MiMeDB: Showing metabocard for 2-Amino-2-deoxyisochorismate (MMDBc0051340)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:21:43 UTC

Update Date

2025-10-07 16:08:16 UTC

Metabolite ID

MMDBc0051340

Metabolite Identification

Common Name

2-Amino-2-deoxyisochorismate

Description

2-Amino-2-deoxyisochorismate is a key intermediate in the chemical class of amino sugars and is involved in various biosynthetic pathways. Its chemical structure features a chiral carbon atom, which contributes to its role in the biosynthesis of p-aminobenzoic acid (pABA) in organisms like Bacillus subtilis, where it is synthesized from chorismate through a series of enzymatic reactions. Specifically, it is produced by a 2-amino-2-deoxyisochorismate synthase and is further processed by enzymes such as 2,3-dihydro-3-hydroxyanthranilic acid synthase and dehydrogenase (PMID:33493986 ). Interestingly, the enzyme PhzE, initially thought to function as an ADIC synthase, has been shown to catalyze the production of 2-amino-2-deoxyisochorismate instead of anthranilate, highlighting its role in the anthranilate biosynthetic pathway (PMID:18646313 ). Additionally, a subclass of PabB enzymes has been identified that utilizes 2-amino-2-deoxyisochorismate as a noncovalently bound intermediate, showcasing its diverse biochemical roles (PMID:23230967 ). Overall, 2-amino-2-deoxyisochorismate serves as a crucial metabolite in the complex network of chorismate metabolism.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05041410112D          

 18 18  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  1  2  0  0  0  0
  6  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
  8 11  1  1  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 10  2  0  0  0  0
 16  5  1  0  0  0  0
  7 16  1  6  0  0  0
  7 17  1  1  0  0  0
  8 18  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0051340

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(N)C(=CC=C[C@]1([H])OC(=C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO5/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,7-8H,1,11H2,(H,12,13)(H,14,15)/t7-,8-/m0/s1

> <INCHI_KEY>
OKLGKGPAZUNROU-YUMQZZPRSA-N

> <FORMULA>
C10H11NO5

> <MOLECULAR_WEIGHT>
225.198

> <EXACT_MASS>
225.063722467

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.77388140693468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,6S)-6-amino-5-[(1-carboxyeth-1-en-1-yl)oxy]cyclohexa-1,3-diene-1-carboxylic acid

> <ALOGPS_LOGP>
-2.24

> <JCHEM_LOGP>
-2.8096905203943483

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8537993817914677

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1317565872797397

> <JCHEM_PKA_STRONGEST_BASIC>
9.260992356644687

> <JCHEM_POLAR_SURFACE_AREA>
109.85000000000001

> <JCHEM_REFRACTIVITY>
55.96760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ADIC

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    1    9   16                                                  
CONECT    6    3    8   10                                                  
CONECT    7    4    8   16   17                                             
CONECT    8    6    7   11   18                                             
CONECT    9    5   12   13                                                  
CONECT   10    6   14   15                                                  
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16    5    7                                                       
CONECT   17    7                                                            
CONECT   18    8                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

Synonyms

Value	Source
(2S)-2-Amino-4-deoxychorismate	ChEBI
(2S)-2-Amino-4-deoxychorismic acid	ChEBI
(5S,6S)-6-Amino-5-[(1-carboxyvinyl)oxy]cyclohexa-1,3-diene-1-carboxylic acid	ChEBI
ADIC	ChEBI
(5S,6S)-6-Amino-5-[(1-carboxyvinyl)oxy]cyclohexa-1,3-diene-1-carboxylate	Generator
2-Amino-2-deoxyisochorismate	Generator

Molecular Formula

C₁₀H₁₁NO₅

Average Mass

225.198

Monoisotopic Mass

225.063722467

IUPAC Name

(5S,6S)-6-amino-5-[(1-carboxyeth-1-en-1-yl)oxy]cyclohexa-1,3-diene-1-carboxylic acid

Traditional Name

ADIC

CAS Registry Number

Not Available

SMILES

[H][C@]1(N)C(=CC=C[C@]1([H])OC(=C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H11NO5/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,7-8H,1,11H2,(H,12,13)(H,14,15)/t7-,8-/m0/s1

InChI Key

OKLGKGPAZUNROU-YUMQZZPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Amino acid or derivatives
Amino acid
Carboxylic acid
Amine
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:49197 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	12.2 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.8	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	9.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.85 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.97 m³·mol⁻¹	ChemAxon
Polarizability	20.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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_4_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0490000000-cc660fd1087ef7d371aa	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-2910000000-1e75da177704ec16bddc	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aei-9600000000-55764c68ac076670829e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00e9-0980000000-c027a7f8d74d8204b083	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06si-0910000000-6dae1d8dacac581fb741	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-08fr-0900000000-5437d5420e4f282df529	2019-02-23	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	500.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	311.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	72.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	245.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	302.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	315.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	725.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	845.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	846.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	175.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	381.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	184.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	57.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	283.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	625.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	57.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	222.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	835.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	731.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_1	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2355.44
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_2	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N)C(=O)O	standard non polar	2025-10-24	2359.1
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_3	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2352.53
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_4	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2023.41
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_5	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2187.58
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_6	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1622.14
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_7	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1979.61
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_8	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1859.35
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_9	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1805.4
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_10	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1279.05
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_11	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2284.08
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_1	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2242.57
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_2	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N)C(=O)O	standard polar	2025-10-24	1741.62
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_3	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2053.16
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_4	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2530.09
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_5	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1986.5
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_6	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1923.67
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_7	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1347.55
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_8	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2609.48
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_9	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2152.73
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_10	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1352.9
Gas Chromatography	2-Amino-2-deoxyisochorismate_TMS_11	C=C(O[C@H]1C=CC=C(C(=O)O[Si](C)(C)C)[C@@H]1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1875.25

