MiMeDB: Showing metabocard for Desferriferrichrome (MMDBc0015138)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:01:31 UTC

Update Date

2022-08-31 06:38:46 UTC

Metabolite ID

MMDBc0015138

Metabolite Identification

Common Name

Desferriferrichrome

Description

15630-64-5, also known as ferrichrome, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. 15630-64-5 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108012D          

 48 48  0  0  0  0            999 V2000
   -0.9355  -10.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    0.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -5.9368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -6.7618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -3.4618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -5.9368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -9.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -0.5743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -4.6993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.6632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3658   -4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -2.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -7.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -9.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -0.9868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 16  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 13  1  4  0  0  0
 28 23  2  0  0  0  0
 29 15  1  4  0  0  0
 29 22  2  0  0  0  0
 30 14  1  4  0  0  0
 30 25  2  0  0  0  0
 31 20  1  4  0  0  0
 31 24  2  0  0  0  0
 32 19  1  4  0  0  0
 32 27  2  0  0  0  0
 33 21  1  4  0  0  0
 33 26  2  0  0  0  0
 34 10  1  0  0  0  0
 34 16  1  0  0  0  0
 35 11  1  0  0  0  0
 35 17  1  0  0  0  0
 36 12  1  0  0  0  0
 36 18  1  0  0  0  0
 37 16  2  0  0  0  0
 38 17  2  0  0  0  0
 39 18  2  0  0  0  0
 40 22  1  0  0  0  0
 41 23  1  0  0  0  0
 42 24  1  0  0  0  0
 43 25  1  0  0  0  0
 44 26  1  0  0  0  0
 45 27  1  0  0  0  0
 46 34  1  0  0  0  0
 47 35  1  0  0  0  0
 48 36  1  0  0  0  0
M  END


  Mrv1652305152108012D          

 48 48  0  0  0  0            999 V2000
   -0.9355  -10.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368    0.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -5.9368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -6.7618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -3.4618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -5.9368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -9.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -0.5743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -4.6993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.6632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3658   -4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6513   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -2.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -7.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -9.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -0.9868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 16  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 13  1  4  0  0  0
 28 23  2  0  0  0  0
 29 15  1  4  0  0  0
 29 22  2  0  0  0  0
 30 14  1  4  0  0  0
 30 25  2  0  0  0  0
 31 20  1  4  0  0  0
 31 24  2  0  0  0  0
 32 19  1  4  0  0  0
 32 27  2  0  0  0  0
 33 21  1  4  0  0  0
 33 26  2  0  0  0  0
 34 10  1  0  0  0  0
 34 16  1  0  0  0  0
 35 11  1  0  0  0  0
 35 17  1  0  0  0  0
 36 12  1  0  0  0  0
 36 18  1  0  0  0  0
 37 16  2  0  0  0  0
 38 17  2  0  0  0  0
 39 18  2  0  0  0  0
 40 22  1  0  0  0  0
 41 23  1  0  0  0  0
 42 24  1  0  0  0  0
 43 25  1  0  0  0  0
 44 26  1  0  0  0  0
 45 27  1  0  0  0  0
 46 34  1  0  0  0  0
 47 35  1  0  0  0  0
 48 36  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015138

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)N(O)CCCC1N=C(O)C(CCCN(O)C(C)=O)N=C(O)C(CCCN(O)C(C)=O)N=C(O)CN=C(O)CN=C(O)CN=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)

> <INCHI_KEY>
ZFDAUYPBCXMSBF-UHFFFAOYSA-N

> <FORMULA>
C27H45N9O12

> <MOLECULAR_WEIGHT>
687.708

> <EXACT_MASS>
687.318767925

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
68.12545895402866

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3-{3,6,9,12,15,18-hexahydroxy-14,17-bis[3-(N-hydroxyacetamido)propyl]-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl}propyl)-N-hydroxyacetamide

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
-2.290195382

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.4446398149966746

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9846482366196714

> <JCHEM_PKA_STRONGEST_BASIC>
-5.680503513191408

> <JCHEM_POLAR_SURFACE_AREA>
317.15999999999997

> <JCHEM_REFRACTIVITY>
165.19170000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-{3,6,9,12,15,18-hexahydroxy-14,17-bis[3-(N-hydroxyacetamido)propyl]-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl}propyl)-N-hydroxyacetamide

