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Enterobactin

CAT: 0013-GTR19164776-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19164776-01Size:1 mg
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Description
Enterobactin (Enterochelin) is a catecholate siderophore essential for microbial iron acquisition. This small molecule is a key research tool for studying bacterial iron metabolism, virulence, and host-pathogen interactions in both in vitro and in vivo experimental models.
CAS Number
28384-96-5
Product Name Alternative
Enterobactin, Enterochelin
Field of Research
Immunology & Inflammation, Infectious Disease & Virology
Purity
95.84% (May vary between batches)
Solubility
DMSO:Slightly soluble
Smiles
C (N[C@@H]1C (=O) OC[C@H] (NC (=O) C2=C (O) C (O) =CC=C2) C (=O) OC[C@H] (NC (=O) C3=C (O) C (O) =CC=C3) C (=O) OC1) (=O) C4=C (O) C (O) =CC=C4
Molecular Formula
C30H27N3O15
Molecular Weight
669.55
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Enterobactin

Enterobactin is a macrotriolide produced by certain members of Enterobacteriaceae, e.g. Escherichia coli and Salmonella. It has a role as a siderophore and a bacterial metabolite. It is a macrotriolide, a polyphenol, a member of catechols and a crown compound. It is a conjugate acid of an enterobactin(6-) and an enterobactin(1-).

CAS Number28384-96-5
PubChem CID34231
IUPAC NameN-[(3S,7S,11S)-7,11-bis[(2,3-dihydroxybenzoyl)amino]-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl]-2,3-dihydroxybenzamide
Molecular FormulaC30H27N3O15
Molecular Weight669.5
XLogP2.3
Topological Polar Surface Area288
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Heavy Atom Count48
Formal Charge0
Complexity1060
SMILES
C1[C@@H](C(=O)OC[C@@H](C(=O)OC[C@@H](C(=O)O1)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)C3=C(C(=CC=C3)O)O)NC(=O)C4=C(C(=CC=C4)O)O
InChI
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
InChIKey
SERBHKJMVBATSJ-BZSNNMDCSA-N
Chemical Structure
2D Structure
2D structure of Enterobactin
CAS: 28384-96-5
CID: 34231
Formula: C30H27N3O15
MW: 669.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight669.5
XLogP32.3
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Exact Mass669.14421716
Monoisotopic Mass669.14421716
Topological Polar Surface Area288 Ų
Heavy Atom Count48
Formal Charge0
Complexity1060
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS3617237-01Enterobactin
HY-172023Apo-Enterobactin
HY-128525REnterobactin (Standard)
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MBS7096890Recombinant Salmonella typhimurium Enterobactin exporter EntS (entS), partial
MBS7091588Recombinant Shigella flexneri Enterobactin exporter EntS (entS), partial
MBS7081710Recombinant Salmonella choleraesuis Enterobactin exporter EntS (entS), partial
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