MiMeDB: Showing metabocard for Hydroxy-fumonisin C1 (MMDBc0018498)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 08:40:44 UTC

Update Date

2022-08-31 06:43:53 UTC

Metabolite ID

MMDBc0018498

Metabolite Identification

Common Name

Hydroxy-fumonisin C1

Description

Hydroxy-fumonisin C1 belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups. Hydroxy-fumonisin C1 is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152110402D          

 60 59  0  0  1  0            999 V2000
   13.9658   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5368   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9658   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -3.8743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8237   -5.1118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2526   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -3.8743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6789   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2500   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1092   -3.8743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6815   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1105   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2526   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8211   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8249   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1105   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9658   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 18  2  1  6  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 23 10  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 16  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 17  1  0  0  0  0
 22 35  1  6  0  0  0
 23 36  1  6  0  0  0
 24 37  1  1  0  0  0
 38 26  2  0  0  0  0
 39 26  1  0  0  0  0
 40 27  2  0  0  0  0
 41 27  1  0  0  0  0
 42 28  2  0  0  0  0
 43 29  2  0  0  0  0
 44 30  1  0  0  0  0
 45 32  2  0  0  0  0
 46 32  1  0  0  0  0
 47 33  2  0  0  0  0
 48 33  1  0  0  0  0
 25 49  1  1  0  0  0
 49 28  1  0  0  0  0
 50 29  1  0  0  0  0
 31 50  1  6  0  0  0
 18 51  1  1  0  0  0
 19 52  1  1  0  0  0
 53 20  1  0  0  0  0
 54 21  1  0  0  0  0
 22 55  1  6  0  0  0
 23 56  1  6  0  0  0
 24 57  1  1  0  0  0
 25 58  1  1  0  0  0
 59 30  1  0  0  0  0
 31 60  1  1  0  0  0
M  END


  Mrv1652305152110402D          

 60 59  0  0  1  0            999 V2000
   13.9658   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5368   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9658   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802   -3.8743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8237   -5.1118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2526   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -3.8743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6789   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2500   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1092   -3.8743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6815   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1105   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2526   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8211   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8249   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1105   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9671   -5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9658   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.8237   -5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.2526   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.6815   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -3.4618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.5381   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 18  2  1  6  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 23 10  1  0  0  0  0
 24 17  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 16  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 17  1  0  0  0  0
 22 35  1  6  0  0  0
 23 36  1  6  0  0  0
 24 37  1  1  0  0  0
 38 26  2  0  0  0  0
 39 26  1  0  0  0  0
 40 27  2  0  0  0  0
 41 27  1  0  0  0  0
 42 28  2  0  0  0  0
 43 29  2  0  0  0  0
 44 30  1  0  0  0  0
 45 32  2  0  0  0  0
 46 32  1  0  0  0  0
 47 33  2  0  0  0  0
 48 33  1  0  0  0  0
 25 49  1  1  0  0  0
 49 28  1  0  0  0  0
 50 29  1  0  0  0  0
 31 50  1  6  0  0  0
 18 51  1  1  0  0  0
 19 52  1  1  0  0  0
 53 20  1  0  0  0  0
 54 21  1  0  0  0  0
 22 55  1  6  0  0  0
 23 56  1  6  0  0  0
 24 57  1  1  0  0  0
 25 58  1  1  0  0  0
 59 30  1  0  0  0  0
 31 60  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018498

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C([H])(O)[C@]([H])(O)CN)C[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C33H57NO16/c1-4-5-8-19(3)31(50-29(43)16-21(33(47)48)14-27(40)41)25(49-28(42)15-20(32(45)46)13-26(38)39)12-18(2)11-22(35)9-6-7-10-23(36)30(44)24(37)17-34/h18-25,30-31,35-37,44H,4-17,34H2,1-3H3,(H,38,39)(H,40,41)(H,45,46)(H,47,48)/t18-,19+,20?,21?,22+,23+,24+,25-,30?,31+/m0/s1

> <INCHI_KEY>
FYZZDZVZFRCZJB-MQKWQYMLSA-N

> <FORMULA>
C33H57NO16

> <MOLECULAR_WEIGHT>
723.81

> <EXACT_MASS>
723.367734759

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
75.6279318515402

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-{[(5R,6R,7S,9S,11R,16R,18R)-19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,17,18-tetrahydroxy-5,9-dimethylnonadecan-7-yl]oxy}-2-oxoethyl)butanedioic acid

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-1.7739033812101912

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.7459164308528727

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1587616736833524

> <JCHEM_PKA_STRONGEST_BASIC>
8.908681174428684

> <JCHEM_POLAR_SURFACE_AREA>
308.73999999999995

> <JCHEM_REFRACTIVITY>
172.38400000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
31