> <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      -1.746 -19.552   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.082   1.238   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.255  -6.462   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.414 -14.932   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.415  -3.382   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.746  -8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.414 -13.392   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.081  -4.152   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.080 -15.702   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.415  -1.842   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.413  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.416 -10.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.748 -13.392   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -11.082  -6.462   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.746 -18.012   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.748   0.468   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.255  -8.002   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.747 -12.622   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.081  -5.692   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.414  -8.772   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.416  -8.772   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -11.082 -12.622   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.748  -5.692   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.081 -13.392   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.747  -6.462   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.414 -10.312   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0     -11.082 -11.082   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0     -11.082  -8.002   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      -8.415 -12.622   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      -8.415  -6.462   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -5.747 -11.082   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -5.747  -8.002   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -3.080 -17.242   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      -9.748  -1.072   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       0.921  -8.772   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      -0.413 -17.242   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -8.415   1.238   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.588  -8.772   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -13.749  -8.002   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -12.416 -13.392   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -9.748  -4.152   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -7.081 -14.932   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.414  -5.692   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.080 -11.082   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -4.414 -18.012   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -11.082  -1.842   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.921 -10.312   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4    7   10                                                       
CONECT    5    8   11                                                       
CONECT    6    9   12                                                       
CONECT    7    4   19                                                       
CONECT    8    5   20                                                       
CONECT    9    6   21                                                       
CONECT   10    4   34                                                       
CONECT   11    5   35                                                       
CONECT   12    6   36                                                       
CONECT   13   22   28                                                       
CONECT   14   23   30                                                       
CONECT   15   24   29                                                       
CONECT   16    1   34   37                                                  
CONECT   17    2   35   38                                                  
CONECT   18    3   36   39                                                  
CONECT   19    7   25   32                                                  
CONECT   20    8   26   31                                                  
CONECT   21    9   27   33                                                  
CONECT   22   13   29   40                                                  
CONECT   23   14   28   41                                                  
CONECT   24   15   31   42                                                  
CONECT   25   19   30   43                                                  
CONECT   26   20   33   44                                                  
CONECT   27   21   32   45                                                  
CONECT   28   13   23                                                       
CONECT   29   15   22                                                       
CONECT   30   14   25                                                       
CONECT   31   20   24                                                       
CONECT   32   19   27                                                       
CONECT   33   21   26                                                       
CONECT   34   10   16   46                                                  
CONECT   35   11   17   47                                                  
CONECT   36   12   18   48                                                  
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   25                                                            
CONECT   44   26                                                            
CONECT   45   27                                                            
CONECT   46   34                                                            
CONECT   47   35                                                            
CONECT   48   36                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   96    0
END

Synonyms

Value	Source
Ferrichrome	MeSH

Molecular Formula

C₂₇H₄₅N₉O₁₂

Average Mass

687.708

Monoisotopic Mass

687.318767925

IUPAC Name

N-(3-{3,6,9,12,15,18-hexahydroxy-14,17-bis[3-(N-hydroxyacetamido)propyl]-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl}propyl)-N-hydroxyacetamide

Traditional Name

N-(3-{3,6,9,12,15,18-hexahydroxy-14,17-bis[3-(N-hydroxyacetamido)propyl]-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl}propyl)-N-hydroxyacetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N(O)CCCC1N=C(O)C(CCCN(O)C(C)=O)N=C(O)C(CCCN(O)C(C)=O)N=C(O)CN=C(O)CN=C(O)CN=C1O

InChI Identifier

InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)

InChI Key

ZFDAUYPBCXMSBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Acetamide
Acetohydroxamic acid
Carboxamide group
Hydroxamic acid
Lactam
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.076 g/L	ALOGPS
logP	-0.04	ALOGPS
logP	-2.3	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	317.16 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	165.19 m³·mol⁻¹	ChemAxon
Polarizability	68.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

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 ; Human sputum; Human subgingival plaque; Human feces	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

4883374

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6323327

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 Desferriferrichrome (MMDBc0015138)

MOL for #<Metabolite:0x00007fecf44a1260>

3D MOL for #<Metabolite:0x00007fecf44a1260>

3D SDF for #<Metabolite:0x00007fecf44a1260>

3D-SDF for #<Metabolite:0x00007fecf44a1260>

PDB for #<Metabolite:0x00007fecf44a1260>

3D PDB for #<Metabolite:0x00007fecf44a1260>

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INCHI for #<Metabolite:0x00007fecf44a1260>

Structure for #<Metabolite:0x00007fecf44a1260>

3D Structure for #<Metabolite:0x00007fecf44a1260>