NP-MRD: Showing NP-Card for Polyamines (NP0046604)

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Record Information

Version

2.0

Created at

2022-03-17 20:08:36 UTC

Updated at

2022-03-17 20:08:36 UTC

NP-MRD ID

NP0046604

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polyamines

Description

Gadopentetic acid, also known as magnevist or gadopentetate, belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Gadopentetic acid is a drug which is used for use with magnetic resonance imaging (mri) in adults, and pediatric patients (2 years of age and older) to visualize lesions with abnormal vascularity in the brain (intracranial lesions), spine and associated tissues as well as lesions with abnormal vascularity in the head and neck. Also used to facilitate the visualization of lesions with abnormal vascularity in the body (excluding the heart). This water molecule is labile and exchanges rapidly with water molecules in the immediate vicinity of the gadolinium complex. Gadopentetic acid is a very strong basic compound (based on its pKa). Outside of the human body, Gadopentetic acid has been detected, but not quantified in, arabica coffee. This could make gadopentetic acid a potential biomarker for the consumption of these foods. It is often used when viewing intracranial lesions with abnormal vascularity or abnormalities in the blood–brain barrier. It is usually injected intravenously. The unique charge characteristic of this complex allows researchers to inversely measure spin-lattice relaxation times as they are related to the concentration of proteoglycan aggregates and charged glycosaminoglycan side chains in articular cartilage. Its paramagnetic property reduces the T1 relaxation time (and to some extent the T2 and T2* relaxation times) in NMR, which is the source of its clinical utility. This alters their MRI properties and enables contrast enhancement to be achieved. It was described in 1981 by Hanns-Joachim Weinmann and colleagues and introduced as the first MRI contrast agent in 1987 by the Schering AG. Magnevist is a clear, colorless to slightly yellow solution containing 0.5 Mmol gadopentetate dimeglumine/mL(equivalent to 469.01 Mg/mL of gadopentetate dimeglumine).

Structure

MOL SDF PDB SMILES InChI

789
  Mrv0541 02231215002D          

 54 50  0  0  1  0            999 V2000
    9.6808    6.0309    0.0000 Gd  0  1  0  0  0  0  0  0  0  0  0  0
    3.3009    5.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6886    8.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154    7.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4031   10.8035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864    7.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9741   10.8035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299    5.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1175    8.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1588    6.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5466    9.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2533    2.3183    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.8243    2.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6823    6.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9678    5.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    6.4434    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.2519    2.7308    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.1099    5.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    3.9683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    6.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    2.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1575    6.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5451    9.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    6.3547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6886    9.5660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0154    6.7672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4031    9.9785    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5864    6.7672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9741    9.9785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7299    6.3547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1175    9.5660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8243    4.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8720    6.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2596    9.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    5.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    6.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8320    9.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2533    6.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    6.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6808    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4430    6.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8307    9.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9678    6.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    6.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 27  2  1  6  0  0  0
 28  3  1  6  0  0  0
 29  4  1  6  0  0  0
 30  5  1  6  0  0  0
 31  6  1  6  0  0  0
 32  7  1  6  0  0  0
 33  8  1  1  0  0  0
 34  9  1  1  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 48  1  0  0  0  0
 13 48  2  0  0  0  0
 14 51  1  0  0  0  0
 15 52  1  0  0  0  0
 16 51  2  0  0  0  0
 17 52  2  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 53  2  0  0  0  0
 21 54  2  0  0  0  0
 22 35  1  0  0  0  0
 22 36  1  0  0  0  0
 22 43  1  0  0  0  0
 23 39  1  0  0  0  0
 23 44  1  0  0  0  0
 23 46  1  0  0  0  0
 24 40  1  0  0  0  0
 24 45  1  0  0  0  0
 24 47  1  0  0  0  0
 25 37  1  0  0  0  0
 25 49  1  0  0  0  0
 26 38  1  0  0  0  0
 26 50  1  0  0  0  0
 27 29  1  0  0  0  0
 27 31  1  0  0  0  0
 28 30  1  0  0  0  0
 28 32  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 31 37  1  0  0  0  0
 32 38  1  0  0  0  0
 33 41  1  0  0  0  0
 34 42  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 43 48  1  0  0  0  0
 44 51  1  0  0  0  0
 45 52  1  0  0  0  0
 46 53  1  0  0  0  0
 47 54  1  0  0  0  0
M  CHG  4   1   3  12  -1  18  -1  19  -1
M  END

