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Streptomyces A-Factor

CAT: 0013-GTR19196415-03Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19196415-03Size:100 mg
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Description
A-Factor is a γ-butyrolactone autoregulator that acts as a microbial hormone in Streptomyces griseus. It induces morphological differentiation and secondary metabolite production, such as streptomycin, by binding to and inactivating the repressor protein ArpA, thereby derepressing target genes. This small molecule is a key tool for studying bacterial quorum sensing, antibiotic biosynthesis, and cellular differentiation in both in vivo and in vitro experimental systems.
CAS Number
51311-41-2
Smiles
CC (C) CCCCC (=O) [C@@H]1[C@H] (CO) COC1=O
Molecular Formula
C13H22O4
Molecular Weight
242.315
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

A-Factor

2-Isocapryloyl-3R-hydroxymethyl-gamma-butyrolactone has been reported in Streptomyces albidoflavus, Streptomyces coelicolor, and other organisms with data available.

CAS Number51311-41-2
PubChem CID119102
IUPAC Name(4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one
Molecular FormulaC13H22O4
Molecular Weight242.31
XLogP2.1
Topological Polar Surface Area63.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Heavy Atom Count17
Formal Charge0
Complexity273
SMILES
CC(C)CCCCC(=O)C1[C@@H](COC1=O)CO
InChI
InChI=1S/C13H22O4/c1-9(2)5-3-4-6-11(15)12-10(7-14)8-17-13(12)16/h9-10,12,14H,3-8H2,1-2H3/t10-,12?/m1/s1
InChIKey
REAWNMHCBIUKLZ-RWANSRKNSA-N
Chemical Structure
2D Structure
2D structure of A-Factor
CAS: 51311-41-2
CID: 119102
Formula: C13H22O4
MW: 242.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight242.31
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass242.15180918
Monoisotopic Mass242.15180918
Topological Polar Surface Area63.6 Ų
Heavy Atom Count17
Formal Charge0
Complexity273
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
T28869-01Streptomyces A-Factor
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MBS1454603-01Recombinant Streptomyces coelicolor Elongation factor P (efp)
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