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

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Pyocyanine biosynthesis		Escherichia coli Pseudomonas aeruginosa Mycobacterium marinum M Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Escherichia coli CFT073 Myxococcus xanthus DK 1622 Klebsiella pneumoniae Bacillus cereus Streptomyces griseus subsp. griseus NBRC 13350 Bacillus amyloliquefaciens Salmonella enterica Rhodospirillum rubrum ATCC 11170 Saccharopolyspora erythraea NRRL 2338 Streptomyces avermitilis MA-4680 Acinetobacter baumannii Bacillus cereus AH187 (F4810/72) Bacillus timonensis 10403023 Brevibacillus brevis NBRC 100599 Methylobacterium nodulans Comamonas testosteroni Burkholderia cepacia Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Chromobacterium violaceum Citrobacter koseri Aeromonas hydrophila Cytophaga hutchinsonii Rhodopseudomonas palustris Bacillus licheniformis Priestia megaterium Bacillus mycoides Bacillus pumilus Bacillus thuringiensis Mycobacterium avium Roseobacter denitrificans Stenotrophomonas maltophilia Actinosynnema mirum Burkholderia vietnamiensis Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Citrobacter youngae Burkholderia ambifaria Methylocella silvestris Agrobacterium tumefaciens Klebsiella variicola Achromobacter xylosoxidans A8 Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus amyloliquefaciens FZB42 Bacillus pumilus SAFR-032 Bacillus cereus Q1 Priestia megaterium DSM 319 Bacillus amyloliquefaciens DSM 7 Bradyrhizobium japonicum USDA 110 Citrobacter koseri ATCC BAA-895 Delftia acidovorans SPH-1 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Mesorhizobium loti MAFF303099 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Micrococcus luteus NCTC 2665 Mycobacterium avium 104 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Pseudomonas fluorescens SBW25 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Spirosoma linguale Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Alcaligenes faecalis Burkholderia cepacia GG4 Bilophila wadsworthia 3_1_6 Aeromonas media Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Hafnia alvei Hafnia alvei ATCC 51873 Providencia rustigianii DSM 4541 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Acinetobacter pittii Acinetobacter haemolyticus Gordonia terrae C-6 Rhodococcus erythropolis Brevibacterium casei Brevibacterium linens Streptomyces avermitilis Thermomonospora curvata Bacillus altitudinis Paenibacillus lactis 154 Streptomyces coelicolor A3(2) Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Amycolatopsis mediterranei U32 Arthrobacter aurescens TC1 Catenulispora acidiphila DSM 44928 Clavibacter michiganensis subsp. michiganensis NCPPB 382 Conexibacter woesei DSM 14684 Frankia sp. EuI1c Gordonia bronchialis DSM 43247 Intrasporangium calvum DSM 43043 Kineococcus radiotolerans SRS30216 Kribbella flavida DSM 17836 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium abscessus ATCC 19977 Mycobacterium sp. Spyr1 Pseudonocardia dioxanivorans CB1190 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rubrobacter xylanophilus DSM 9941 Salinispora tropica CNB-440 Sanguibacter keddieii DSM 10542 Sphaerobacter thermophilus DSM 20745 Stackebrandtia nassauensis DSM 44728 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus ruber Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brasilianum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Penicillium vulpinum Trichoderma arundinaceum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma harzianum Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Klebsiella aerogenes KCTC 2190 Acidobacterium capsulatum ATCC 51196 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium radiobacter K84 Azorhizobium caulinodans ORS 571 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Chitinophaga pinensis DSM 2588 Chloroflexus aurantiacus J-10-fl Chloroherpeton thalassium ATCC 35110 Citrobacter rodentium ICC168 Cronobacter turicensis z3032 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. PCC 7424 Cytophaga hutchinsonii ATCC 33406 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Enterobacter sp. 638 Erwinia tasmaniensis Et1/99 Erwinia billingiae Eb661 Geobacter sp. M18 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Herpetosiphon aurantiacus DSM 785 Hyphomonas neptunium ATCC 15444 Jannaschia sp. CCS1 Klebsiella pneumoniae 342 Legionella longbeachae NSW150 Leptothrix cholodnii SP-6 Marinomonas mediterranea MMB-1 Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Nostoc punctiforme PCC 73102 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Chromobacterium violaceum ATCC 12472 Sorangium cellulosum 'So ce 56' Alteromonas macleodii str. 'Deep ecotype' Gemmatimonas aurantiaca T-27 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Polaromonas sp. JS666 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Ralstonia solanacearum GMI1000 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella amazonensis SB2B Shewanella woodyi ATCC 51908 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingomonas wittichii RW1 Variovorax paradoxus EPS Xenorhabdus bovienii SS-2004 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Actinobacteria	1
Bacteria/Eubacteria	Proteobacteria	2	Human ; Human subgingival plaque

Exposure Sources

Other Exposures

Source Type	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

Not Available

KEGG Compound ID

C18054

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15183849

PDB ID

Not Available

ChEBI ID

49197

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 2-Amino-2-deoxyisochorismate (MMDBc0051340)

MOL for #<Metabolite:0x00007f9af095e588>

3D MOL for #<Metabolite:0x00007f9af095e588>

3D SDF for #<Metabolite:0x00007f9af095e588>

3D-SDF for #<Metabolite:0x00007f9af095e588>

PDB for #<Metabolite:0x00007f9af095e588>

3D PDB for #<Metabolite:0x00007f9af095e588>

SMILES for #<Metabolite:0x00007f9af095e588>

INCHI for #<Metabolite:0x00007f9af095e588>

Structure for #<Metabolite:0x00007f9af095e588>

3D Structure for #<Metabolite:0x00007f9af095e588>