  0  0  0
 23 12  1  4  0  0  0
 23 20  2  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0010741

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=NCCCNCCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N3O6/c24-15-7-1-5-13(17(15)26)19(28)22-11-3-9-21-10-4-12-23-20(29)14-6-2-8-16(25)18(14)27/h1-2,5-8,21,24-27H,3-4,9-12H2,(H,22,28)(H,23,29)

> <INCHI_KEY>
UJPUMUXZPLNLKI-UHFFFAOYSA-N

> <FORMULA>
C20H25N3O6

> <MOLECULAR_WEIGHT>
403.435

> <EXACT_MASS>
403.174335537

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.695049643786014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{3-[(3-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}propyl)amino]propyl}-2,3-dihydroxybenzene-1-carboximidic acid

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.073785824510949

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
7.747911337380653

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1538328454804345

> <JCHEM_PKA_STRONGEST_BASIC>
10.632588685454166

> <JCHEM_POLAR_SURFACE_AREA>
158.13

> <JCHEM_REFRACTIVITY>
109.51939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[(3-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}propyl)amino]propyl}-2,3-dihydroxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.336  -3.850   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      14.670  -3.850   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       4.001  -3.850   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.670  -8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.337  -6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1    5    7                                                       
CONECT    2    6    8                                                       
CONECT    3    9   11                                                       
CONECT    4   10   12                                                       
CONECT    5    1   13                                                       
CONECT    6    2   14                                                       
CONECT    7    1   15                                                       
CONECT    8    2   16                                                       
CONECT    9    3   21                                                       
CONECT   10    4   21                                                       
CONECT   11    3   22                                                       
CONECT   12    4   23                                                       
CONECT   13    5   17   19                                                  
CONECT   14    6   18   20                                                  
CONECT   15    7   17   24                                                  
CONECT   16    8   18   25                                                  
CONECT   17   13   15   26                                                  
CONECT   18   14   16   27                                                  
CONECT   19   13   22   28                                                  
CONECT   20   14   23   29                                                  
CONECT   21    9   10                                                       
CONECT   22   11   19                                                       
CONECT   23   12   20                                                       
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

Synonyms

Value	Source
Fluvi-moins-dipox	MeSH

Molecular Formula

C₂₀H₂₅N₃O₆

Average Mass

403.435

Monoisotopic Mass

403.174335537

IUPAC Name

N-{3-[(3-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}propyl)amino]propyl}-2,3-dihydroxybenzene-1-carboximidic acid

Traditional Name

N-{3-[(3-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}propyl)amino]propyl}-2,3-dihydroxybenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

OC(=NCCCNCCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1

InChI Identifier

InChI=1S/C20H25N3O6/c24-15-7-1-5-13(17(15)26)19(28)22-11-3-9-21-10-4-12-23-20(29)14-6-2-8-16(25)18(14)27/h1-2,5-8,21,24-27H,3-4,9-12H2,(H,22,28)(H,23,29)

InChI Key

UJPUMUXZPLNLKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Salicylamide
Benzamide
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary aliphatic amine
Carboxylic acid derivative
Secondary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	0.89	ALOGPS
logP	1.07	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	10.63	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	158.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	109.52 m³·mol⁻¹	ChemAxon
Polarizability	43.7 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57519753

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56842596

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for N1,N7-bis-(2,3-dihydroxybenzoyl)norpermidine (MMDBc0010741)

MOL for #<Metabolite:0x00007fecf0011cf8>

3D MOL for #<Metabolite:0x00007fecf0011cf8>

3D SDF for #<Metabolite:0x00007fecf0011cf8>

3D-SDF for #<Metabolite:0x00007fecf0011cf8>

PDB for #<Metabolite:0x00007fecf0011cf8>

3D PDB for #<Metabolite:0x00007fecf0011cf8>

SMILES for #<Metabolite:0x00007fecf0011cf8>

INCHI for #<Metabolite:0x00007fecf0011cf8>

Structure for #<Metabolite:0x00007fecf0011cf8>

3D Structure for #<Metabolite:0x00007fecf0011cf8>