MiMeDB: Showing metabocard for Adenylsuccinic acid (MMDBc0029619)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:34:48 UTC

Update Date

2022-08-31 14:00:05 UTC

Metabolite ID

MMDBc0029619

Metabolite Identification

Common Name

Adenylsuccinic acid

Description

Adenylsuccinic acid is a substrate of the enzyme adenylosuccinase (EC 4.3.2.2) in purine metabolism pathway. It is converted from IMP by adenylosuccinate synthetase (EC:6.3.4.4). In alanine, aspartate and glutamate metabolism pathway, it is converted from L-aspartate and a product of adenylosuccinate synthetase. (KEGG).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305271900022D          

 31 33  0  0  1  0            999 V2000
    1.8682   -0.5154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876   -0.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -1.8985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3494    0.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -0.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -1.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0952   -2.6715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8720    0.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713    0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -1.8833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2577   -2.6715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5840   -3.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    1.8075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524    0.5722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7882   -1.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -3.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032    2.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105   -1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4131    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -1.6408    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    2.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318    2.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    4.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -2.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -0.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378    3.1869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    1.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  2  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 15 19  1  0  0  0  0
 17 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  2  0  0  0  0
 23 27  1  0  0  0  0
 23 28  1  0  0  0  0
 23 29  2  0  0  0  0
 24 30  1  0  0  0  0
 24 31  2  0  0  0  0
  5  9  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
M  END


  Mrv1652305271900022D          

 31 33  0  0  1  0            999 V2000
    1.8682   -0.5154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876   -0.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -1.8985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3494    0.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -0.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -1.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0952   -2.6715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8720    0.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713    0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -1.8833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2577   -2.6715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5840   -3.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    1.8075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524    0.5722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7882   -1.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -3.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032    2.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105   -1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4131    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -1.6408    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    2.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318    2.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    4.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -2.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -0.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378    3.1869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    1.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  2  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 15 19  1  0  0  0  0
 17 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  2  0  0  0  0
 23 27  1  0  0  0  0
 23 28  1  0  0  0  0
 23 29  2  0  0  0  0
 24 30  1  0  0  0  0
 24 31  2  0  0  0  0
  5  9  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029619

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2NC(CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1

> <INCHI_KEY>
OFBHPPMPBOJXRT-DPXQIYNJSA-N

> <FORMULA>
C14H18N5O11P

> <MOLECULAR_WEIGHT>
463.2934

> <EXACT_MASS>
463.074042955

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.57213608075314

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid

> <ALOGPS_LOGP>
-1.96

> <JCHEM_LOGP>
-4.787805217899403

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.999502537171297

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.21756713563318

> <JCHEM_PKA_STRONGEST_BASIC>
3.805329410066009

> <JCHEM_POLAR_SURFACE_AREA>
246.67999999999995

> <JCHEM_REFRACTIVITY>
96.17579999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenylosuccinate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       3.487  -0.962   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.030  -0.488   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.511  -3.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.386   0.283   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.030   1.054   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.679  -1.259   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       1.238  -2.617   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.044  -4.987   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.494   1.514   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.693   1.839   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.672  -0.417   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.007  -3.515   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.481  -4.987   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.957  -6.225   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.707   3.374   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -0.658   1.068   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.471  -3.063   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.396  -6.239   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.566   5.178   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.006  -3.063   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.771   5.942   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.896   5.942   0.000  0.00  0.00           C+0
HETATM   23  P   UNK     0      -4.548  -3.063   0.000  0.00  0.00           P+0
HETATM   24  C   UNK     0      -2.101   5.178   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.233   5.178   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.889   7.484   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.083  -3.063   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.548  -4.605   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.548  -1.528   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.431   5.949   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.094   3.636   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   16                                                       
CONECT   12    7   17   13                                                  
CONECT   13    8   18   12                                                  
CONECT   14    8                                                            
CONECT   15   10   19                                                       
CONECT   16   10   11                                                       
CONECT   17   12   20                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22                                                  
CONECT   20   17   23                                                       
CONECT   21   19   24                                                       
CONECT   22   19   25   26                                                  
CONECT   23   20   27   28   29                                             
CONECT   24   21   30   31                                                  
CONECT   25   22                                                            
CONECT   26   22                                                            
CONECT   27   23                                                            
CONECT   28   23                                                            
CONECT   29   23                                                            
CONECT   30   24                                                            
CONECT   31   24                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

Synonyms

Value	Source
Adenylosuccinate	ChEBI
Adenylosuccinic acid	ChEBI
Aspartyl adenylate	ChEBI
N6-(1,2-Dicarboxyethyl)-AMP	ChEBI
Aspartyl adenylic acid	Generator
Adenylsuccinate	Generator
6-Succino-5'-adenylate	HMDB
6-Succino-5'-adenylic acid	HMDB
Adenyl-succinic acid	HMDB
D-Ribofuranosyl)-9H-purin-6-yl]	HMDB
D-Ribofuranosyl-9H-purin-6-yl) mono(dihydrogen phosphate) (ester)	HMDB
N(6)-(1,2-Dicarboxyethyl)-AMP	HMDB
Succinyl AMP	HMDB
Succinyladenosine 5'-monophosphate	HMDB
Succinyladenosine monophosphorate	HMDB
Succinyladenosine monophosphoric acid	HMDB

Molecular Formula

C₁₄H₁₈N₅O₁₁P

Average Mass

463.2934

Monoisotopic Mass

463.074042955

IUPAC Name

2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid

Traditional Name

adenylosuccinate

CAS Registry Number

19046-78-7

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2NC(CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1

InChI Key

OFBHPPMPBOJXRT-DPXQIYNJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Aspartic acid or derivatives
Glycosyl compound
N-glycosyl compound
6-alkylaminopurine
6-aminopurine
Alpha-amino acid or derivatives
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monoalkyl phosphate
Alkyl phosphate
Pyrimidine
Imidolactam
Dicarboxylic acid or derivatives
Phosphoric acid ester
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
1,2-diol
Secondary alcohol
Amino acid
Oxacycle
Azacycle
Secondary amine
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Alcohol
Organic oxide
Amine
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 5'-monophosphate (CHEBI:15919 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.38 g/L	ALOGPS
logP	-2	ALOGPS
logP	-4.8	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.81	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	246.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	96.18 m³·mol⁻¹	ChemAxon
Polarizability	39.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-9711800000-86455d261bccbe67da62	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-08or-4492026000-dde4bbfa170a3682aa3b	2017-10-06	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0ik9-0040900000-b82cfa15a82a71e3a806	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0190000000-9bcb8baa6f6c26df4465	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-03du-0920000000-f57e5dc2c827d4094209	2012-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0091500000-d7cfc016b5a7e1b55cf5	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-0290000000-1809134fdca240cfe138	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0390000000-3df466e5e68f5a327d2b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0imj-5070900000-a50aee6ab54df66fa561	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-9180000000-2241e6f6a54fe44cd585	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9020000000-8dfb04f829336d937665	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-04	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
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000242	Adenylsuccinic acid	Adenosine monophosphate	Adenylosuccinate lyase	Adenylosuccinate Lyase	VMH	1302001 2004782
MMDBr0007249	Adenylsuccinic acid	Adenosine monophosphate	Not Available	Adenylsuccinate lyase	VMH	30371894
MMDBr0007251	L-Aspartic acid	Adenylsuccinic acid	Not Available	Adenylosuccinate Synthase	VMH	30371894
MMDBr0013458	Guanosine triphosphate	Guanosine diphosphate	Adenylosuccinate synthetase	Synthesis	RHEA	34755880
MMDBr0013578	Adenylsuccinic acid	Adenosine monophosphate	Adenylosuccinate lyase	Non-hydrolytic bond cleavage (or its reversal)	RHEA	34755880
MMDBr0013579	Adenylsuccinic acid	Adenosine monophosphate	Adenylosuccinate lyase	Non-hydrolytic bond cleavage (or its reversal)	RHEA	34755880
MMDBr0018110	L-Aspartic acid	Guanosine diphosphate	Adenylosuccinate synthetase	Synthesis	PathBank	31602464
MMDBr0018113	Adenylsuccinic acid	Fumaric acid	Adenylosuccinate lyase	Non-hydrolytic bond cleavage (or its reversal)	PathBank	31602464

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	518	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; Human subgingival plaque; Human saliva; Rat ; Turkey ; Sheep ; Dog ; Lion ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	449	Human feces; Human pleural fluid plaque; Pig ; Human ; Human stool; Human subgingival plaque; Cattle ; Human saliva; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	165	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Human sputum; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	122	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	7	Human feces; Human ; Relapsing fever tick ; Pig	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human ; Human mucosa; Human supragingival plaque; Human urine; Human saliva; Human subgingival plaque	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Cyanobacteria	35	Human
Eukaryota/Fungi	Ascomycota	56	Human feces; Human saliva	Unknown
Bacteria	Aquificae	2
Archaea/Archaea	Euryarchaeota	28		Metabolic reconstruction
Bacteria	Chlorobi	8
Eukaryota/Fungi	Basidiomycota	6
Bacteria	Chloroflexi	4
Bacteria	Deinococcus-thermus	5
Bacteria/NULL	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; Human subgingival plaque; Human saliva; Rat ; Turkey ; Sheep ; Dog ; Lion ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Elusimicrobia	1
Bacteria	Thermotogae	6
Bacteria	Acidobacteria	2
Bacteria	Tenericutes	5	Goat ; Human
Archaea	nah	1
Bacteria	nah	1
Bacteria	Nitrospirae	1

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0000536

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Adenylosuccinate

METLIN ID

5521

PubChem Compound

440122

PDB ID

Not Available

ChEBI ID

15919

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Adenylsuccinic acid (MMDBc0029619)

MOL for #<Metabolite:0x00007f5abd7df068>

3D MOL for #<Metabolite:0x00007f5abd7df068>

3D SDF for #<Metabolite:0x00007f5abd7df068>

3D-SDF for #<Metabolite:0x00007f5abd7df068>

PDB for #<Metabolite:0x00007f5abd7df068>

3D PDB for #<Metabolite:0x00007f5abd7df068>

SMILES for #<Metabolite:0x00007f5abd7df068>

INCHI for #<Metabolite:0x00007f5abd7df068>

Structure for #<Metabolite:0x00007f5abd7df068>

3D Structure for #<Metabolite:0x00007f5abd7df068>