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Caerulomycin A

CAT: 0804-HY-114495-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-114495-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Caerulomycin A (Cerulomycin; Caerulomycin), an antifungal compound, induces generation of T cells, enhances TGF-β-Smad3 protein signaling via suppressing interferon-γ-induced STAT1 signaling. Antifungal and antibiotic activity, and used in autoimmune diseases[1].
CAS Number
21802-37-9
Product Name Alternative
Cerulomycin; Caerulomycin
UNSPSC
12352005
Hazard Statement
H301, H315, H319
Target
Antibiotic; Fungal
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Caerulomycin_A.html
Purity
98.0
Solubility
DMSO : 150 mg/mL (ultrasonic)
Smiles
COC1=CC(C2=NC=CC=C2)=NC(/C=N/O)=C1
Molecular Formula
C12H11N3O2
Molecular Weight
229.24
Precautions
H301, H315, H319
References & Citations
[1]Gurram RK, et al. Caerulomycin A enhances transforming growth factor-β (TGF-β) -Smad3 protein signaling by suppressing interferon-γ (IFN-γ) -signal transducer and activator of transcription 1 (STAT1) protein signaling to expand regulatory T cells (Tregs) . J Biol Chem. 2014 Jun 20;289 (25) :17515-28.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Caerulomycin A

Caerulomycin A is a pyridine alkaloid that is 2,2'-bipyridine substituted by a methoxy group at position 4 and a (E)-(hydroxyimino)methyl group at position 6. Isolated from the marine-derived actinomycete Actinoalloteichus cyanogriseus, it exhibits antineoplastic activity. It has a role as an antineoplastic agent, a marine metabolite and a bacterial metabolite. It is an aldoxime, a pyridine alkaloid, an aromatic ether and a member of bipyridines. It derives from a hydride of a 2,2'-bipyridine.

CAS Number21802-37-9
PubChem CID135514797
IUPAC Name(NE)-N-[(4-methoxy-6-pyridin-2-yl-2-pyridinyl)methylidene]hydroxylamine
Molecular FormulaC12H11N3O2
Molecular Weight229.23
XLogP1.5
Topological Polar Surface Area67.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count17
Formal Charge0
Complexity260
SMILES
COC1=CC(=NC(=C1)C2=CC=CC=N2)/C=N/O
InChI
InChI=1S/C12H11N3O2/c1-17-10-6-9(8-14-16)15-12(7-10)11-4-2-3-5-13-11/h2-8,16H,1H3/b14-8+
InChIKey
JCTRJRHLGOKMCF-RIYZIHGNSA-N
Chemical Structure
2D Structure
2D structure of Caerulomycin A
CAS: 21802-37-9
CID: 135514797
Formula: C12H11N3O2
MW: 229.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight229.23
XLogP31.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass229.085126602
Monoisotopic Mass229.085126602
Topological Polar Surface Area67.6 Ų
Heavy Atom Count17
Formal Charge0
Complexity260
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
M26638-01Caerulomycin A
C159-5MGCaerulomycin
A19066-100Caerulomycin A 100mg
A19066-5Caerulomycin A 5mg
A19066-50Caerulomycin A 50mg
A19066-25Caerulomycin A 25mg
A19066-10Caerulomycin A 10mg
A19066-1Caerulomycin A 1mg
A19066-10mM-DCaerulomycin A 10mM * 1mL in DMSO
TBI2897-1MGCaerulomycin A, Blocks STAT1 signaling; Immunosuppressant

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