789
  Mrv0541 02231215002D          

 54 50  0  0  1  0            999 V2000
    9.6808    6.0309    0.0000 Gd  0  1  0  0  0  0  0  0  0  0  0  0
    3.3009    5.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6886    8.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154    7.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4031   10.8035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864    7.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9741   10.8035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299    5.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1175    8.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1588    6.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5466    9.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2533    2.3183    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.8243    2.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6823    6.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9678    5.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    6.4434    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.2519    2.7308    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.1099    5.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    3.9683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    6.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    2.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1575    6.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5451    9.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009    6.3547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6886    9.5660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0154    6.7672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4031    9.9785    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5864    6.7672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9741    9.9785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7299    6.3547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1175    9.5660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8243    4.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8720    6.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2596    9.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    5.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    6.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8320    9.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2533    6.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8243    6.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6808    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5388    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4430    6.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8307    9.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9678    6.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099    6.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 27  2  1  6  0  0  0
 28  3  1  6  0  0  0
 29  4  1  6  0  0  0
 30  5  1  6  0  0  0
 31  6  1  6  0  0  0
 32  7  1  6  0  0  0
 33  8  1  1  0  0  0
 34  9  1  1  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 48  1  0  0  0  0
 13 48  2  0  0  0  0
 14 51  1  0  0  0  0
 15 52  1  0  0  0  0
 16 51  2  0  0  0  0
 17 52  2  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 53  2  0  0  0  0
 21 54  2  0  0  0  0
 22 35  1  0  0  0  0
 22 36  1  0  0  0  0
 22 43  1  0  0  0  0
 23 39  1  0  0  0  0
 23 44  1  0  0  0  0
 23 46  1  0  0  0  0
 24 40  1  0  0  0  0
 24 45  1  0  0  0  0
 24 47  1  0  0  0  0
 25 37  1  0  0  0  0
 25 49  1  0  0  0  0
 26 38  1  0  0  0  0
 26 50  1  0  0  0  0
 27 29  1  0  0  0  0
 27 31  1  0  0  0  0
 28 30  1  0  0  0  0
 28 32  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 31 37  1  0  0  0  0
 32 38  1  0  0  0  0
 33 41  1  0  0  0  0
 34 42  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 43 48  1  0  0  0  0
 44 51  1  0  0  0  0
 45 52  1  0  0  0  0
 46 53  1  0  0  0  0
 47 54  1  0  0  0  0
M  CHG  4   1   3  12  -1  18  -1  19  -1
M  END
> <DATABASE_ID>
NP0046604

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[Gd+3].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N3O10.2C7H17NO5.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;2*1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);2*4-13H,2-3H2,1H3;/q;;;+3/p-3/t;2*4-,5+,6+,7+;/m.00./s1

> <INCHI_KEY>
LGMLJQFQKXPRGA-VPVMAENOSA-K

> <FORMULA>
C28H54GdN5O20

> <MOLECULAR_WEIGHT>
938.0

> <EXACT_MASS>
938.260314726

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
34.16569751406804

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
gadolinium(3+) ion bis((2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol) 2-[bis({2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl})amino]acetate

> <JCHEM_LOGP>
-6.370276478884105

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.3933884905345035

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.09370801622671898

> <JCHEM_PKA_STRONGEST_BASIC>
9.587805862947135

> <JCHEM_POLAR_SURFACE_AREA>
204.71

> <JCHEM_REFRACTIVITY>
118.96059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
gadolinium(3+) ion H2dtpa bis(N-methyl-D(-)-glucamine)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 789                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Gd   UNK     0      18.071  11.258   0.000  0.00  0.00          Gd+3
HETATM    2  O   UNK     0       6.162  10.322   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.819  16.317   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.495  14.172   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      23.152  20.167   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.828  14.172   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      20.485  20.167   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.829  10.322   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.486  16.317   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      11.496  11.862   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      27.154  17.857   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      24.739   4.327   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0      22.072   4.327   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      27.407  12.028   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      20.738   0.477   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      26.073   9.718   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      22.072   2.787   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      19.405  12.028   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      15.404   5.097   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      20.738   9.718   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.737   2.787   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      22.072   7.407   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      23.406  11.258   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      19.405   4.327   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.161  12.632   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      17.818  18.627   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       6.162  11.862   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.819  17.857   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.495  12.632   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.152  18.627   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.828  12.632   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.485  18.627   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.829  11.862   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.486  17.857   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.072   8.948   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.738   6.637   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.494  11.862   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.151  17.857   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.406   9.718   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      20.738   5.097   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.163  12.632   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.820  18.627   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      23.406   6.637   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      24.739  12.028   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      19.405   2.787   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.072  12.028   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.071   5.097   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      23.406   5.097   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       0.827  11.862   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      16.484  17.857   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      26.073  11.258   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      20.738   2.017   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      20.738  11.258   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      16.737   4.327   0.000  0.00  0.00           C+0
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4   29                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   32                                                            
CONECT    8   33                                                            
CONECT    9   34                                                            
CONECT   10   41                                                            
CONECT   11   42                                                            
CONECT   12   48                                                            
CONECT   13   48                                                            
CONECT   14   51                                                            
CONECT   15   52                                                            
CONECT   16   51                                                            
CONECT   17   52                                                            
CONECT   18   53                                                            
CONECT   19   54                                                            
CONECT   20   53                                                            
CONECT   21   54                                                            
CONECT   22   35   36   43                                                  
CONECT   23   39   44   46                                                  
CONECT   24   40   45   47                                                  
CONECT   25   37   49                                                       
CONECT   26   38   50                                                       
CONECT   27    2   29   31                                                  
CONECT   28    3   30   32                                                  
CONECT   29    4   27   33                                                  
CONECT   30    5   28   34                                                  
CONECT   31    6   27   37                                                  
CONECT   32    7   28   38                                                  
CONECT   33    8   29   41                                                  
CONECT   34    9   30   42                                                  
CONECT   35   22   39                                                       
CONECT   36   22   40                                                       
CONECT   37   25   31                                                       
CONECT   38   26   32                                                       
CONECT   39   23   35                                                       
CONECT   40   24   36                                                       
CONECT   41   10   33                                                       
CONECT   42   11   34                                                       
CONECT   43   22   48                                                       
CONECT   44   23   51                                                       
CONECT   45   24   52                                                       
CONECT   46   23   53                                                       
CONECT   47   24   54                                                       
CONECT   48   12   13   43                                                  
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   14   16   44                                                  
CONECT   52   15   17   45                                                  
CONECT   53   18   20   46                                                  
CONECT   54   19   21   47                                                  
MASTER        0    0    0    0    0    0    0    0   54    0  100    0
END

View in JSmol

Synonyms

Value	Source
Diethylenetriaminepentaacetic acid dimeglumine salt gadolinium chelate	ChEBI
Dimeglumine-gadolinium-dtpa	ChEBI
Gadopentetic acid dimeglumine salt	ChEBI
Magnevist	ChEBI
Meglumine gadopentetate	ChEBI
Diethylenetriaminepentaacetate dimeglumine salt gadolinium chelate	Generator
Diethylenetriaminepentaacetic acid dimeglumine salt gadolinium chelic acid	Generator
Gadopentetate dimeglumine salt	Generator
Meglumine gadopentetic acid	Generator
Gadopentetate	Generator
Gadopentetic acid dimeglumine	Generator
DTPA, gadolinium	MeSH
GD-DTPA	MeSH
Magnevist enteral	MeSH
Berlex brand OF gadopentetate dimeglumine	MeSH
Dimeglumine, gadopentetate	MeSH
Gadolinium dtpa	MeSH
Gadolinium dtpa dimeglumine	MeSH
Gadolinium dtpa dimeglumine salt	MeSH
GD DTPA	MeSH
Schering brand OF gadopentetate dimeglumine	MeSH
Dimeglumine, gadolinium dtpa	MeSH
Gadolinium dtpa disodium salt	MeSH
Magnograf	MeSH
Magnograf enteral	MeSH
Diethylenetriaminepenta-acetic acid, gadolinium	MeSH
Gadolinium diethylenetriaminepenta acetic acid	MeSH
Gadolinium diethylenetriaminepenta-acetic acid	MeSH
Gadopentetic acid	MeSH
Juste brand OF gadopentetate dimeglumine	MeSH
Gadopentetate dimeglumine	MeSH

Chemical Formula

C₂₈H₅₄GdN₅O₂₀

Average Mass

938.0000 Da

Monoisotopic Mass

938.26031 Da

IUPAC Name

gadolinium(3+) ion bis((2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol) 2-[bis({2-[(carboxylatomethyl)(carboxymethyl)amino]ethyl})amino]acetate

Traditional Name

gadolinium(3+) ion H2dtpa bis(N-methyl-D(-)-glucamine)

CAS Registry Number

86050-77-3

SMILES

[Gd+3].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC(=O)CN(CCN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O)CC([O-])=O

InChI Identifier

InChI=1S/C14H23N3O10.2C7H17NO5.Gd/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;2*1-8-2-4(10)6(12)7(13)5(11)3-9;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);2*4-13H,2-3H2,1H3;/q;;;+3/p-3/t;2*4-,5+,6+,7+;/m.00./s1

InChI Key

LGMLJQFQKXPRGA-VPVMAENOSA-K

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Hexose monosaccharide
Monosaccharide
1,3-aminoalcohol
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Polyol
Secondary amine
Organic oxygen compound
Organic salt
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Primary alcohol
Organic zwitterion
Alcohol
Aliphatic acyclic compound

Molecular Framework

Not Available

External Descriptors

gadolinium coordination entity (CHEBI:31797 )

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	-6.4	ChemAxon
pKa (Strongest Acidic)	0.094	ChemAxon
pKa (Strongest Basic)	9.59	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	204.71 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	118.96 m³·mol⁻¹	ChemAxon
Polarizability	34.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0014927

DrugBank ID

DB00789

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB005174

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gadopentetic acid

METLIN ID

Not Available

PubChem Compound

55466

PDB ID

Not Available

ChEBI ID

31797

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Polyamines (NP0046604)

MOL for NP0046604 (Polyamines)

3D MOL for NP0046604 (Polyamines)

3D SDF for NP0046604 (Polyamines)

3D-SDF for NP0046604 (Polyamines)

PDB for NP0046604 (Polyamines)

3D PDB for NP0046604 (Polyamines)

SMILES for NP0046604 (Polyamines)

INCHI for NP0046604 (Polyamines)

Structure for NP0046604 (Polyamines)

3D Structure for NP0046604 (Polyamines)