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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:26 UTC
Update Date2022-03-07 02:53:16 UTC
HMDB IDHMDB0032199
Secondary Accession Numbers
  • HMDB32199
Metabolite Identification
Common NameChymosin preparation, escherichia coli k-12
DescriptionChymosin preparation, escherichia coli k-12, also known as tri-(2,3-dihydroxy-N-benzoyl-L-serine)-ester or enterochelin, belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Chymosin preparation, escherichia coli k-12 exists in all living organisms, ranging from bacteria to humans. Chymosin preparation, escherichia coli k-12 is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Chymosin preparation, escherichia coli k-12.
Structure
Data?1563862230
Synonyms
ValueSource
(3S-(3R*,7R*,11R*))-N,n',n''-(2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl)tris(2,3-dihydroxybenzamide)ChEBI
EnterochelinChEBI
H6ENTChEBI
Tri-(2,3-dihydroxy-N-benzoyl-L-serine)-esterChEBI
Tri-(N-(2,3-dihydroxybenzoyl)-L-serine)-esterChEBI
EnterobactinKegg
Chemical FormulaC30H27N3O15
Average Molecular Weight669.5465
Monoisotopic Molecular Weight669.144217209
IUPAC NameN-[(3S,7S,11S)-7,11-bis(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecan-3-yl]-2,3-dihydroxybenzamide
Traditional Nameenterobactin
CAS Registry Number9001-98-3
SMILES
OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O
InChI Identifier
InChI=1S/C30H27N3O15/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42)/t16-,17-,18-/m0/s1
InChI KeySERBHKJMVBATSJ-BZSNNMDCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassDepsipeptides
Direct ParentCyclic depsipeptides
Alternative Parents
Substituents
  • Cyclic depsipeptide
  • Alpha-amino acid ester
  • N-acyl-alpha amino acid or derivatives
  • Macrolide
  • Macrolactam
  • Alpha-amino acid or derivatives
  • Salicylic acid or derivatives
  • Salicylamide
  • Benzamide
  • Benzoic acid or derivatives
  • Tricarboxylic acid or derivatives
  • Benzoyl
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Carboxamide group
  • Carboxylic acid ester
  • Secondary carboxylic acid amide
  • Lactone
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Oxacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP1.62ALOGPS
logP2.26ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.82ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area287.58 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity157.87 m³·mol⁻¹ChemAxon
Polarizability61.87 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+245.94931661259
DarkChem[M-H]-230.5431661259
DeepCCS[M+H]+229.84330932474
DeepCCS[M-H]-228.01830932474
DeepCCS[M-2H]-261.27230932474
DeepCCS[M+Na]+235.44930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Chymosin preparation, escherichia coli k-12OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O6874.4Standard polar33892256
Chymosin preparation, escherichia coli k-12OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O4946.1Standard non polar33892256
Chymosin preparation, escherichia coli k-12OC1=CC=CC(C(=O)N[C@H]2COC(=O)[C@H](COC(=O)[C@H](COC2=O)NC(=O)C2=CC=CC(O)=C2O)NC(=O)C2=CC=CC(O)=C2O)=C1O6268.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-4900010000-7da05f633e017bd648e02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_8) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chymosin preparation, escherichia coli k-12 GC-MS (TMS_3_9) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 10V, Positive-QTOFsplash10-00di-0420219000-bc050d4af6ea8c7f55a42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 20V, Positive-QTOFsplash10-000i-0910212000-3e3394d49c959159af262015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 40V, Positive-QTOFsplash10-002r-0910100000-8fa98785d303756d2b052015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 10V, Negative-QTOFsplash10-016r-0940516000-dbc2d7c20e7c08be2c512015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 20V, Negative-QTOFsplash10-0a4i-0890510000-877c1902065a851d92e12015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 40V, Negative-QTOFsplash10-0pb9-2930000000-55fd6f6a09160ff20c532015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 10V, Positive-QTOFsplash10-00dr-0600009000-9b68ea8249f43a86fc592021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 20V, Positive-QTOFsplash10-059i-1900023000-eb2dd0622e9ccc069e2a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 40V, Positive-QTOFsplash10-0002-6902011000-351ac7917fa2b109ec7c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 10V, Negative-QTOFsplash10-014i-0000049000-5eb17ffdf3ccdae92f5d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 20V, Negative-QTOFsplash10-0a59-1900064000-37ffda9748443336654c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chymosin preparation, escherichia coli k-12 40V, Negative-QTOFsplash10-052f-9600433000-ad49a32bc01ee803a0322021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB009167
KNApSAcK IDC00000735
Chemspider ID31543
KEGG Compound IDC05821
BioCyc IDENTEROBACTIN
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound34231
PDB IDEB4
ChEBI ID28855
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .