Filipin complex

Names

[ Name ]:
Filipin complex

[Synonym ]:
(3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,1 0,12,14,16,27-Octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethylo xacyclooctacosa-17,19,21,23,25-pentaen-2-one

Biological Activity

[Description]:

Filipin, produced as a mixture of related compounds known as the filipin complex (filipins I-IV) in nature[1], is a 28-membered ring pentaene macrolide antifungal antibiotic produced by S. filipinensis, S. avermitilis and S. miharaensis. Filipin interacts with membrane sterols causing the alteration of membrane structure. Filipin III is the major component of Filipin[2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. Kelly PM, et al. Separation of the filipin complex by gradient-elution high performance liquid chromatography. J Antibiot (Tokyo). 1985 Apr;38(4):485-9.

[2]. Payero TD, et al. Functional analysis of filipin tailoring genes from Streptomyces filipinensis reveals alternative routes in filipin III biosynthesis and yields bioactive derivatives. Microb Cell Fact. 2015 Aug 7;14:114.

Chemical & Physical Properties

[ Density]:
1.161 g/cm3

[ Boiling Point ]:
913.9ºC at 760 mmHg

[ Molecular Formula ]:
C₃₅H₅₈O₁₁(forFilipinIII)

[ Molecular Weight ]:
654.82800

[ Flash Point ]:
279.3ºC

[ Exact Mass ]:
654.39800

[ PSA ]:
208.37000

[ LogP ]:
1.88800

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK4400000

CHEMICAL NAME :: Filipin

CAS REGISTRY NUMBER :: 11078-21-0

LAST UPDATED :: 198211

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 17 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 2,215,1980

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xn: Harmful;Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

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