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-{[(5R,6R,7S,9S,11R,16R,18R)-19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,17,18-tetrahydroxy-5,9-dimethylnonadecan-7-yl]oxy}-2-oxoethyl)butanedioic 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      26.069  -9.542   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.403  -5.692   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.738 -10.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.403 -10.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.737  -9.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.068  -7.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.735  -8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.070 -10.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.402  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.401  -7.232   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.069  -8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.737  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.405  -5.692   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.073  -7.232   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.738  -5.692   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.405  -7.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.066  -7.232   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.403  -7.232   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.404  -9.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.072  -4.922   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.739  -8.002   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.736  -7.232   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.067  -8.002   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.400  -8.002   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.070  -7.232   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.739  -4.922   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      39.406  -8.002   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.404  -4.922   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      34.072  -8.002   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.734  -7.232   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.404  -8.002   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      34.072  -3.382   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      36.739  -9.542   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      12.733  -8.002   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0      24.736  -5.692   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      18.067  -9.542   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      15.400  -9.542   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      36.739  -3.382   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      38.073  -5.692   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      40.740  -7.232   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      39.406  -9.542   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      31.404  -3.382   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      34.072  -9.542   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      16.734  -5.692   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      32.738  -2.612   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      35.405  -2.612   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      38.073 -10.312   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      35.405 -10.312   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      30.070  -5.692   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      32.738  -7.232   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0      26.069  -6.462   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      31.404 -11.082   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      34.072  -6.462   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      36.739  -6.462   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      24.736  -8.772   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      18.067  -6.462   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      15.400  -6.462   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      30.070  -8.772   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      16.734  -8.772   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      32.738  -8.772   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    1    5                                                       
CONECT    5    4    8                                                       
CONECT    6    7    9                                                       
CONECT    7    6   10                                                       
CONECT    8    5   19                                                       
CONECT    9    6   22                                                       
CONECT   10    7   23                                                       
CONECT   11   18   22                                                       
CONECT   12   18   25                                                       
CONECT   13   20   26                                                       
CONECT   14   21   27                                                       
CONECT   15   20   28                                                       
CONECT   16   21   29                                                       
CONECT   17   24   34                                                       
CONECT   18    2   11   12   51                                             
CONECT   19    3    8   31   52                                             
CONECT   20   13   15   32   53                                             
CONECT   21   14   16   33   54                                             
CONECT   22    9   11   35   55                                             
CONECT   23   10   30   36   56                                             
CONECT   24   17   30   37   57                                             
CONECT   25   12   31   49   58                                             
CONECT   26   13   38   39                                                  
CONECT   27   14   40   41                                                  
CONECT   28   15   42   49                                                  
CONECT   29   16   43   50                                                  
CONECT   30   23   24   44   59                                             
CONECT   31   19   25   50   60                                             
CONECT   32   20   45   46                                                  
CONECT   33   21   47   48                                                  
CONECT   34   17                                                            
CONECT   35   22                                                            
CONECT   36   23                                                            
CONECT   37   24                                                            
CONECT   38   26                                                            
CONECT   39   26                                                            
CONECT   40   27                                                            
CONECT   41   27                                                            
CONECT   42   28                                                            
CONECT   43   29                                                            
CONECT   44   30                                                            
CONECT   45   32                                                            
CONECT   46   32                                                            
CONECT   47   33                                                            
CONECT   48   33                                                            
CONECT   49   25   28                                                       
CONECT   50   29   31                                                       
CONECT   51   18                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   30                                                            
CONECT   60   31                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  118    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₅₇NO₁₆

Average Mass

723.81

Monoisotopic Mass

723.367734759

IUPAC Name

2-(2-{[(5R,6R,7S,9S,11R,16R,18R)-19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,17,18-tetrahydroxy-5,9-dimethylnonadecan-7-yl]oxy}-2-oxoethyl)butanedioic acid

Traditional Name

2-(2-{[(5R,6R,7S,9S,11R,16R,18R)-19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,17,18-tetrahydroxy-5,9-dimethylnonadecan-7-yl]oxy}-2-oxoethyl)butanedioic acid

CAS Registry Number

Not Available

SMILES

[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C([H])(O)[C@]([H])(O)CN)C[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC

InChI Identifier

InChI=1S/C33H57NO16/c1-4-5-8-19(3)31(50-29(43)16-21(33(47)48)14-27(40)41)25(49-28(42)15-20(32(45)46)13-26(38)39)12-18(2)11-22(35)9-6-7-10-23(36)30(44)24(37)17-34/h18-25,30-31,35-37,44H,4-17,34H2,1-3H3,(H,38,39)(H,40,41)(H,45,46)(H,47,48)/t18-,19+,20?,21?,22+,23+,24+,25-,30?,31+/m0/s1

InChI Key

FYZZDZVZFRCZJB-MQKWQYMLSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Hexacarboxylic acids and derivatives

Direct Parent

Hexacarboxylic acids and derivatives

Alternative Parents

Substituents

Hexacarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
1,3-aminoalcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Amino acid
Secondary alcohol
Carboxylic acid
Polyol
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Alcohol
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.8	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	308.74 Å²	ChemAxon
Rotatable Bond Count	31	ChemAxon
Refractivity	172.38 m³·mol⁻¹	ChemAxon
Polarizability	75.63 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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
Eukaryota/Fungi	Ascomycota	1	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

78445617

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588218

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 Hydroxy-fumonisin C1 (MMDBc0018498)

MOL for #<Metabolite:0x00007fecf58615e8>

3D MOL for #<Metabolite:0x00007fecf58615e8>

3D SDF for #<Metabolite:0x00007fecf58615e8>

3D-SDF for #<Metabolite:0x00007fecf58615e8>

PDB for #<Metabolite:0x00007fecf58615e8>

3D PDB for #<Metabolite:0x00007fecf58615e8>

SMILES for #<Metabolite:0x00007fecf58615e8>

INCHI for #<Metabolite:0x00007fecf58615e8>

Structure for #<Metabolite:0x00007fecf58615e8>

3D Structure for #<Metabolite:0x00007fecf58615e8>