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Usaramine

CAT: 0804-HY-N6931-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6931-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Usaramine is a pyrrolizidine alkaloid isolated from seeds of Crolatalaria pallida. Usaramine demonstrates a highlighted antibiofilm activity against Staphylococcus epidermidis by reducing more than 50% of biofilm formation without killing the bacteria[1].
CAS Number
15503-87-4
UNSPSC
12352005
Hazard Statement
H300+H310+H330
Target
Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/usaramine.html
Purity
99.57
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1O[C@@]2([H])[C@@]3([H])C(COC([C@](CO)(O)[C@H](C)C/C1=C\C)=O)=CCN3CC2
Molecular Formula
C18H25NO6
Molecular Weight
351.39
Precautions
P260-P262-P264-P270-P271-P280-P284-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501
References & Citations
[1]da Silva Negreiros Neto T, et al. Activity of pyrrolizidine alkaloids against biofilm formation and Trichomonas vaginalis. Biomed Pharmacother. 2016 Oct;83:323-329.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Usaramine

LSM-2938 is a macrolide.

CAS Number15503-87-4
PubChem CID5281756
IUPAC Name(1R,4E,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
Molecular FormulaC18H25NO6
Molecular Weight351.4
XLogP0.6
Topological Polar Surface Area96.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Heavy Atom Count25
Formal Charge0
Complexity627
SMILES
C/C=C/1\C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C
InChI
InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15-,18-/m1/s1
InChIKey
BCJMNZRQJAVDLD-FXGRWVCYSA-N
Chemical Structure
2D Structure
2D structure of Usaramine
CAS: 15503-87-4
CID: 5281756
Formula: C18H25NO6
MW: 351.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight351.4
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass351.16818752
Monoisotopic Mass351.16818752
Topological Polar Surface Area96.3 Ų
Heavy Atom Count25
Formal Charge0
Complexity627
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T3S2340-01Usaramine
AR-U01429-01Usaramine-d3
XU180152-01Usaramine N-oxide
AR-U01431-01Usaramine N-Oxide-d3

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