Caerulomycin A

Names

[ Name ]:
Caerulomycin A

[Synonym ]:
CERULOMYCIN
(E)-4-methoxy-2,2'-bipyridyl-6-aldoxime
CAERULOMYCIN A
4-Methoxy-2,2'-bipyridine-6-carbaldehyde (E)-oxime
4-Methoxy-[2,2']bipyridyl-6-carbaldehyd-(E)-oxim
Caerulomycin,Cerulomycin
(2,2'-Bipyridine)-6-carboxaldehyde,4-methoxy-,oxime,(E)
(E)-4-Methoxy-[2,2'-bipyridine]-6-carbaldehyde oxime
4-methoxy-[2,2']bipyridinyl-6-carbaldehyde oxime
4-methoxy-[2,2']bipyridyl-6-carbaldehyde-(E)-oxime
Caerulomycin A
CAERULOMYCIN

Biological Activity

[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].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Inflammation/Immunology

[Target]

Antifungal[1] TGF-β-Smad3[1]

[References]

[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.

Chemical & Physical Properties

[ Density]:
1.23g/cm3

[ Boiling Point ]:
400.4ºC at 760mmHg

[ Molecular Formula ]:
C₁₂H₁₁N₃O₂

[ Molecular Weight ]:
229.23500

[ Flash Point ]:
195.9ºC

[ Exact Mass ]:
229.08500

[ PSA ]:
67.60000

[ LogP ]:
1.96030

[ Storage condition ]:
2-8℃

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319

[ Precautionary Statements ]:
P301 + P310-P305 + P351 + P338

[ RIDADR ]:
UN 2811 6.1 / PGIII

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

[Development of a genetic modification system for caerulomycin producer Actinoalloteichus sp. WH1-2216-6].

Wei Sheng Wu Xue Bao 51(8) , 1032-41, (2011)

In order to enable the caerulomyicn biosynthetic study by in vivo gene disruptions, it is crucial to develop a genetic modification system for the producer Actinoalloteichus sp. WH1-2216-6.The spore g...

Total synthesis of caerulomycin C via the halogen dance reaction.

Org. Lett. 4(14) , 2385-8, (2002)

[reaction: see text] The total synthesis of caerulomycin C is described. Key steps in this synthesis utilize 1,2-, 1,3-, and 1,4-halogen dance reactions for the functionalization of the pyridine ring.

Caerulomycin, an antifungal antibiotic with marked in vitro and in vivo activity against Entamoeba histolytica.

Z. Parasitenkd. 70(5) , 569-73, (1984)

The anti-amoebic action of the bipyridyl antibiotic caerulomycin was assessed in vitro and in vivo using various strains of Entamoeba histolytica from polyxenic, axenic and monoxenic cultures. Minimum...